Vacation Home Rentals By Owner In Chatham, MA

$1200.18

Wonderful dog friendly rental with access path to a private beach deeded at White's Pond!

Chatham, Massachusetts, United States

Wonderful dog friendly rental for the whole family, with access path to a private beach deeded at White's Pond! Close to downtown Chatham and Oyster Pond Beach; and offering a huge private fenced in yard with firepit, this property is just a stone's throw to The Cape Cod Rail Trail and Bike Path. So don't forget your bikes! Located at the end of a cul-de sac, this Cape style home has a vaulted ceiling that showers lots of light into the open 1st floor living room, dining room and kitchen. Updated with modern appliances and furniture, this beautifully decorated rental has excellent indoor and outdoor entertaining areas. Large back deck, firepit, expanded front, back and side yard for kids to run and play, and even a finished basement with games and large flat screen TV. Wifi and slimline a/c units in bedrooms and living room to keep you cool and connected, and an enclosed outdoor shower to rinse of the salt and sand after a day in the waves. This home sleeps 8 in 3 bedrooms; with a 1st floor king bed, 2nd floor king and queen, and 2 twin daybeds in the finished basement. Head out back through the gate and you will find a paved bike path that runs from Yarmouth, all the way to Wellfleet. Miles of fun for walkers, runners, or those on 2 wheels! A quick drive into town offers shopping, the movies, ice cream or even catch a baseball game. The owners also provide a Welcome Bag upon check in. A reusable tote starter pack filled with your paper and cleaning products for your stay. This charming home is the place to start making your family vacation memories in year after year. Dog friendly (maximum one dog 30 lbs) - $150 fee will be added to the lease. Call Chatham Rentals, and let us help you plan your visit.

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Sleeps

$1032.22

/ Nightly

Private Vacation Home

Ideal Chatham Location. Waterview, Beach, Walk to Town,Great Views,4 Bedroom,AC

Chatham, Massachusetts, United States

Bright, sun drenched house with ocean views on Two sides. Two outdoor dining areas. All corner bedrooms with windows on 2 or 3 sides allowing maximum cool ocean breezes.br This charming cape cottage is located in heart of Old Village. The property has a long rental history with most clients returning year after year ( some for 25 years ! ) There is abundant outdoor space for your enjoyment. Stroll down the driveway to the Holway Street beach. Meander around the light house and quaint Old Village. It is less than a ten minute walk to town with shopping, restaurants, band concerts, etc.br The main living area includes a large sunroom with sensational views of Chatham Harbor. There are windows and sliders on three sides. You can watch the boating activities in Chatham Harbor or enjoy the large flat screen tv and sound system. This is the perfect room for family activities or even a small party. Adjacent to the sunroom and accessible via French Doors is the living room and dining area with easy open flow. A Sonos system and new Smart Tv are here as well. The fully equipped kitchen with new appliances opens to the dining area.br Also on the first floor are two bedrooms. One has a queen size bed and the other twin beds. Each bedroom has its own AC system to keep you cool. There is a full bath with tub and shower on the first floor. Just off the first floor hallway are the washer and drier.br Step downstairs off the hallway to a marvelous entertainment center with large flat screen TV, CD player, BlueRay and Stereo Surround Sound. The area is much appreciated by young people, their parents and sports fans alike.br On the second level are two corner bedrooms with each again having its independently operated AC system. The master bedroom has a queen size bed, new smart TV, abundant closets and a desk for writing or working. The other bedroom at the opposite end of the hall has a trundle bed with two single size mattresses. Along the hallway separating the two bedrooms is a full bath with tub and shower.br Access to the sensational roof deck is via the south facing upstairs bedroom. The views from this deck are equal to any on Cape Cod. The deck is equipped with a full size round teak table with chairs as well as chaise lounges and side tables. You are guaranteed to spend many memorable hours here viewing the sunrise, observing boating activities, watching the sunset and viewing the moon over Chatham Harbor.br Off the dining area on first floor is a flagstone deck equipped with a gas grill and two dining tables for eating alfresco. Chatham Harbor activity can be witnessed from this deck as well as from the adjacent south facing lawn with chaise lounges and chairs. There is an outdoor shower near the deck.br During the high season preference is given to weekly rentals on a Saturday to Saturday basis. The rate schedule explains the details.The listing price is highly competitive for area and the house itself. From 1 May until 22 June and again from 7 September to 4 December rentals with a 3 day minimum are possible. Cleaning fees are applied for all rentals. Any low season rental for a week or longer is granted a fifteen percent discount.br The Commonwealth of Massachusetts and town of Chatham are now enforcing a short term rental tax on all properties rented for less than 30 days after 1 July 2019. This tax is 12.45% and payable by tenant to the owner who in turn is responsible to convey the tax to MA and Chatham. A five hundred dollar potentially returnable damage waiver is to be paid at time of final rental payment. The tenant may also wish to secure Accidental Damage Waiver (ADW).br Pets may be welcomed. The tenant should inquire with the owner as to whether a pet will be allowed.br This is a nonsmoking property and that includes vaporizing and Juul pods as well as Ecigarettes, cigarettes . cigars and other devices that create smoke..br Linens and towels are provided as well as beach chairs and a beach umbrella.br

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$1844.25

/ Nightly

Private Vacation Home

Downtown Chatham Gem – Walk to Beach, Shops, C.B.I, & Dining Family-Friendly!

Chatham, Massachusetts, United States

Charming 5-Bedroom Home in the Heart of Downtown Chatham – Walk to Beach, Shops & MorebrbrWelcome to your perfect Cape Cod getaway! Ideally located in the heart of downtown Chatham, this beautifully updated 5-bedroom, 2.5-bath home offers the best of both worlds: a quiet retreat just steps from the vibrant charm of Main Street and a short walk to the beach.brbrThis cozy and thoughtfully decorated home features a brand-new luxury kitchen with high-end appliances and central air conditioning throughout. The spacious first floor offers two inviting living rooms—one perfect for the kids and another just off the kitchen, ideal for relaxing or entertaining. Both living rooms are equipped with large flat-screen TVs and custom built-ins.brbrUpstairs, you’ll find four comfortable bedrooms: two large bedrooms each with a king bed, and two additional bedrooms with two twin beds each—perfect for families or groups. A small reading nook at the top of the stairs adds a touch of quiet charm, along with a full bathroom.brbrThe open-concept kitchen overlooks a screened-in porch with a dining table that seats ten comfortably, creating the perfect space for evening meals or morning coffee. Step outside to enjoy a nice-sized yard and space to unwind after a day at the beach.brbrAdditional amenities include:brbrParking for four vehicles (but lots of free parking nearby)brbrAll linens providedbrbrWasher and dryerbrbrWi-Fi & Smart TV'sbrbrBeach gear available - Beach chairs, umbrella, boards, cart etc.brbrTucked away on a peaceful alley just off Main Street, you're only a short stroll to the Chatham Orpheum Theater, ice cream shops, restaurants, and boutique shopping. Whether you're in town for sun and sand or dining and culture, this home is the ideal base for your Cape Cod adventure.

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Sleeps

$1182.36

/ Nightly

Private Vacation Home

GREAT LOCATION - Water View, Walk to beach & Town!

Chatham, Massachusetts, United States

Location, Location, Location! brbrEnjoy all the Chatham has to offer! brbrViews of Claflin Landing Beach, Chatham Harbor, North Beach & the Atlantic! Walk to everything from this quintessential cape style home. Walk two blocks west and you are in the center of town on Main Street at the Mayflower and the Chatham Squire! Shop to your hearts content, enjoy a meal at one of the many restaurants in town or grab an ice cream cone and walk back to your summer getaway! brbrProperty can sleep 6. First floor master suite with private bath and a king bed. Second floor with two additional bedrooms and a full bath. One with a queen size bed, the other with two twin beds. brbrOutdoor shower, deck off the kitchen and sunporch with patio table and large Weber gas grill. brbrAll furniture, furnishings, carpets, pillows, supplies and accessories are maintained and replaced as necessary to ensure the house and all of its amenities meet and exceed our guests expectations. We take pride in this special place and enjoy sharing it with our many repeating guests as if they are our own family. Our home is professionally cleaned between guests. Become part of our extended family and make your own family memories at our White Foam summer home! We work hard to ensure it is in as good a condition as our primary home with the cleanliness and comfort that you should expect.

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$1537.41

/ Nightly

Private Vacation Home

All-New Coastal Luxury Near CBI & Beaches, Dog-Friendly

Chatham, Massachusetts, United States

Spacious, newly renovated home off Shore Rd. Steps to Chatham Bars Inn, Fish Pier, Cow Yard Beach, Veterans Field, and downtown. Features new furniture, large open living space, brand new floors, kitchen, baths, AC, patio, outdoor shower, SONOS inside and out, laundry, and ample parking. Your family will be close to everything when you stay at this centrally-located retreat.

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$509.13

/ Nightly

Private Vacation Home

Ping-Pong & Backyard: Spacious Chatham Retreat

Chatham, Massachusetts, United States

Experience beachside bliss when you stay at this 3-bedroom, 3-bath South Chatham vacation rental! The home also features a large bonus room, conveniently located near one of the home's bathrooms, providing extra privacy for families or groups. Start your mornings with a workout in the exercise studio and coffee in the sunlit sunroom, then head just minutes away to Forest Beach for swimming, shell collecting, and seaside walks. Book today and start planning your breezy Cape Cod escape!brbr-- THE PROPERTY --brbrMass Tax Connect ID No. C0317590550 | Dog Friendly w/ Fee | Outdoor Shower | Game RoombrbrBedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Bonus Room: Queen BedbrbrINDOOR LIVING: 2 Smart TVs (YouTube TV provided), board games & books, dining table, ping pong table, fireplace (decorative)brOUTDOOR LIVING: Deck, picnic table, outdoor seating, gas grill (propane provided), backyardbrKITCHEN: Dishwasher, refrigerator, stove/oven, microwave, Keurig/drip coffee maker, hot water kettle, Instant Pot, toaster oven, toaster, cooking basics, dishware & flatware, wine glasses, trash bags & paper towelsbrGENERAL: Free WiFi, complimentary toiletries, hair dryer, towels & linens, yoga mats, weights, washer & dryer, central heating & A/C, keyless entrybrFAQ: Pet fee (paid pre-trip), 2 exterior security cameras (facing out)brACCESSIBILITY: Multi-level home, 3 steps to enter, 3 bedrooms & 2 bathrooms on main levelbrPARKING: Driveway (3 vehicles)brbr-- THE LOCATION --brbrBEACHES: Forest Beach (2 miles), Cockle Cove Beach (2 miles), Ridgevale Beach (2 miles), Red River Beach (3 miles), Hardings Beach (4 miles)brGOLF: Wequassett Resort and Golf Club (3 miles), Eastward Ho! Country Club (4 miles), Cranberry Valley Golf Course (4 miles), Harwich Port Golf Club (5 miles), The Captains Golf Course (5 miles)brOUTDOOR ACTIVITIES: Chatham Lighthouse (5 miles), Cape Cod National Seashore (17 miles), Sandy Neck Gate House (24 miles), Mashpee National Wildlife Refuge (30 miles)brSHOPPING: Downtown Chatham (4 miles), Downtown Hyannis (17 miles), Cape Cod Mall (17 miles)brAIRPORT: Boston Logan International Airport (86 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes, 2 dogs max)br- No events, parties, or large gatheringsbr- Must be at least 21 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This multi-level home requires 3 steps to enter. There are 3 bedrooms and 2 full bathrooms located on the main levelbr- NOTE: Your safety matters. This property features 2 doorbell devices with exterior security cameras. Camera 1 is located in the doorbell at the front door facing the front outdoor entry, and camera 2 is located in the doorbell at back door facing the back outdoor entry. The cameras are outward-facing and do not look into interior spaces. The cameras record video when activated by motion, but are not active when guests are in residencebr- NOTE: The fireplace is decorative only and not available for guest use

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$616.1

/ Nightly

Private Vacation Home

Waterfront on Pond w/ Private Beach!

Chatham, Massachusetts, United States

Summary:brbr16664 - Family Tides: Waterfront on Pond w/ Private Beach!brbrbrbrThe Space:brbrThis beautiful waterfront property, located directly on Schoolhouse Pond in Chatham, offers water views from every room in the house! Have your morning coffee, afternoon meals, and evening beverages on the large wrap around deck overlooking the calm blue waters of the pond below. With direct access to the pond via a staircase from the property, you can enjoy all of the great swimming and fishing that this crystal clear kettle pond has to offer, whenever you want. The small sandy shore and calm waters make this a great place for kids, and after a day at the beach, take a nice dip in the fresh water to rinse off. br brInside this spacious 2,500 square foot architectural home, you will find vaulted ceilings with exposed beams, hardwood floors throughout, and of course - plenty of large windows to maximize water views. The first floor features a bright and open living area with sliding doors that lead to the pond front deck, a fully equipped kitchen with a gas range, dishwasher, and island seating, and a dining room with eight seats in front of tall casement windows looking out onto the water. Also on the first floor is a bedroom with a queen bed and en suite full bathroom, as well as another half bathroom.brThere are two more bedrooms on the second floor, the master with a king bed and en suite full bathroom, and the second with two twin beds - both with spectacular views of the pond. The fourth bedroom, located above the garage in a detached building, includes a queen bed, a twin bed, private full bathroom, window A/C unit, and seating area with a couch, armchair, and coffee table. brOther amenities include WiFi, cable TV, a propane grill, an enclosed outdoor shower, laundry machines in the basement, and sheets and bath towels provided to all guests with beds made upon arrival. Spend your next vacation pond front in Chatham at this beautiful property!brbrHome Details:br-Sleeps 9br-2 Floorsbr-Approximately 2500 Sq Ftbr-4 Bedroomsbr-Bedroom #1: 1 King Bed w/ en suite Full Bathroom, 2nd Floorbr-Bedroom #2: 2 Twin Beds, 2nd Floorbr-Bedroom #3: 1 Queen Bed w/ en suite Full Bathroom, 1st Floorbr-Bedroom #4: 1 Queen Bed + 1 Twin Bed w/ en suite Full Bathroom, Garage Apartmentbr-3.5 Bathroomsbr-Bathroom #1: Full Bath w/ Tub/Shower Combo, en suite, 2nd Floorbr-Bathroom #2: Full Bath w/ Tub/Shower Combo, en suite, 1st Floorbr-Bathroom #3: Full Bath w/ Shower, en suite, Garage Apartmentbr-Bathroom #4: Half Bath, 1st Floorbr-Fully Equipped Kitchen w/ Dishwasherbr-AC in Bedrooms (Floor Units)br-Window A/C Unit in Garage Apartmentbr-Fireplace not for guest use (Fines remited)br-WiFibr-Cable TVbr-Washer/Dryer (basement)br-Propane Grillbr-Outdoor Showerbr-Private Yardbr-Deck w/ Patio Furniturebr-NO Pets (fines remitted)br-Water Views from Every Roombr-Waterfront on Schoolhouse Pond w/ Private Beach Accessbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0291230550brbrbrbrThe Neighborhood:brbrGeneral

4

Bed

3

Bath

9

Sleeps

$876.04

/ Nightly

Private Vacation Home

Beautiful and Spacious, 3BR/3 BR with bonus room - walk to the beach!

Chatham, Massachusetts, United States

Lovely 4-bedroom, 3.5-bath beach rental on a quiet side street, just steps from Harding’s Beach. Light and bright with beachy decor, central air conditioning, a sunroom, and two living areas perfect for large groups. Features include a large bunk room for kids, a fire pit, outdoor shower, and two first-floor bedrooms with private baths. An upstairs kitchenette with a small fridge and a large balcony overlooks the yard and has a comfy sectional.brbrWalk to Harding’s Beach, or head to the other end of the road for drinks and apps at Dogfish Taco & Cantina or breakfast at Larry’s PX. Great area for biking and walking — the perfect spot for your Chatham vacation!brbrSleeping Arrangements:br1st BR: Queen with private full bath (first floor)br2nd BR: 2 Twins with private full bath (first floor)br3rd BR: Queen (2nd floor)brBonus Room: 2 pyramid bunk beds (twin top and full bottom, with trundles under) 2ndFloor

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$600.86

/ Nightly

Private Vacation Home

Cozy Cape near Chatham Center

Chatham, Massachusetts, United States

brbrYou will be sure to enjoy your time in the idyllic town of Chatham, MA in Cape Cod. Our home is 1/2 mile from the quaint town center and Oyster Pond, and 1/4 mile walk to the children's playground and baseball fields of the Cape Cod League Chatham Anglers. The house has a first floor master bedroom with a queen sized bed and three second floor bedrooms with two twin beds in each room. All of the bedrooms have window unit air conditioners. The house has two full bathrooms, one on each floor. Both have been fully renovated. There are two different living areas to relax in. One is a formal living room with a 47 inch flat screen TV. The second seating area is designed for conversation and also has a 30 inch flat screen TV. The house has wireless internet capabilities. brOutside the house you will enjoy a huge deck with a table and seating for 8 people. The deck leads down to a stone pad for the gas grill aand outdoor shower and large patio with a wood burning firepit. Children will love the 1/2 acre flat and private back yard. Other amenities include washer/dryer, dishwasher, microwave and gas grill. The kitchen is newly renovated and has is fully stocked for those who wish to cook during your stay. Linens and towels are provided.br

4

Bed

2

Bath

8

Sleeps

$931.13

/ Nightly

Private Vacation Home

Summerwind - Ocean views and walk to beach

Chatham, Massachusetts, United States

Summary:brBeautiful well maintained home with fabulous views of Nantucket Sound and a short walk from driveway to beach. Professionally landscaped grounds with bushes and trees providing great privacy. The upper level has a fully equipped kitchen, separate dinning room, living room with wood burning fireplace, all with ocean views. There are 3 good size bedrooms with large closets and some antique furniture, and 2 bathrooms (family-2 sinks & en suite master).brbrThe Space:brThe deck expands across the south side of the home overlooking a lovely Nantucket Sound beach and is accessible from sliding doors off the dinning room. There is central A/C, WiFi internet access, Cable TV, DVD and everything you need in the kitchen. Lower level has sliding doors which exit out to ground level and beach with partial privacy area to keep beach items. There is a bar area (not wet) a large TV room with leather furniture, wood burning fireplace, large flat screen digital TV. & Bathroom. Game room has regulation size pool table, closets, dressers, and queen size futon. There is a large walk thru laundry room with full size washer and dryer. Beyond is the ''kids'' room with a set of bunk beds, dresser, armoire, and crib.brAdditional amenities include: whole house fan, central air conditioning, TVs in kitchen and master bedroom which has new (2017) king mattress & box springs. Bedroom #2 has new extra long twin beds (linens are supplied) that can be made into a king-(king linens not supplied just bedspread), Bedroom #3 has a 4 poster Queen bed with newer mattress. There is a new trundle in the lower level that pulls out to make 2 twins. Outside has shower, 2 grills; a Weber charcoal grill and a gas grill.brbrGuest Access:brYou will access to the entire property.brbrOther Things to Note:brPlease note that linens and bath and kitchen towels are provided. Beach towels are not. Please plan to bring your own. Sandy towels, etc are not allowed in the washer/ dryer.brbrDisclaimer: If a remote control is lost, you will be responsible for covering a replacement cost of $75, in addition to the cost of the remote itself.brbrInteraction with Guests:brYou will have use of the property for the entirety of your stay with no interference from your hosts. Please reach out via text, phone or email with any questions, concerns or additional info. Thanks.

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$457.8

/ Nightly

Private Vacation Home

Cozy renovated classic Cape cottage a short walk to Forest Beach

Chatham, Massachusetts, United States

This cute 2 bedroom 1 bath cottage was recently completely renovated inside and is bright, clean and cozy. It is located on a quiet side street .4 miles away from Forest Beach and walking distance to beautiful trails and conservation land where you can watch the osprey and sea birds. It is a direct walk the beach, no busy roads to cross. It is walking distance to popular Pisces restaurant and Talkative Pig, about 1/2 mile to the Cape Cod Rail Trail, and a ten minute drive to downtown Chatham or Harwich. The ferry to Nantucket is just 2 miles down the road. The master bedroom has a king size bed, the second bedroom has a twin over full size bunk bed. It is ideal for a couple or a couple with 1-3 children, or two adult couples. The common space has a great couch and 50 inch TV, Roku and Apple TV. The outside deck has a gas grill to cook on enjoy eating outside. The yard has a hammock to lounge on.brPlease note we will consider 1 well-behaved dog for an additional fee, please inquire. We also have 5 adult bikes available to rent.brbr

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$978.55

/ Nightly

Private Vacation Home

300 Yds on Sidewalk to Hardings Beach; On Private 1.5 Acres.

Chatham, Massachusetts, United States

If you have children or grandchildren, Blue Skye is for you. Lots of lawn to run and play, but they are far from the street and other off-property houses. Curl up with that book or just close your eyes because you know this house and yard is perfect for them.brHardings Beach - the most popular area beach because of its warmer, calmer water, wide clean sand, and a one mile beach walk to the lighthouse. It's a 2 minute walk with the children along a wide pedestrian sidewalk to the beach. Use the Red Flyer wagon to take the kids down to the beach. Look for the seals, boats heading into Nantucket Sound, wind surfers, fishermen, the famous fish weirs off shore, and lots of shells to find. brPick your Hideaway - is it the screened porch, front porch swing, a rocking chair under a shade tree, or a sunny spot far away from the kids playing on the lawn brNeed to borrow some sand or lawn toys Look under the porch.brBring your bikes and store them under the porch. The Cape Cod Bike Trail goes for 22 miles and is only a 4 minute drive up the road.brOutdoor Private ShowerbrDining room table will seat 10. 8 can easily sit at the porch table, and 6 at the kitchen table.brDen is a separate room with sofa, chairs, internet ready TV with DVD, and coffee table/floor space for games and toys.brThe property also includes a separate 2 bedroom cottage that is rented during the summer; however this cottage is located by the road, is 200' from your house, and is shielded by numerous trees, bushes, and the car parking area. A 2 bedroom cottage is near your house; however this is not rented out and it's entrance faces in an opposite direction. One of my children may use it at some point during the summer to help me with the upkeep and maintenance of the the property.brbrbrKeywords: 300' from the road, quiet, secluded, and with an expansive 1.5 acres of lawn and shade trees., Beautiful gardens and flowering hydrangeas.

5

Bed

3

Bath

10

Sleeps

$978.67

/ Nightly

Private Vacation Home

Classic Waterfront Chatham Estate

Chatham, Massachusetts, United States

Overlooking the Mill Pond, one of Chatham’s most scenic harbors, this property offers stunning vistas of both sunrise and sunset, and direct access to the water via a private dock.brbrConveniently located just steps from Main Street, this home provides easy access to all that downtown Chatham has to offer, eliminating the need for constant car travel. Within a mile radius, both Lighthouse Beach and Oyster Pond Beach offer enjoyable recreational opportunities.brbrThe residence consists of a traditional five-bedroom home designed in the classic Cape style, complete with authentic touches throughout, including antique furniture, a spacious porch with Adirondack chairs, side porch, an eat-in kitchen, lush grounds, and a private driveway. Smart amenities like WiFi, a cable TV, and a gas grill are also available. With easy access to Mill Pond, guests can enjoy activities such as kayaking (with rental delivery available), fishing, and convenient ferry service to Nantucket Island merely half a mile away.brbrIdeal for a family getaway or entertaining visiting friends and extended family, the main floor features a mix of formal and casual living areas, including a generously-sized patio with ample seating, and a barbecue area set amidst meticulously manicured lawns gently sloping towards the water's edge. Upstairs, the layout comprises five bedrooms, with a striking master suite complete with panoramic views. Available for weekly rentals, the refreshing summer breezes from the water provide a pleasant ambiance as you relax with your favorite drink and watch the bustling boat traffic. An outdoor shower completes the property after a long day on the water or exploring one of Chatham's many beautiful beaches.brbrThe advantageous location of this property allows for convenient access to town amenities, and the popular Lighthouse and Oyster Pond beaches, just a brief walk away. Explore the local dining scene, attend live band performances, shop around, and catch a Cape Cod League baseball match with a short stroll up the street.brbrDuring peak season, a seven-night minimum stay is required. brbrNon-refundable $500 Administrative fee, $695 Cleaning fee (Linens Included), plus applicable taxes (state and local taxes at a rate of 14.45% are applicable to all reservations under 31 days.)

Bed

Bath

Sleeps

$1402.02

/ Nightly

Private Vacation Home

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham, Massachusetts, United States

Ocean Harbor Waterfront. brbrStunning downtown Chatham Waterfront location with panoramic views, (Little Mill Pond) with beautiful, unobstructed views of both Little Mill Pond and Mill Pond, perfectly sited on the bank to take advantage of the ocean breeze. From the backyard overlooking the harbor, watch the boats come & go, walk down the private stairway to the harbor. Quiet, peaceful neighborhood.brbrFast WiFi, separate work space/home office and suitable for children. brbrAn easy walk to Lighthouse and Andrew Hardings Beaches. And a two minute stroll to Chatham Village's quaint shops and restaurants. The home is in a peaceful, quiet neighborhood which is only a short stroll to go to Chatham Village on Chatham's Main Street. An easy walk to Lighthouse Beach from the house, or to Chatham's Fish Pier, each about a 15 minute walk. Bring or rent your kayaks or paddleboards from the dock within view of the house or bring your boat. This is the perfect water view, in-town location to enjoy everything that makes Chatham a perfect getaway destination for you, your family and your friends. brbrPLEASE NOTE, WE DO NOT ACCEPT NOR WOULD WE EVER REQUEST ANY TYPE OF WIRE TRANSFER WHILE MAKING YOUR RESERVATION. IF YOU RECEIVE A REQUEST TO MAKE A WIRE TRANSFER FOR RESERVING THIS OR ANY OTHER PROPERTY, PLEASE CONTACT HOMEAWAY'S SECURITY DEPARTMENTbrbrCompletely renovated-- 4-1/2 Bedroom Home (1 on the first floor) with 3 full baths, a custom kitchen, central A/C, gorgeous wood floors, brick walled patio, Anderson windows, new stainless steel appliances, all new furnishings and a huge ocean-front backyard with private stairway access to the ocean harbor on Little Mill Pond. Steps from downtown and a short walk to Lighthouse Beach and Andrew Hardings Beach. Unique in-town location where you can live on the water and walk into quaint Chatham Village’s unique restaurants and shops! Sleeps 12. Both of the Living Room areas, the dining room, and three of the four bedrooms have amazing waterfront views. Come and enjoy your quiet, private, oceanfront retreat and enjoy the beaches and Chatham Village's Main Street, only steps away! Or simply stay without needing to leave the house or outdoor spaces while relaxing and enjoying the panoramic views.brbrHome was featured by Eileen Cotter of Pure Wander, and here is her Video Walkthrough:brbrhttps://www.youtube.com/watch v=_tqi6m8-1zs&tbrbr

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$1801.14

/ Nightly

Private Vacation Home

Panoramic Water Views w/ Private Beach!

Chatham, Massachusetts, United States

Summary:brbr16684 - Deja View: Panoramic Water Views w/ Private Beach!brbrbrbrThe Space:brbrFind yourself on island time at this exclusive private association home in one of the most prestigious Chatham neighborhoods, this vacation retreat presents an unparalleled coastal escape. Gazing over Chatham Harbor with the grand corner windows throughout, the property boasts a sprawling grassy yard, great for family fun in the sun and a uniquely crafted architectural gem that seamlessly marries comfort and style. Recently treated with a tasteful redecoration, the interior unfolds with a splendid layout designed for both seclusion and relaxation. *Please note the staircase to the ground floor is a metal, spiral staircase. Almost every room offers breathtaking views, and the main level orchestrates the pinnacle of privacy for couples or families, with bedrooms situated at opposite wings, each accompanied by its own well-appointed bathroom (not en-suite).brbrStep down your private staircase directly onto the pristine sands of Chatham Harbor for a serene beachfront experience. Immerse yourself in the beauty of sunsets as you savor cocktails and engaging conversations in the expansive living area or on the back deck, both commanding panoramic water views. A mere 5-minute drive brings you to the iconic Chatham Lighthouse, while the vibrant charm of downtown Chatham Main Street beckons just 2 miles away. Culinary delights await at Bluefins Sushi Bar, and for those seeking lively nightlife, the renowned Chatham Squire is within easy reach. Indulge your sweet tooth at Chatham Candy Manor, where homemade candies promise a delightful treat for the entire family. Your idyllic Cape Cod getaway begins here, where luxury and convenience converge in perfect harmony.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 10brBedroomsbr-Total 5br-1st Floor - 1 King Bedbr-1st Floor - 1 Queen Bedbr-Ground Floor - 1 Queen Bedbr-Ground Floor - 1 Queen Bedbr-Ground Floor - 2 Twin BedsbrBathroomsbr-Total 3br-1st Floor: Showerbr-1st Floor: Showerbr-Ground Floor: ShowerbrOther Amenities br-2 Blue single person kayaks are available for guest usebr-Central ACbr-WiFibr-TVbr-Washer/Dryer br-Propane Grill br-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 4 cars maximumbrC0463510550brbrbrbrOther Things to Note:brbrPlease note the staircase to the ground floor is a metal, spiral staircase.

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Bath

Sleeps

$1003.27

/ Nightly

Private Vacation Home

Newly Remodeled Seaside Getaway with Forest Beach in your backyard!

Chatham, Massachusetts, United States

Newly renovated home with ocean views and Forest Beach right in your backyard. Swim, lounge, kayak, hike, or play tennis in the quaint neighborhood. Or venture to downtown Chatham for local shops, fresh seafood and night life!brbrIn the home:brNewly remodeled home has it all. Inside, have game nights in the cathedral ceiling living with a gas fireplace. Or, watch your favorite shows in the family room. A renovated kitchen and wet bar is also at your disposal. In your bedrooms, there is a bed and desk so you can work from home during your stay. brOutside, grill up a feast at the outdoor kitchen and enjoy the ocean views from the porch. There is an outdoor shower to rinse off at after a day at the beach!brbrIn the neighborhood: brIn a few steps (5 min walk), you can be lounging on the shores of Forest Beach or take a relaxing stroll through the trails of the Forest Beach conservation area. There is a public playground, tennis and basketball court in the cul-de-sac about 15 min walking. The kayak launch is located a 20 min walk from the property.brbrIn Chatham & beyond:brFor those in search of outdoor activities outside of our beautiful neighborhood, the Cape Cod National Seashore and Monomoy National Wildlife Refuge are both a 20 min drive away. Golf courses, parks, and surfing beaches are all within 10-15 min drive.brLooking to explore the local towns of Cape Cod Downtown Chatham is 10 min away offering local shops and bites. Provincetown is 50-min away and is perfect for a day trip!

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$1942.43

/ Nightly

Private Vacation Home

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Chatham, Massachusetts, United States

About this spacebrWelcome to a beautiful Coastal retreat! — a spacious seaside escape perfect for families or groups. Steps from the beach, Main St & Chatham Bars Inn, this elegant 10-bed retreat blends comfort, fun, and Cape Cod charm.br*0.4 mi to beach, 0.5 mi to charming Main St & Chatham Bars Innbr* Tranquil front porch & lawn with kids’ playsetbr* Game room: pool table, Apple TV, gamesbr* Open-concept living with stunning 2-story glass wallsbr* Full kitchen, laundry, fast WiFibr* 10 beds + soundproof divider setupbrbrThe spacebrEscape to Coastal Haven, where sophistication meets family-friendly fun. Picture yourself enjoying sunny mornings on the porch, lively afternoons in the game room, and cozy evenings sharing drinks on the lush lawn. Ideal for multi‑generational stays or reunions, it caters to couples, families, or friend groups craving comfort, entertainment, and unforgettable gatherings. With sleep setups tailored to your clan and easy beach-town access, every stay feels effortlessly luxurious and thoroughly fun.brbrWelcome to this 7-bedroom, 4-bathroom seaside home that accommodates up to 14 guests—perfect for family vacations, group getaways, or corporate retreats.brbr* Sleeping Arrangements:brbrMaster Suite (1st floor): King bed, ensuite bathroombrbrGuest Room (1st floor): Queen bed, full bathbrbr2nd Floor: Two large rooms convertible into four with sound‑proof walls—six twin bedsbrbrGround Level Bedroom: King bed + couch, sliding access to front lawnbrbrLiving Room: Sofa bed / folding mattressbrbr* Living & Dining Areas:brbrOpen-concept living with 2-story ceilings and full glass wallsbrbrSpacious sectional couch and smart TVbrbrDining sets seating 8+ at table and bar seating for 4brbrFully equipped kitchen with stove, oven, dishwasher, coffee maker, and morebrbr* Bathrooms:brbrBathroom 1: Ensuite in master—spa-equippedbrbrBathroom 2: Full shared bath (1st floor)brbrBathroom 3: Ground-level full bath adjacent to laundrybrbrBathroom 4: Shared upstairs bathbrbr* Entertainment & Amenities:brbrGround-level game room: pool table, Apple TV, puzzles, gamesbrbrFront porch with seating overlooking lawn and kids' playsetbrbrBackyard with plenty of space with a large lawn, hammock, spike ball - open flames and firepits are not permitted.brbrLaundry room, high-speed Wi‑Fi, parking for up to 6 carsbrbrNestled in the heart of Chatham, just 0.4 mi from the beach and 0.5 mi from Main Street and Chatham Bars Inn, Coastal Haven offers an unbeatable location.brbr* Top Attractions Nearby:brbrChatham Lighthouse – historic beacon with scenic dune viewsbrbrChatham Fish Pier – watch local fishermen, seals & savor fresh seafoodbrbrHarding’s & Lighthouse Beaches – sunbathing, swimming & sunset walksbrbrAtwood House Museum – a look into 18th‑century Chatham and maritime lifebrbrMonomoy National Wildlife Refuge – birdwatching and peaceful trailsbrbrBeyond these, enjoy boutique shopping and dining on Main Street, family baseball games at Veterans Field, and seasonal shark or wildlife cruises. With beaches, history, and coastal charm steps away, your perfect Cape Cod escape awaits!brGuest accessbrWhen booking this house, it is all yours. Enjoy the large front deck, the smaller deck out back, and a huge front yard with play set for the kids. You'll find peace and comfort in this quiet private setting in the best location in Chatham.brbr** Places of Interest Within Minutes of House **brbrMain Street - Shopping, art galleries, restaurants (0.5 miles)brFish Pier - Watch fishermen land today's catch, then buy it (0.7 miles)brOyster Pond Beach - One of several kids' beach (1.1 miles)brCape Cod Bike Trail - Trail and bike rental (1 mile)brCommunity Center - Indoor b-ball, kids' game room (1 mile)brbrBeaches to walk or drive to:brHaloway/Lighthouse Beach (no fees, 0.2 miles)brChatham Bars Inn (CBI) or Caflin Beach (.5 miles)brScatteree Beach (salt water fly fishing, no fee, 2.0 miles)brNorth Beach (by boat, swim, surf, surf casting & fly fishing, 1 mi)brLighthouse Beach (surf casting, no fees, ltd parking, (0.5 miles)brMany others within 4 mibrbrGolf: Seaside Links 9 hole, public course by CBI (0.7 mi)brCaptain's Course (36 holes)brEastward Ho! Country Club (private)brCape Cod National (private)brbrSpas: CBI, Sol Spa, Le Petite Day Spa (0.7 to 2.0 miles)brTennis: CBI, Wequassett Inn, Chatham Public Courts (0.7-1 mi)brbrFriday night band concert downtownbrChatham A's Baseballbrbr** Airport and Transportation Info **brbrBoston/Logan Airport 91 milesbrProvidence/TF Green Airport 101 milesbrHyannis Airport 21 milesbrChatham Airport (CQX 3,000' runway) 2.1 milesbrHarwichport Ferry to Nantucket 7.4 milesbr brKeywords: Chatham, MA Rental, Private, clean, family rental, convenient, fishing, beaches, Golf, spa, downtown Chatham, green, pleasant, ocean,

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$402.05

/ Nightly

Private Vacation Home

5BR-Beautiful Chatham-Year Round-Sleeps up to ten (10) & 1 Mile to Town!

Chatham, Massachusetts, United States

My family and i live full time in lexington, ma. We decided to purchase a vacation home in chatham, ma because of the short access from boston. Chatham has all the charm and beauty as nantucket island has which is where we married. It just so happens chatham is so much easier to get to than nantucket! This was an investment for us as we enjoy the experience and the quality of life we have had vacationing in chatham. It is a wonderful vacation spot and best on the cape! We hope you enjoy your stay!brbrKeywords: beautiful year round vacation home with finished hardwood floors throughout - totally renovated with a beautiful exterior deck and covered eating area. New yard, new siding, new deck, new irrigation system, new hardwood floors, new recessed lighting, new beds, newly painted walls, new furniture and all the appliances. Includes new HVAC heat and central a/c throughout for those humid days/evenings!brbrGiant deck in fully fenced in backyard takes full advantage of both sun and yard area. Spring, summer & fall seasonal ping pong table, above ground fire-pit, horseshoes, and fenced in hot/cold outdoor shower - all new!!!. brbrBeach chairs (6+) and bikes (2+)brInclude cooler/wheels and beach trolley (other kids beach items) huge stainless steel gas grill. brbrFifth bedroom located with separate exterior entrance off of back deck for folks that want some extra privacy!brbrWe have five property's in Chatham, MA at ChathamVacationProperties.com brbrLinens & towels not included (pillows & blankets are included)

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$616.27

/ Nightly

Private Vacation Home

Pleasant Chatham Cape

Chatham, Massachusetts, United States

Pleasant Chatham Cape - A Classic Cape Cod Getaway with Modern Comforts brWelcome to Pleasant Chatham Cape, a charming 4-bedroom vacation rental that perfectly blends classic Cape Cod charm with modern amenities. Nestled between Chatham and Harwich Port, this home is ideal for families, pet owners, and beach lovers looking for a relaxing escape. With a fully fenced backyard, spacious deck, fire pit, and bikes for exploring, your perfect Cape Cod getaway awaits.brPrime Location – Walk to Everything!brPleasant Street Beach – Just a 10-minute stroll (0.7 miles)brWalk to Drifters & Pisces, two highly-rated local restaurantsbr~5 minutes to Harwich Port and ~10 minutes to Downtown Chatham – boutique shopping, seafood, and morebrEasy access to the Cape Cod Rail Trail – explore 25 miles of scenic biking and walking pathsbr5 minutes to groceries and gas – convenient for stocking upbr Chatham Vacation Home – Key Featuresbr4 Bedrooms | Sleeps 6 comfortably (2 Queens, 4 Twins – including a bunk bed) NOTE: As is common on Cape Cod, Guests are responsible for providing their own linens, including sheets and towels, at this property. br1 Full Bathroom + Outdoor Shower (seasonal) – Ideal for post-beach rinse-offsbrFully Equipped Kitchen with a 6-burner gas range - Stocked with cookware, modern appliances & a ****dual coffee makerbrCozy Living Room – Smart TV, board games & books for a relaxing staybrHigh-Speed WiFi for streaming & remote workbrOutdoor Fire Pit & Seasonal Outdoor ShowerbrSpacious Deck with a Gas Grill & Dining AreabrFenced Backyard – Pet Friendly! (1 Dog Considered)brCentral Heating/Air Conditioning – Stay cool in the summer & warm in the winterbrFull Washer & Dryer – Pack light & refresh your clothes during your staybrBikes Available – Ride the Cape Cod Rail Trail straight from the housebrBeach Chairs + Umbrella – Access to 6 beach chairs and an umbrella so you don't need to BYObr Sleeping Arrangements + BathroomsbrThe home comfortably sleeps 6 guests (with flexible arrangements for up to 8).brFirst Floor: 1 Queen Bedroom and 1 Twin Bunk Bedroom (Ideal for Kids)brSecond Floor: 1 Queen Bedroom and 1 Loft-Style Room with 2 Twin BedsbrBathrooms: 1 Full Bathroom (Shower) on the First Floor and 1 Full Bathroom (Tub) on the Second FloorbrBonus: A seasonal outdoor shower – a must-have for beach daysbr Fully Equipped Kitchen + Outdoor DiningbrWhether you're cooking a gourmet meal or grabbing a quick bite before heading to the beach, our well-stocked kitchenhas you covered.br6-Burner Gas Range & OvenbrDual Drip + Keurig Single-Serve Coffee MakerbrCookware, Utensils, & Spices ProvidedbrIndoor Dining Table for SixbrOutdoor Deck with Gas Grill & Dining Areabr Relax, Unwind & Explore the OutdoorsbrAfter a day at the beach or exploring Cape Cod, enjoy your private backyard retreat:brGather around the fire pit for s’mores under the starsbrTake the bikes and explore the scenic Cape Cod Rail TrailbrRinse off in the outdoor shower after a fun day in the sandbrLet your furry friend roam safely in the fenced-in yardbr Bringing a Dog Here’s What to KnowbrWe welcome one pre-approved dog per stay. A $150 pet fee applies.brDogs must stay off the furniture and bedding. If your dog is used to being on the sofa or bed, please protect the furniture with appropriate coverings.brService and ESA animals must be disclosed prior to booking. Pet Fee is waived only for legitimate service or emotional support animals in which the animals are never left behind without the owner. Evidence that the animals were left behind will result in the pet fee being charged.br Important NotesbrNo smoking or parties allowed on the property.brPrimary renter must be at least 25 years old to book. A valid photo ID is required prior to check-in.brAs is common on Cape Cod, Guests are responsible for providing their own linens, including sheets and towels, at this property. Pillows, blankets and covers are provided. Guests can bring their own or we refer to Chatham Concierge for linen services where you can rent from their online store. They can deliver linens to the property on your arrival date and pick them up on your departure date. The cost for linen rentals varies depending on your needs and planned occupancy.brA rental contract must be agreed to during the booking process. The Guest is responsible to read and understand the rental rules prior to booking. By clicking Request to book the Guest is accepting all of the terms and conditions.brThis home is on a septic system so occupancy is strictly enforced to avoid a septic backup of sewage in to the house. Your max occupancy during your booking is what you submit in your booking. Additional guests must be approved.brCheck-out time is strict, and if our cleaners arrive while you're still at the house, we may incur extra charges, which will be passed on to our guests.brWe are not responsible for any injuries, illnesses, or accidents that may occur during your stay, nor for the loss of personal belongings or valuables.brFireplace in living room is decorative only.brA Trust + Safety Fee is applied per night in lieu of a security deposit.br ★☆ Book Now & Let Us Host You at Pleasant Chatham Cape! ☆★br Follow & tag us on Instagram: @pleasantchathamcapes

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$476.88

/ Nightly

Private Vacation Home

Charming Air Conditioned Chatham Vacation Home Walk to Beach & Tennis

Chatham, Massachusetts, United States

This charming house is located on a landscaped, level lot on a quiet, dead end lane just 4/10 mile from Forest Beach on Nantucket Sound. The house has a lovely bedroom with a queen size bed, a tiled bathroom, a beautiful kitchen, a dining area opening to a large deck, a living room with a fireplace and French doors opening to a delightful screened porch on the first floor. The upstairs has three charming bedrooms, two of these bedrooms have 2 twin beds and the other has a queen size bed. There is a full size tiled bathroom on the second floor as well. The house has cable HD TV, a DVD player, high speed wireless internet, an enclosed outside shower, a barbecue, beach chairs and central air conditioning and heat. A town tennis court and the bike trail are a short walk away. Chatham is one of the most beautiful towns on Cape Cod that offers beaches, golf, great dining, unique shopping, seal watching, biking and water sports. leases made from July 1st 2019 onward will have the tax of 12.45%

4

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2

Bath

8

Sleeps

Vacation Home Rentals By Owner In Chatham, MA

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$402.05

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