Vacation Home Rentals By Owner In Chatham, MA

Beautiful home located in the heart of Chatham! This lovely home offers all the amenities and decor of a modern house while keeping the charm and character of a true Cape Cod. Spend your vacation just steps from the many shops and restaurants of Chatham's quaint downtown village or beautiful Lighthouse Beach. It sleeps 6 in three bedrooms, with three full baths. It is the perfect spot...start making your family's vacation memories right here, in the heart of Chatham!brCentral Air, Wireless Internet and 5 TV's: Sun-room, Livingroom and all 3 Bedrooms.

Stroll Chatham's Historic Downtown / Shops, Dining, Galleries, Etc.

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$2042.93

brWe have July 6-11 (ONLY) now available at a 20% reduction. The Calendar pricing has been reduced to reflect the lower price. BOOK NOW. brbrThis exquisitely furnished, charming Cape Cod house is within an easy walk of Chatham's beaches, Fish Pier, Lighthouse, Town Center, outdoor Band Concerts, spa, and fine restaurants. We have deeded rights to water via our private path. 4 swimming beaches are within an easy walk. brbrIt's just a few minutes' walk to The Chatham Bars Inn, golf, spa, tennis facilities and world-class restaurants. brbrThe home sits on nearly an acre (double lot) and has a huge back yard with organic vegetable and flower gardens. The home is well equipped and well maintained and is situated in what is perhaps Chatham's most desirable location, just a short walk to the Chatham Light and Beach. brbrFishing, whale watching, boating, and ferries to Nantucket/Martha's Vineyard are all available nearby.brbrBedrooms include a master with Sleep Number split-king, and second bedroom with oversized twin set. Bedrooms three and four have trundle twins. brbrOn the property, we have the main house, garage, workshop, rusting bedroom at the side of the garage (teens and preteens), garden shed. We also have a historic windmill (under restoration, vacant, and not part of any rental).brbrWe have nearly all 5-star reviews, with well over a decade of hosting small families. brbrWe are happy to provide further information and answer any questions you may have.

Oceanside Chatham / 20% Reduction / July 6-11 ONLY

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$629.48

Spacious four bedroom, two bathroom, single family home with central air, above ground pool, hot tub, fire pit, and fenced yard, and located just 1.5 miles to Ridgevale Beach. Newly purchased and updated including brand new flooring upstairs, all new furniture including beds and mattresses, and new living and dining room.brbrStep right in to a bright open living room with plenty of couch seating for all of our guests. An open floor plan leads you into the kitchen with stainless steel appliances and a small table for in kitchen eating. A pass through leads to the dining room with seating for 8 as well as an additional table for our smaller guests. Downstairs features two bedrooms: one with a queen bed and the other with two twin beds as well as a full bath with tub. Upstairs features an additional two bedrooms: one with a king bed and another queen room as well as a bathroom with shower stall.brbrWhile the inside has been completely transformed, don't miss the amazing exterior of this vacation home! There is a large above ground pool, hot tub, and outdoor shower to enjoy after returning home from the beach. Home is on a quiet dirt road but nearby to easy access to Ridgevale Beach and all Chatham has to offer. Volunteer Park across the street has a skate park as well as a playground. Hop right on the bike trail across the street for a short ride to the airport or downtown Chatham with access to the Cape Cod Rail Trail.brbrLooking for a place to get away from it all Step right into this relaxing newly updated vacation home in a prime Chatham location with a private pool and hot tub as well as a short distance to Ridgevale Beach and Cape Cod rail trail bike path. Dip in the pool Check. Short drive to the beach Check. Walk to the pond Check. Large fenced in yard Check. Look no further than this updated home with a large back deck, outdoor shower as well as plenty of yard space to run and play. With three floors of living including four bedrooms, two full baths, and a game room in the basement, there is plenty of room for everyone. Across the street is a large park with a skate park and playground for kids. Whether you are looking for a weekend away with friends or a summer vacation with your family, this home has it all.brbr*Please note that the owner has installed two outdoor security cameras on the front of the property

AC, Pool, Hot Tub, Fenced Yard, Beach vacation home

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$512.54

We make it easy to plan your vacation on Cape Cod in Chatham, MA. This well-appointed, renovated home is centrally and conveniently located to all that Chatham and the surrounding towns have to offer. Enjoy the downtown Main Street Old Village with restaurants and shops plus beaches, Fish Pier and Cape-league baseball only a short stroll away. When you return for the evening enjoy the patio, grill out or just relax in front of the flat screen TV and watch your favorite movie. There are also bikes for a ride on the bike path or to Light House Beach.brbrThe house has central AC, washer and dryer, a refrigerator with ice maker, dishwasher and outside shower. On the main level, there is a king bedroom with king-sized bed, double closet and en suite bath with shower. Second and third bedrooms include one full bed and two twin beds, respectively, both with double closets. There is also another full bath with tub and shower. The comfortable living room includes two couches and a flat screen TV while the lower level features a family room with TV and a bunk room that sleeps 2 in bunk beds. Enjoy your meals or a game of cards in the dining room. Or, take in those beautiful Chatham nights outside on the patio with gas grill plus fire pit.brbrAnd because we know that packing and travel can be a headache, we start you with the basics. You’ll find much of what you need upon arrival including: Linens, Bath and Beach Towels, Beach Chairs, Bikes w/Helmets and High Speed Internet. We even provide many household staples to get you started – Paper Towels, Toilet Paper, Soap, Laundry Detergent, etc. just so you don’t have to bring it all with you or make a grocery run. Rather, you can begin enjoying all that Chatham and 137 Shane Drive have to offer upon arrival!

Charming Chatham House Walk to Downtown

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$545.6

Relax and unwind at this charming South Chatham cottage, just a short 0.4-mile walk to Pleasant Street Beach. Set on a large private lot, this home offers the perfect blend of classic Cape Cod charm and modern updates—ideal for a laid-back coastal getaway.brbrInside, you’ll find a bright, open-concept living and dining space designed for easy gathering after a day at the beach. The fully renovated kitchen is well-equipped for cooking at home, and the updated bathrooms and in-unit washer/dryer make your stay comfortable and convenient. Air conditioning is provided via slim-line wall units.brbrThe home comfortably accommodates families and small groups with three bedrooms:brbr* First floor: one bedroom with a twin plus twin trundlebr* Second floor (accessed via spiral staircase): one bedroom with 3 twin beds, and one (split) King bedroom brbrThe full bathroom—newly renovated with a walk-in shower—is located on the first floor, while a half bath is located upstairs.brbrPlease note: the spiral staircase adds character but may not be ideal for very young children or guests with mobility concerns.brbrThe outdoor space is a highlight of the property. Enjoy morning coffee or evening drinks on the front deck overlooking the spacious yard. After the beach, rinse off in the enclosed outdoor shower, then grill dinner and relax outside. Beach chairs and toys are provided so you can fully enjoy your time by the water.brbrLocated in a quiet South Chatham neighborhood, the home offers both privacy and proximity—walk to the beach, and a short drive to shops, restaurants, and all that Chatham has to offer.brbrPerfect for: families, beach lovers, and small groups looking for an easy, relaxed Cape Cod escape with space to unwind.brbrAdditional Details:brParking for up to 3 cars is available in the driveway (no garage). Bed linens and bath towels are provided; guests should bring their own beach towels. Propane is provided for the gas grill. Slim-line/window A/C units provide cooling in main living and sleeping areas.

Relaxing 3br, private yard, walk to beach, close to bike trail and shopping!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$684.19

This completely renovated 4 bedroom cape is less than 3 miles from Nantucket Sound beaches. Inside there is central air conditioning. It features 2 extra large king bedrooms and a half bath upstairs and one king bedroom, one twin bedroom and full bath downstairs. The kitchen is completely redone with new appliances, cabinets, and granite counter tops. The living room has a leather sectional and a new 55 OLED TV. Outside there is an amazing outdoor shower, a spacious deck with built-in mahogany seating and an 8 foot shaded picnic table where you can enjoy your meals. The back yard is an oasis of ornamental trees and shrubs that give the area a cool airy feel. There is a shed in the back for guests to keep their bicycles and beach chairs. The bike path is about 300 feet from the house, accessed by a small trail at the end of the street. After the beach (or whenever you like!) you can enjoy delicious homemade ice cream from the shop 2 doors down. There are a number of excellent restaurants less than 3 miles away. The town of Chatham is 3 mile east and Harwichport is 3 miles west. The front yard is enclosed by tall hedges, and is a great place to see the clouds turn colors at sunset.

The Boarding House, King bed comfort. Close to Nantucket Sound beaches.

Chatham, Massachusetts, United States

4

Bed

1

Bath

8

Sleeps

$956.76

Tucked between Forest Beach and Pleasant Street Beach, Stone’s Throw is a light-filled 4-bedroom, 3-bath South Chatham retreat ideal for families or couples traveling together. Vaulted ceilings and a bright sunroom create an easy Cape feel, two bedrooms on the main floor feature private en-suite baths while the lower-level bedroom includes a 3rd full bathroom across the hall. Maximized for comfort and privacy. Walk to Forest Beach, bike to Red River Beach, and enjoy evenings grilling at home or dining nearby at local hot spots like Buca, Dive and many others. New listing with updated furnishings and professional photos coming soon.

Relaxing Cape Escape • Family Retreat • Walk to Beach • 6 beds • Sleeps 8

Chatham, Massachusetts, United States

4

Bed

3

Bath

8

Sleeps

$616.67

Stunning Chatham Home near Beach & Rail TrailbrbrThree levels of spacious, updated accommodations. Enjoy the grill, expansive deck, and game room with foosball & darts!brbrWelcome to your cozy Cape Cod retreat! This bright and inviting spot in Chatham has everything you need for a laid-back getaway—plenty of space to unwind, lots of natural light, and easy access to beaches, shops, and great local eats.brbrStep inside to a sunny sitting room that flows right into the updated kitchen, complete with stainless steel appliances and a cute breakfast nook for morning coffee or pancakes with the family. Off the kitchen, there’s a formal dining room for shared meals and a spacious living room with a big TV—perfect for movie nights after a day at the beach.brbrSliding doors open to a huge back deck, where you can grill, lounge, or just soak up the Cape Cod air. It’s the ideal setup for easy indoor-outdoor living.brbrUpstairs, you’ll find comfortable bedrooms designed for a good night’s sleep, including a peaceful primary suite and rooms that are great for kids or extra guests. Downstairs, the finished basement is all about fun—with a TV, foosball table, and dartboard ready for family game nights.brbrWhen you’re ready to explore, Chatham has something for everyone. Stroll along Main Street for shopping and ice cream, catch a Chatham Anglers baseball game, or visit the lighthouse for incredible ocean views and enjoy Lighthouse Beach. Don’t miss the Fish Pier—it’s always a hit to watch the seals waiting for scraps from the fishing boats! And if you love the outdoors, grab your bike and hit the Cape Cod Rail Trail, just down the street. Forest Beach on Nantucket Sound is just 1.5 miles away for some quiet sun and sand.brbrWhether you’re here to relax, explore, or just spend time together, this is the perfect home for making Cape Cod memories.

Coastal Fun in Chatham – Your Cape Cod Escape

Chatham, Massachusetts, United States

3

Bed

Bath

7

Sleeps

$665.02

New construction, more photos to come. brQuiet neighborhood. Short stroll to Ridgevale Beach, sleeps 6. First floor master bedroom with king bed, bureau, walk in closet. Full bath with walk in shower. Laundry room on the first floor. Front to back, fully stocked kitchen/dinning area opens to the living room with a cathedral ceiling, gas fireplace and sliders to a large patio. Upstairs is a second bedroom with a queen bed, bureau, and closet. Across the hall is a bonus room with a trundle bed that can be used as 2 twins or an over-sized queen bed, bureau and closet. Full bathroom on the second floor with a tub. Large patio to enjoy morning coffee or evening barbecue. Outdoor shower and shed with beach chairs and pails/shovels for the little ones. Beach is family friendly and about a 3 minute walk. Shallow inlet for toddlers, ocean side has kayak & sailboat rentals. Snack bar/beach shop serves lunch on their patio. Picturesque town of Chatham is a 3 mile drive. Variety of restaurants, shops, take in a Chatham A's game Veteran's Field, or Friday night concert at the bandstand downtown, Kate Gould Park.

New construction. Short Walk to Beautiful Ridegevale Beach

Chatham, Massachusetts, United States

Bed

Bath

6

Sleeps

$1128.57

3200 Square Foot Cape with Spectacular Water Views of Millpond, the Mitchell River and Stage Harbor in the Distance.brbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy and more! * * * * brbrThe perfect spot for kayaking and canoeing! Just drop your canoe or kayak in front of the house. Enjoy a cocktail or cup of coffee on the magnificent deck with water views; relax in this home's quiet setting at the end of a cul-de-sac. brbrThis home boasts air conditioning (ductless a/c units) throughout the house as well as wireless internet access. There is room for everyone in this rental with lots of living space, expansive deck facing the water, comfortable sunroom, and open family room/kitchen. brbrYou can also enjoy your privacy in the master bedroom with King bed, private bath with shower, deck with outdoor furniture and water views, and a television on the first floor. Also on the first floor there is a bedroom with a Double bed across from bath with tub and shower. Upstairs there are two bedrooms and a bath with a tub and shower. The first bedroom has two Twins and second bedroom has a Queen bed. All four bedrooms have wonderful water views. Property also offers updated bathrooms.brbrA Convection oven, front loading washer/dryer (located on the first floor), and two flat screen televisions add to this property. Make sure to jump in the enclosed outdoor shower after a day on the pond or at the beach. Just a short distance to town and Oyster Pond Beach, you can wander down from the house straight to the Fourth of July parade and other activities in town. This is well maintained home in an exquisite location with amazing water views, truly a wonderful opportunity you won't want to pass up.brbrFirst Floor: Bedroom #1 - King, Bedroom #2 - DoublebrSecond Floor: Bedroom #3 - Queen, Bedroom #4 - Two Twinsbrbr* Additional fees:br- $175 non-refundable reservation fee (no security deposit required)br- Cleaning Fee - $420br- all applicable taxesbr* FREE WIFIbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* NO PETS ALLOWEDbr* OCCUPANCY: 8 (Adults and children)br* PARKING FOR 4 VEHICLESbr* SHEETS AND TOWELS ARE NOT PROVIDED. WE CAN PROVIDE INFORMATION FOR A LINEN RENTAL SERVICE.brbr**** FREE ACTIVITIES INCLUDED ****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area. brbrAs a guest of Kinlin Grover Compass, you'll receive free tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities! Activities and availability are subject to change.brbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.

Four Bedroom home with Water Views of Saltwater Millpond & Mitchell River -- Close to Town and Oyster Pond Beach.

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$418.08

Three bedroom, two bath home 1/2 mile walk to Ridgevale Beach. Home includes central air, color cable, wi-fi, washer and dryer, whirlpool, outdoor shower, deck, gas grill, fireplace, large yard, beach chairs and full kitchen. Bedrooms include master with queen bed, upstairs bedroom has an additional queen bed and downstairs has two twin beds..The house has everything you might need. Ridgevale is a premier beach, with the warm waters of Nantucket Sound and an inlet called Buck's Creek, making it one of the best beaches for children and adults. Chatham is an especially great town and considered a destination because of all it has to offer. There is a public golf course, tennis, movie theater, baseball league games, plays, boating, fishing, hiking, biking trails and more. Enjoy all Chatham has to offer in a comfortable home.

Walk to the warm waters of Nantucket sound 3B/2B home CA, W & D, all amenities

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$522.71

Escape to our charming 2 bed/1 bath North Chatham cottage!brbrA short walk to Chatham's best beaches and downtown shops and restaurants. Nearby attractions include Ryders Cove & Marina, Oyster Pond, downtown Chatham, bike path, Chatham Bars Inn, Chatham A's Baseball Field, and Wequassett Resort & Golf Club.brbrOur home is a great fit for families, couples, or small groups who want to explore all that Chatham has to offer.brbrOur charming Cape Cod cottage, will make you feel right at home! brbrCharming 2 bedroom, 1 bathroom home is nestled perfectly on a gorgeous corner lot in North Chatham. Bright & inviting living room with hardwood floors, decorative fireplace, built ins & door to side patio. Our cozy eat-in kitchen is fully stocked with all necessary appliances and items, and can be accessed via a set of stairs up the back from the driveway. You will find a complete bathroom with a bathtub and shower, followed by a tastefully furnished living room that features a decorative fireplace, a large smart TV, a couch that can be converted into a queen-size bed, a love seat, and an oversized comfortable chair. To the right of the fireplace is a beautiful built-in bookshelf stocked with our favorite beach reads and board games. There are two bedrooms off the living room, each with a queen bed and a smart TV. During the summer, you can enjoy the sunny Cape Cod weather on the patio which features an outdoor shower, seating area, and dining table. Our property also features a lush green lawn, ideal for playing outdoor games and basking in the sun.brbrInside you'll find: brThe living room features a smart TV, a built-in bookshelf stocked with great beach reads, two couches, a lounger chair, and a full-size pull-out sleeper sofa. There is also a decorative fireplace. brbrFully equipped kitchen with oven, stove, dishwasher, blender, fridge, toaster, drip coffee maker (with complimentary coffee & filters), tea kettle, cookware, serveware, and dinnerware.brbrGuest bedroom 1 and 2 each have a queen size bed and a smart TV. The full bathroom includes a shower and tub, hair dryer, shampoo, and conditioner.brbrThe garage/basement is equipped with a washer, dryer, laundry supplies, and complimentary beach items that you can use during your stay.brbrOutside Features: brOur garage on the driveway level serves as storage for outdoor and beach gear, as well as laundry facilities, all complimentary for our guests. brbrThere is a private driveway that can accommodate up to 3-4 carsbrbrLarge patio with a seating area and dining table for intimate meals. brbrGrassy backyard with lawn games, outdoor shower, beach chairs, and a cooler for summer days.brbrYou are welcome to use all of our home's amenities, except for one supply closet located in the kitchen!brbrPlease don't hesitate to reach out to us via Airbnb chat, with any questions or concerns! We're happy to accommodate and should get back to you as soon as possible!brbrChatham's best beaches and vibrant downtown filled with some of our favorite shops and restaurants are just minutes away. Ryders Cove, The Chatham Bars Inn, The Chatham A's Baseball Field, Oyster Pond, and Wequassett Resort & Golf Club are also nearby attractions.brbrIt is highly recommended to have a personal vehicle to fully explore the area's attractions.brbrEnjoy complimentary high-speed Wi-Fi, which is perfect for remote work!brbrYou'll be delighted to know that we provide fresh linens, including soft sheets and plush bath, hand, and wash towels for your ultimate comfort during your stay.brbrWe have a pack and play available in the second bedroom closet for your little one. We also have crib sheets, but feel free to bring your own preferred baby sheets.brbrIn the summer, we use two window AC units to cool the house effectively. Portable fans are also available.brbrOur private driveway can comfortably accommodate 3-4 vehicles for parking.brbrWe are huge dog lovers and would be delighted to have your furry friend stay with us! However, please let us know in advance if you plan to bring your pup. As a responsible pet owner, you are expected to clean up after your dog and inform us immediately if there are any accidents inside the premises, so that we can take care of it promptly. Please note that the absolute maximum number of pets allowed per stay is one. Any violation of this rule will result in the loss of your security deposit. Additionally, there is a non-refundable pet fee of $125 per stay, which does not cover any potential damages caused by your pets. If anything happens during your stay, please inform us immediately, and we will work with you to resolve the issue.brbrFor the safety of our guests and property, we have installed exterior-only security cameras. These cameras are actively recording both audio and video outside all entrances and side doors. Please note that any tampering with the cameras, including but not limited to covering or disabling them, will result in the early termination of your reservation with no refunds whatsoever.

New! Chatham Cottage- 1 Mile to Downtown & Beaches

Chatham, Massachusetts, United States

Bed

1

Bath

4

Sleeps

$6834.3

This is your ultimate vacation destination! Simply stunning, custom built home with a grand farmer's porch! Sit and sip a cool drink while rocking in the shade, catching up with friends and family, and admiring the colorful gardens. Brand new water front home in North Chatham, has everything and more. Professionally decorated with a Cape Cod charm, and all new beds and furniture. Gourmet kitchen, lounge and bar area with panoramic views of the water, spacious back porch with hot tub and grill leads to your own private dock, mooring and beach area, patio with fire pit and Adirondack chairs overlooking the blue water. A widow's walk deck offers tables and chairs and an incredible expansive view of Bassing Harbor and Ryder's Cove. This is outdoor living at it's best. Bright and airy finished lower level boasts an exercise room with a bar, wine fridge, large flat screen TV and a ping pong table; all allowing for indoor fun. Every custom bedroom has an en suite bath, and large flat screen TV. The master bedroom wing offers a private office, lounge area, dressing room with built ins, private deck and spa like bathroom with soaking tub. Barn door bunk room with custom built in bunk beds, private bath and flat screen TV, is just perfect for kids. There are 4 king beds and 2 bunk beds.This home also comes with a Welcome Bag while in season. This reusable tote is filled with all of your paper and cleaning products needed for your visit; compliments of the owner. Beautiful grounds, gorgeous views and an absolutely magnificent home is where you can begin making your vacation memories.

Your Ultimate Vacation Destination!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$512.6

Sun Filled, Completely Renovated 3 Bedroom, 2 Bath. Minutes from Pleasant Bay or Downtown, Perfect for your Cape Adventure.brbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy and more! * * * *brbrThis sparkling home is open, bright and spacious and offers 1800 square feet of completely renovated, newly furnished, one-floor living.br brThere are three large bedrooms that are very comfortable. The master bedroom is located on the right side of the house with a walk in closest and en-suite with two sinks and shower. On the left side of the house there are two bedrooms, one with a queen and the other with two twins. The second bath with tub and shower is located next to these bedrooms.brbrYou'll find a new and well-equipped kitchen which opens to a dramatic, chandeliered dining area. A large air conditioned sunporch with wraparound windows offers an outdoor dining option where you can relax while overlooking conserved woods and private backyard. Property has a back patio with outdoor seating and gas grill. Five skylights and large windows flood the home with light. This property also includes the following amenities: central air, brand new first floor laundry center, HD cable TV and high-speed wi-fi, and off street parking for up to four cars. Use of the garage is not allowed.brbrIt's an easy trip to two local ponds, a quick drive to downtown Chatham or the Pleasant Bay beaches, or seven minutes by bike to the CC Rail Trail. You're in the center of it all in a great family neighborhood.brbrOne Level: Bedroom #1 - Queen Bedroom #2 - Two Twins Bedroom# 3 - Queenbrbr* Additional fees:br- Non-refundable reservation fee - $220br- Guest Services Fee 3.5%br-Damage Protection Fee - $30br- Cleaning Fee - $280br- all applicable taxesbr* FREE WIFIbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* OCCUPANCY: 6 (Adults and children)br* PARKING FOR 4 VEHICLES br* SHEETS AND TOWELS ARE NOT PROVIDED. WE CAN PROVIDE INFORMATION FOR A LINEN RENTAL SERVICE.brbr**** FREE ACTIVITIES INCLUDED ****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area. brbrAs a guest of Kinlin Grover Compass, you'll receive free tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities! Activities and availability are subject to change.brbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.

Three Bedroom Updated Home -- Just Minutes to Pleasant Bay, Town and Bike Path!

CHATHAM, Massachusetts, United States

Bed

Bath

Sleeps

$1344.43

Located in one of Cape Cod’s premier resort towns, 764 Riverview Drive offers everything a discerning vacationer is looking for! Featuring 4 bedrooms and 3 full bathrooms, the home can sleep 8 people comfortably in beds. Complimenting the excellent location of the home is the star of the show: a private, heated pool. Spend your summer days exploring the amazing coastline, shopping and dining at the world class options on Main Street, and come home to relax in your backyard oasis. As for beaches, you have your pick: Jackknife Beach is .6 miles away, Oyster Pond Beach is 3 miles, Ridgevale Beach is 3.1 miles, Hardings Beach is 3.6 miles, Chatham Lighthouse Beach is 4.2 miles and our own National Park, the Cape Cod National Seashore is just 9.8 miles away. Take a day and explore two more excellent towns with amazing cultural centers: both Harwich Port Village and Orleans Village are a short drive. brbrThe home has a thoughtful layout with a great flow for entertaining and relaxing. You enter in the main floor great room which leads into the dining/kitchen area to the left and the living room to the right. The kitchen is fully stocked with everything you need for home cooking and grilling (and has the laundry area tucked neatly next door). The living room has cable TV, large sectional, additional seating nooks and large slider leading to the pool area. Off of the living room is the first bedroom, which has an en-suite private bathroom and a queen bed. And if you aren’t careful, you may miss the primary bedroom which is discretely tucked behind a secret door next to the fireplace and features an en-suite private bathroom and a king bed. Upstairs there are the final two sleeping spaces (one with a queen bed and one with 2 single beds) plus a full bathroom between them to share. Central AC throughout the house will keep you cool on those balmy summer nights. All bedroom have cable TV.brbrThe backyard features the pool, outdoor dining table, seating areas, a pool cabana for relaxing out of the sun, a gas grill and a truly exceptional oversized outdoor shower enclosure. The grounds have plenty of lawn space for games.brbrThis property is available as a winter rental from 10/1/25 to 5/1/26 for $3500 / month plus utilities. If interested please inquire.brbrPool open and heated from 5/16/26 to 10/9/26. Bookings outside that time frame in 2026 will not have access to the pool. Seven night minimum rentals in the peak season, Sat. to Sat. only. Four night minimum rentals in shoulder and off seasons at reduced rates, check in and out on any day. No pets, please. All linens and towels are provided. Subject to applicable taxes and fees. All Robert Paul Vacation Rental bookings include a non-refundable $250 fee that includes administrative fee and damage waiver insurance for self-reported incidental damage up to $1,000.00. Upon receipt of a booking request, an agent will reach out to discuss additional security protection which may be required at this property.

Chatham Vacation Rental With Pool and Charm to Spare! RPAM096

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$1394.06

This stunning rental home is a vacationer’s dream! Easy and close access to the ponds, bike trails, conservation area and town! Featuring 4,100 sq. ft. of luxury living, you and your guests will enjoy every moment of your time here. Featuring five bedrooms each with their own private bathroom, you will find it difficult to find another home that offers such a perfect set-up.brbrThe Main floor of the home features a large great room with the kitchen, dining area and living room. An additional tv area is next to the great room as well as a half bathroom. Down the hall on the main floor are two bedrooms, both with queens beds and private en-suite baths. brbrThere are two separate second floor bedrooms, each accessed by their own staircase. The primary bedroom has a king bed with a large en-suite bathroom with a separate soaker tub and shower. The primary bedroom has a private balcony as well overlooking the side patio. The other second floor bedroom features a queen bed and a private en-suite bathroom.brbrThe lower level of the home is a large walkout space with two additional seating areas, laundry room, a bedroom with a queen bed which is a private bathroom next door.brbrThe outdoor space has a wood burning fire-pit surrounded by chairs, two outdoor dining tables, a gas grill and an outdoor shower.brbrEnjoy the Chatham lifestyle and create a place for you and yours to return year after year. All linens and towels are included. Dogs are considered on a case by case basis. 7 night minimum, Sat. to Sat. during the season. Subject to applicable taxes and fees. All Robert Paul Vacation Rental bookings include a non-refundable $250 fee that includes administrative fee and damage waiver assurance for self-reported incidental damage up to $1,000.00. Upon receipt of a booking request, an agent will reach out to discuss additional security protection which may be required at this property.

Large Chatham Rental w/ 5 Bedrooms w/ 5 Private Bathrooms RPAM007

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$978.1

Fabulous Old Village Location, Minutes to Lighthouse Beach and Townbrbr* * * * See end of this description for information about included FREE ACTIVITIES through Xplorie, the Kinlin Grover Compass CANCELLATION/REFUND policy and more! * * * * brbrLarge, rustic waterfront historic property on saltwater Millpond. The property is 4/10 mile to Lighthouse Beach and 1/2 mile to downtown. Walk to restaurants, shops, coffee shops, and ice cream. Wireless internet and cable television provided along with gas grill and enclosed outdoor shower. This property is full of Cape Cod charm. brbr Antique home that offers first floor master bedroom with a queen and a private bath, and on the second floor there are three additional bedrooms each with two twin beds side by side, and a bunk room with two twins and three built in bunks. There are two baths on the second floor at each end of the house. There are portable fans available for each bedroom. Property does not provide air conditioning. Please keep in mind there is a steep stairway to the second floor in case you are traveling with younger children.brbrYou're sure to enjoy the outdoor space-- a beautiful large patio that faces Millpond, spacious yard, and plenty of parking. Path from back yard leads down to the water. Great spot for kayaks! Enjoy your breakfast on the terrace on a beautiful summer morning or read a great book in the afternoon. With truly picturesque water views and a private setting, the well maintained yard is great for outdoor games or outdoor dining!. There are two outdoor dining tables and a large umbrella along with ample outdoor seating. brbr* Additional fees:br- $220 non-refundable reservation fee; $30 damage protection fee (no security deposit required); guest services feebr- $490 cleaning feebr- All applicable taxesbr* FREE WIFIbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* OCCUPANCY: 11 (Adults and children)br* PARKING FOR 5 VEHICLESbr* SHEETS AND TOWELS ARE NOT PROVIDED. WE CAN PROVIDE INFORMATION FOR A LINEN RENTAL SERVICE.brbr**** FREE ACTIVITIES INCLUDED ****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area. brbrAs a guest of Kinlin Grover Compass, you'll receive free tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities! Activities and availability are subject to change. Activities and availability are subject to change. Not available on stays over 28 days.brbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.brbrKGC CDEAN

SHORT WALK TO LIGHTHOUSE BEACH AND TOWN....WATERFRONT ON MILLPOND WITH PATH TO WATER!!

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$2042.93

brbrOUR LOCATION:brOur home sits on a double-lot, just a few hundred feet from the Atlantic Ocean, with just a few minutes-walk to Town, Beaches, Fish Pier, Chatham Bars Inn, fine restaurants, golf, spa, tennis, shopping and attractions. The neighborhood is both exclusive and very private. brbrSETTING:brThis exquisitely furnished Antique Cape home has 4 bedrooms and 3 baths (more details below). Well maintained, this property was built in 1950. It's a short walk to the Atlantic Ocean via our private path which starts at the ocean-end of our property. brbrACCOMMODATIONS:brThe 1st floor master suite has a split-king bed. There's a private bath with air-tub / shower. The suite also includes a private sitting room with closet. brbrAlso on the 1st floor is a smaller bedroom with private bathroom and shower. This room has a private door to the outside. This room has trundle-twins.brbrOn the 2nd floor, there are two bedrooms. the larger one has oversized twins, with the smaller one having trundle-twins. brbrLANDSCAPING:brThe landscaping is all Organic including lawn, vegetable garden, trees and flower beds. Help yourself to our vegetable garden. It's a stunning Oceanside location. brbrWHAT'S NEARBY (easy walking distance):br 4 of Chatham's swimming beaches, Fish Pier, Lighthouse Beach, Town Center, Friday night Band Concerts, fine restaurants, shopping and cultural venues. brbrAlso, we are just minutes' walk from the world-class Chatham Bars Inn, offering golf, spa, tennis facilities, beach bar and fine dining. Their specialty is Beachside clam-bakes and lobster dinners. Easy walk to Oceanside lunch. Fine dining is inside at the Sacred Cod and STARS restaurant. brbrPOPULAR VISIT:brInclude whale-watching, day visits to Nantucket and Martha's Vineyard via ferry. There are numerous historical venues all over Cape Cod including Plymouth Plantation and Mayflower Museum and/or Plantation (Plymouth), the Whaling Museum (New Bedford) and so many more on-Cape adventures.brbrREVIEWS:brOur guest book contains all 5-star reviews. We have photographed and videoed the property and rooms extensively, so there can be no disappointment upon arrival.

Best Location / Oceanside near Chatham Bar's Inn

Chatham, Massachusetts, United States

Bed

Bath

Sleeps

$425.35

This 3 bedroom 2 bathroom two-story cape is private, quiet, and overlooks a lovely cranberry bog. Inside it's airy and open with rustic, European charm. Living room, dining room table and kitchen are in one large wood-paneled open space. Game room with TV and ping pong table in basement.brEasy to get to, the house is conveniently located off Route 28, at the end of a quiet cul-de-sac. On the large deck behind the house, you can enjoy a cup of tea in the morning, a sun-drenched tanning mid-day, or an evening cocktail, all with nothing but nature as backdrop. Walk down the short path leading to a lovely walk around the peaceful cranberry bog, where you'll often spot an egret or a great blue heron.brChoose among several nearby beaches and ponds to swim, sunbathe, sail, windsurf or walk - all within a mile or two. The Cape Cod Bike Trail is within walking (or bike riding) distance and you can pick up home-baked muffins and pies at Marion's Pie Shop on the way back.brChatham Center, just five minutes away by car, (2.5 miles)is known for its enticing shops, weekly band concerts in the gazebo, a charming historic little library, and a selection of restaurants ranging from casual to fine dining. (And baseball fans will NOT want to miss the opportunity to attend a Chatham A’s game at Veteran’s Field, also just 5 minutes away.)

Peaceful, Charming, Quiet, Airy, Cozy - Take A Look!

Chatham, Massachusetts, United States

3

Bed