Vacation Rentals By Owner In Chatham, MA

$1314.19

.5 miles to the Beach. Close to Wequasset. Foosball & Kid Friendly Amenities!

Chatham, Massachusetts, United States

Perfect for families, this cozy vacation home is packed with kid-friendly amenities! Enjoy a lovely deck, two spacious living rooms, and a fun playroom with foosball, games, and books. Thoughtfully stocked for infants, toddlers, and kids—high chair, stroller, pack n play, and more—so you can travel light and relax with ease. Plus, it's .5 miles to a beautiful, family-friendly beach.brbr1 min drive to Jacknife Beachbr6 min drive to downtown ChathambrbrExperience Chatham with us & Learn More Below!brbrKEY FEATURES:br☀ Sleeps 10; 4 bedrooms, 1 king, 2 queen, 4 twinbr☀ Bathrooms; 2.5 bathroomsbr☀ Playroom with foosball, playstation, toys, games & booksbr☀ Stylish Dining Room with seating for 8 at the dining table and at the countertopbr☀ Two cozy living rooms, one with an oversized sectionalbr☀ Modern amenities and fully stocked kitchenbr☀ Spacious Deck; grill, dining table and couchbr☀ Large yard with corn hole and dicebr☀ Outdoor showerbr☀ Dedicated workspacebr☀ Kid friendly amenities: pack & plays, kids plates, cups & utensils, pool chairs, & morebr☀ Central A/Cbr☀ Smart TVbr☀ Keypad entrybr☀ Washer/Dryerbr☀ 3 min drive to Wequassett Resort & Golf Clubbr☀ Located on Fox Hill Drive in ChathambrbrHere Are A Few Kind Words From Our Past Guests:brbrThe abundance of quality baby gear made the trip a lot easier! The owner was extremely responsive. They really seemed to want to take care of providing a few “extras” that made the stay more comfortable. (Coffee, shampoo, shower gel, etc) - DonnabrbrHost was on top of all communication. Great place to stay especially if you have little ones. - FrankbrbrThe host was fantastic with communicating, the property was beautiful and in an ideal location. We would love to stay again in the future! - Cameronbrbr☆☆ BEDROOMS ☆☆brbrThis gorgeous home accommodates 10 guests in 4 bedrooms. Each bed is fitted with hotel quality linens.brbrSecond floor:br- Bedroom #1: King bed and ensuitebr- Bedroom #2: Queen bedbr- Bedroom #3: Queen bedbr- Bedroom #4: Four Twin beds (2 bunk beds)brbr☆☆ BATHROOMS ☆☆brbrThere are two full bathrooms and one half bathroom in this home, each of them stocked with all the essentials you need for the duration of your stay including shampoo, conditioner, body wash, hand soap, lotion, hair dryers, and towels.brbrFirst floor:br- 1 Half bathroom with washer/dryer + laundry detergent & dryer sheetsbrbrSecond floor:br- Full bathroom #1: Shower with a tubbr- Full bathroom #2: Shower onlybrbr☆☆ KITCHEN & LOUNGE ☆☆brbrKitchen: fully equipped with all the appliances, cookware, and utensils you need to feel at home including a Keurig with K-cups. The kitchen has counter seating with 3 stools, a dining table with seating for 8 guests. There is a slider off of the kitchen leading to the deck and backyard.brbrLiving room:br- #1: Large oversized sectional, board games, and a smart TV, allowing full access to your favorite streaming servicesbr- #2: Cozy couch and two chairsbrbrPlay room: fun filled playroom with a couch, TV, playstation, foosball table, games, books and toys.brbr☆☆ OUTSIDE SPACE ☆☆brbrBackyard/Deck: The exterior area of this home has a deck with a grill, dining table and lounge area, as well as a spacious backyard with an outdoor shower + cornhole and dicebrbr☆☆ KID FRIENDLY ☆☆brbrThis home is equipped for families including:brbrInfants:br-Uppababy bassinet and standbr-Doona strollerbr-Philips Avent bottle sterilizerbr-Pack n Playbr-Bumbo chairbr-Inglessina portable high chairbrbrToddler:br-Joovy Room2 pack n playbr-Stokke Tripp Trap high chairbr-Many games including Lovevery and train tablebr-Uppababy Minu V2brbrKids:br-Outdoor corn holebr-Foosball tablebr-PlayStation 4brbr☆☆ PROXIMITY TO CHATHAM BEACHES ☆☆brbr- Jacknife Beach: .5 milesbr- Oyster Pond Beach: 3.3 milesbr- Lighthouse Beach: 3.9 milesbr- Harding Beach: 4.1 milesbrbr☆☆ NEARBY PLACES ☆☆brbr- Wequassett Resort & Golf Clubbr- The Perkbr- Pain d'Avignonbr- Chatham Raw Barbr- Downtown Chathambr- Stop & Shopbr- Chatham Bars Innbr- Chatham Seaside Link Golf Coursebr- Orpheum Theatrebr- Chatham Band Standbr- Veterans Field (catch a summer Chatham A's baseball game!)br- Chatham Village Market Grocery Storebr- The Chatham Squirebr- Lighthouse Beachbr- Oyster Pond Beachbr- Chatham Filling Stationbr- Delmar Bar & Bistrobr- Impudent Oysterbr- Viera on Mainbr- Sweet Tomatoes Pizzabr- Bluefins Sushi & Sake Barbr- Eastward Ho Golf Course (private/invite only)brbr★★★ Book Today & Let Us Take Care Of You In Chatham! ★★★

4

Bed

2

Bath

10

Sleeps

$489.26

/ Nightly

Private Vacation Home

Water-view house near golf with firepit, grill, deck, central AC & washer/dryer

Chatham, Massachusetts, United States

Summary:brbrChatham CharmerbrbrbrbrThe Space:brbrRelaxation and outdoor fun await at this charming Chatham house. Located just 0.3 miles from Ridgevale Beach, this home is also just a few miles away from Chatham, where you'll find the Orpheum Theater, a playground, Chatham Anglers baseball, seal tours, shopping options, and tasty restaurants to sample. The house itself includes a number of features everyone is sure to appreciate, such as ocean views, a washer/dryer, central AC, internet, and a gas grill for outdoor cooking. Experience cozy nights in with your favorite shows or a movie using the DVD player, or catch up on some reading from one of the provided books. With a hammock outside, comfortable chairs around the firepit, and alfresco dining on the furnished deck, you'll have plenty of opportunities to unwind and enjoy the fresh ocean air. For your entertainment needs, you will find two TVs with Fire Sticks, perfect for accessing your favorite streaming services during your stay. Prefer your own device Feel free to bring along your Roku, Apple TV, or any other streaming stick. The living room also features a sound bar, ideal for enjoying music or creating a theater-like experience for movie nights. Things to Know

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Sleeps

$618.97

/ Nightly

Private Vacation Home

Home near beach & tennis/basketball court with firepit, grill, & patio

Chatham, Massachusetts, United States

Summary:brbrThe Sea StarbrbrbrbrThe Space:brbrConveniently located on a private lane set back from the main road and only a 1/3 mile walk to Forest Beach, this sunny home offers the perfect home base for a relaxing and unforgettable vacation with your family and friends! Forest Beach offers approximately one mile of pristine beach and its parking lot does not require a sticker. Find public tennis and basketball courts down the path adjacent to the house. Other great local attractions and places to visit include downtown Chatham, Harwichport, Cranberry Valley Golf Course, Chatham Lighthouse, Monomoy National Wildlife Refuge, Nickerson State Park, Pirate's Cove Adventure Golf, The Music Room Cape Cod, and South Chatham/South Harwich Woods. This family-friendly home is all about outdoor living with an enclosed backyard featuring a large lawn, a firepit surrounded by comfy Adirondack chairs, and a grilling area with a gas grill and an outdoor dining table with an umbrella to protect you from the sun. The front patio enjoys additional seating and an enclosed outdoor shower for rinsing off the sand after a memorable day at the beach. Inside, discover a welcoming living room boasting a smart TV with streaming and cable services, and comfy sofas throughout. Spend entertaining evenings streaming your favorite shows with your loved ones! When it's time to eat, surprise everyone with a favorite recipe prepared in the well-appointed kitchen, complete with modern stainless steel appliances. There is a rec room with a second smart TV for folks who would rather watch another movie or series. Additional perks include a stacked washer/dryer, board games, two beach chairs, coolers, and yard games. bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. -Fireplace is Not For Guest Use

2

Bed

3

Bath

6

Sleeps

$572.25

/ Nightly

Private Vacation Home

Renovated, modern Chatham beach house with lots of cozy charm

Chatham, Massachusetts, United States

This charming beach house has just been gut renovated and decorated with a modern but cozy, beachy feel. The house is located a short .25 miles from Pleasant Beach. A short walk or bike ride away. Pleasant is one of the few free beaches in Chatham so no permit needed and no daily charge. The neighboring Forrest Beach is also a free beach. Also a short bike or car ride from Red River Beach, which is a large, beautiful beach with life guards, concessions and bathrooms. The house is also within walking distance to two restaurants. Pisces is one of the best restaurants in Chatham, as well as Drifters which is a great, casual family option. 10 minutes to Chatham village and 5 minutes to downtown Harwichport village. The house features four bedrooms. Two of the bedrooms are ensuite with their own bathrooms and the other guest bedroom and loft bedroom share the other large bathroom. The house features a very large living, bright living room, dining room and beautiful new kitchen with high end appliances. There is also a lovely screened in porch with a dining table and living furniture for relaxing, as well as outdoor patio area with a dining table & grill.

4

Bed

3

Bath

8

Sleeps

$870.63

/ Nightly

Cottage

Chatham Charm Awaits - Family-Friendly Cottage Near Beaches & Local Attractions

Chatham, Massachusetts, United States

Escape to this delightful cottage nestled in picturesque Chatham—your perfect home base for Cape adventures! With 3 comfortable bedrooms (4 queen beds and 2 twin beds), 2 full bathrooms, and a refreshing outdoor shower, there's plenty of space to relax, reconnect, and make lasting memories with family and friends.brbrInside, you’ll find everything you need from air conditioning, an attic fan, cable and internet, washer/dryer, baby gates at the stairs, to a lobster pot, grill and firepit for those laid-back evenings under the stars. Whether you're coming back from the beach or gearing up for a day exploring, this cottage has everything you need to feel at home and make vacation easy. Local attractions include:brbrBeaches: Walk the path to Harding's Beach or take a short drive to favorites like Lighthouse Beach and Ridgevale Beach for a day by the water and stunning sunsetsbrbrBike Trail Access: Access to Old Colony Rail Trail connecting to Cape Code Rail Trail for miles of scenic biking brbrChatham A’s Baseball: Enjoy classic summer nights at nearby Veterans FieldbrbrDowntown Chatham: Explore charming Main Street with boutique shops, art galleries, restaurants, ice cream and candy shoppes and Chatham SquirebrbrTrails and Hiking: Walk the scenic coastline, spot seals, visit the Chatham Lighthouse and local hiking trails for stunning viewsbrbrThis cottage offers Cape Cod living at its best!

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Sleeps

$548.41

/ Nightly

Private Vacation Home

Spacious, private cottage just a few minutes walk to Ridgevale Beach!

Chatham, Massachusetts, United States

Summer living less than a 1/2 mile from one of Cape Cod's best beaches! This home offers room to spread out, with living and sun rooms, 3 bedrooms and 2 baths across 1,250 square feet. The wraparound deck is the perfect place to share a meal after a day spent exploring the beaches, bike paths, and shopping areas of Chatham. Cathedral ceilings in sunroom and master. Sleeps 6 very comfortably. Enjoy a private setting just off the main beach road, nestled on a low-traffic loop street with conservation land behind the home.brbrThe home's amenities include keyless smart lock entry, central air conditioning, 55-inch ultra HD TV with YouTube or fubo TV, and a desk and chair setup in the master bedroom. Freshly-laundered bed linens, bath and kitchen towels are provided.brbrOutside, you'll find Adirondacks on the front-yard patio, private outdoor shower with rainfall head, and table seating for 6 on the back deck with Sunbrella umbrella and Weber gas grill. brbrIn the shed, you'll find a beach cart, four beach chairs, and various beach toys for your use. Bikes are not provided but can be stored in the shed (1 minute bike ride to the beach!).brbrThe home has a Nest video doorbell at the entryway and a Google Home display device inside the home for your use. WiFi was upgraded in late 2023.brbrRecent updates include new roof, new windows throughout the original cottage; new quartz countertop, sink and tile in the kitchen, and renovated bathrooms. Book soon!brbr

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Bath

Sleeps

$764.2

/ Nightly

Private Vacation Home

Elbow Inn: Private Retreat with Two Master Suites

Chatham, Massachusetts, United States

This spacious Chatham beach house comfortably sleeps 8, making it the perfect retreat for families or friends. With 4 bedrooms and 3 bathrooms, there’s plenty of room for everyone to relax and unwind. The home features two master suites, including one newly renovated suite with a queen bed, a private entrance for added privacy. The other two bedrooms each feature a queen bed, and the fourth room has two twin beds, offering flexibility for various group sizes. The open-concept living space is bright and welcoming, featuring a cozy living room, a newly renovated kitchen with modern appliances, and a spacious dining area perfect for family meals or entertaining friends. The property sits on a half-acre plot with a fantastic outdoor area, including a deck, grill, and outdoor shower—ideal for enjoying the Cape Cod weather after a day at the beach. The home is just 5 minutes from both Ridgevale and Hardings Beach, and a short drive to downtown Chatham’s shops and restaurants. This beach house combines comfort, privacy, and a prime location, making it the perfect base for your next Cape Cod getaway!

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$303.63

/ Nightly

Private Vacation Home

Dog-Friendly Home w/Yard, Deck, Free WiFi, New Gas Grill - Walk to the Beach

Chatham, Massachusetts, United States

Summary:brbrSeashell Wishes-Salty KissesbrbrbrbrThe Space:brbrClassic and comfortable in its decor and design, this home in South Chatham provides the quintessential summer experience on Cape Cod. As you ride your bikes home from the beach each afternoon, you'll be greeted by an expansive, tree-lined yard and an outdoor deck where you can dine in the summer sun. This single-level house feels like home, offering a bright and comfortable living room that leads into a full kitchen and family room. The kitchen is outfitted with every necessity and plentiful cabinet storage, and there's room to dine, sip coffee, and read the morning paper at the eat-in table, the adjacent octagonal table, and the picnic table outside on the deck. Leave the day's swimsuits to ring out in the washer/dryer and pile on the sofa in the family room to watch Netflix and cable movies or log onto the free WiFi. What's nearby: This home sits just north of Main Street (Route 28) in South Chatham, with the closest beach - Forest Beach - less than a mile south. The heart of downtown Chatham is only four miles east, where you'll find charming shops, restaurants, and Veterans Field (the summertime home of the Chatham Anglers). Other beloved beaches, including Hardings Beach (three miles southeast) and Lighthouse Beach (five miles east), are within a short drive or bike ride, as is the Cranberry Valley Golf Course (four miles northwest). Things to know: Full kitchen Window-unit AC One dog is welcome for a nightly fee

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Sleeps

$850.09

/ Nightly

Private Vacation Home

A well-appointed getaway near beach, Wifi, Gas grill, Fireplace

Chatham, Massachusetts, United States

Summary:brbrChatham RetreatbrbrbrbrThe Space:brbrA well-appointed and spacious coastal getaway awaits at this stylish 3BR/2BA home, located in the heart of Chatham and within walking distance to charming restaurants, art galleries, and boutiques. Highlights include a private deck, grassy yard, dual living areas, and upscale furnishings and decor throughout. Get to local beaches in mere minutes for leisurely days spent by the gentle surf. Enjoy easy access to the Rail Trail, a dedicated hike/bike path stretching across 25 miles of gorgeous Cape Cod terrain. Unwind into vacation mode on comfortable furnishings in the living area. In the evening, get cozy by the gas fireplace. Relax on the large sectional in the sunroom. Gather for a movie night around the 40” smart TV. Prepare delicious meals in the kitchen, equipped with a full suite of appliances. While dinner simmers, perch at the kitchen bar. When it’s time to eat, gather around the dining table. This single-story home sleeps up to six guests in three bedrooms. Find comfort in the primary suite, complete with a stately king bed, 40” smart TV, desk, and an en-suite bathroom is a walk-in shower. Sleep soundly in a plush queen bed in the second bedroom. The third bedroom is outfitted with a full bed. The guest bathroom is configured with a tub/shower combination. Unwind on the back patio, furnished with patio furniture. In the evening, sizzle steaks and veggies on the gas grill. The kids in your group will love playing in the grassy yard. An outdoor shower is convenient for rinsing after fun beach days. Extra perks include complimentary Wi-Fi and a washer/dryer. Stroll four minutes to Main Street, the Farmer’s Market, and a host of local favorite restaurants, art galleries, and boutique shops. Be sure to visit Mom & Pops Burgers and Kream N’ Kone. Other nearby eateries include Hangar B Eatery, Larry’s PX, Mac’s Chatham Fish & Lobster, Keenan N Kobe, and Del Mar Bistro. Stroll across the street for essentials at Ocean State Job Lot. Venture to Ridgevale Beach or Harding Beach (1.5 miles), or Lighthouse Beach (3.0 miles) for fun-filled days on the gorgeous sand. Other nearby beaches include Forest Beach and Red River Beach. Bike approximately 0.25 miles to hop on the Old Colony Rail Trail, which links to the Cape Cod Rail Trail -- a 25-mile biking path that stretches from Dennis to Wellfleet. bThings to Know/b Check-in time: 4:00 PM Check-out time: 10:00 AM All guests shall abide byour good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM No smoking is permitted anywhere on the premises.

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Sleeps

$666.78

/ Nightly

Private Vacation Home

Waterfront home with lovely lake views, great deck, sun porch & fireplace

Chatham, Massachusetts, United States

Summary:brbrMill Pond VistabrbrbrbrThe Space:brbrTake in gorgeous views of Mill Pond from sunrise to sunset at this waterfront home in the tranquil woodlands of Chatham. Serene and spacious, this is a place for quiet mornings spent sipping coffee on the lake-facing deck, and fun-filled afternoons of swimming, canoeing, and fishing with your loved ones. This 2,176-square-foot home sits on the north shore of Mill Pond, with direct access to the water from the property. It's a memorable retreat for a family or a group of friends, with downtown Chatham easily reachable four miles east. You'll also be wonderfully close to Hawksnest State Park (one mile), the Old Colony Rail Trail (two miles), Forest Beach (three miles), Ridgevale Beach (three miles), and Lighthouse Beach (five miles). The house is a natural space for gathering, with its open layout, large rooms, and comfortable furnishings. Bring a glass of wine out to the sun porch, prepare summer lobsters in the expansive eat-in kitchen, or light the gas grill to sear local seafood on balmy evenings. When the nights turn cool, flip on the gas fireplace and find a good movie to watch on the living room's 60-inch HDTV with Amazon Prime Video, Apple TV, and Chromecast. Three spacious bedrooms, a Pack 'N Play, and central air conditioning ensure your nightly comfort. You'll also have a washer/dryer, generous closet space, and complimentary WiFi for your convenience. bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

3

Bed

2

Bath

10

Sleeps

$677.71

/ Nightly

Private Vacation Home

Serene home near downtown with furnished deck - walk to Ridgevale Beach

Chatham, Massachusetts, United States

Summary:brbrCozy Cape TimebrbrbrbrThe Space:brbrClassically Cape Cod in its style and appeal, this cozy, four-bedroom retreat in Chatham simply feels like home. In this prime location, you'll be able to walk to Ridgevale Beach and easily ride your bikes to the Cape Cod Rail Trail and great shops and restaurants in the heart of downtown. Wake up each day to beautiful morning light, with all four upstairs bedrooms offering generous windows and timeless decor. Downstairs, you can get the coffee going in the well-appointed kitchen with stainless steel appliances, gather around the dining room table for breakfast, and discuss everyone's plans for the day. A washer/dryer, high-speed WiFi, and a beach wagon make it easy to get swimsuits together, check the tides, and walk the half-mile to the beach. Afternoons and evenings are best spent basking in the central air conditioning (a luxury on the Cape), relaxing outside on the furnished back deck, or piling on the sectional sofa in the living room for movies on the streaming-equipped cable TV. There's even an additional TV in the unfinished basement - a great spot to kick back as you're finishing the day's laundry. bTHINGS TO KNOW/b A Pack 'N Play and baby gates are provided. The max occupancy is six adults, eight people total. There's a red wagon in the basement for bringing your kids and gear to the beach. There's an outdoor shower on the property.

3

Bed

2

Bath

8

Sleeps

$527.76

/ Nightly

Private Vacation Home

Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK

Chatham, Massachusetts, United States

Summary:brbrA Chatham Pearl on Oyster RiverbrbrbrbrThe Space:brbrExperience a glimpse of Cape Cod waterfront living at this three-bedroom Chatham home, a dog-friendly property with a wrap-around deck, panoramic views of the ocean and Oyster River, and nearby access to Harding's Beach. This quaint two-level home is scenically situated between Nantucket Sound and Oyster Pond, creating a wonderful retreat for beach-goers, families, and water sports enthusiasts. It's also only one mile from Harding's Beach, two miles from downtown Chatham, and three miles from Oyster Pond and Forest Beaches. Step inside this architect's residence to find a lovingly renovated interior, which features an open floor plan, hardwood floors, and comfortable white furnishings. Come home from the beach to cool off by the portable air conditioner, browse the WiFi, or watch your favorite show on one of the two flatscreen cable TVs. You'll find butcher block countertops, modern appliances, and even a sound dock in the open kitchen, while the farm table provides dining space for six. The wrap-around deck also offers a grill, patio seating, and glorious views of the river below. As you head out the door to the beach each morning, be sure to bring along the provided beach chairs and toys. One dog is also welcome to join you here, but please note that a 20-pound weight limit. This three-bedroom, two-bathroom home will sleep as many as six guests. You'll find a queen bed in the master bedroom, two twin beds in the second bedroom, and a set of twin bunk beds in the cozy third bedroom. Additional amenities include a Pack 'N Play, a washer/dryer, and a selection of board games. Whether you're an annual visitor to Cape Cod or planning your first summer getaway, the town of Chatham is beloved throughout New England. Soak in the sun and take a refreshing dip at Forest, Harding's, and Oyster Pond Beaches; spend an afternoon window shopping in downtown Chatham; and soak in the all-American atmosphere at a Chatham Anglers game at Veterans Field. The natural beauty and charm of Cape Cod can be all yours - book your stay at this unforgettable Chatham home today!

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Sleeps

$450.59

/ Nightly

Private Vacation Home

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Chatham, Massachusetts, United States

Summary:brbrSea HousebrbrbrbrThe Space:brbrTucked away among the trees at the end of a quiet lane, this light-filled cottage provides a blissfully private setting that's only a mile from downtown Chatham and Lighthouse Beach. This home is beautifully secluded on a private dirt road, in the midst of conservation land frequented by deer, rabbits, owls, and wild turkeys. Yet you can also walk to Main Street, Lighthouse Beach, the Atwood Museum, summer concerts, whale watches, shops, restaurants, and Cape Cod Baseball League games at Veterans Field (the home of the Chatham A's). This is truly the Cape Cod experience at its best. Stroll or ride your bikes home from days at the beach to rinse off in the outdoor shower on the deck, fire up the gas grill, and gather at the picnic table for a late lunch beneath the trees. Inside, the single-level living space is breezy and bright, with picture windows bringing in the natural setting on three sides. Use stainless steel appliances to prepare meals in the airy kitchen, set up after-dinner board games at the dining room table, and spend the evening hours streaming movies on the living room TV. As the day's swimsuits spin in the washer/dryer, you'll get a restful night's sleep in the bedroom and the open sleeping nook on one side of the living area. bTHINGS TO KNOW/b

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Sleeps

$445.74

/ Nightly

Condo

Seaside condo with patio, beach access, loft, board games, gas grill, & firepit

Chatham, Massachusetts, United States

Summary:brbrRiviera SunsetbrbrbrbrThe Space:brbrEnjoy the seaside breeze at the Riviera Sunset for your next vacation! Perfect for small families looking to get away, you'll have plenty of attractions close by for your enjoyment, such as Monomoy National Wildlife Refuge. You'll also be mere steps away from Lighthouse Beach, so settle down on the sandy shores with a good book in hand while your kids play around in the pristine waters. Other hotspots near your vacation rental include Chatham Harbor and Chatham Lighthouse, perfect for slowing it down and learning about the history of this gorgeous seaside town. Return back to your home away from home and walk in through the front door to find splendid interior decor, welcoming and ready for you and your group. You'll have plenty of amenities right at your fingertips, such as board games, books for adults, children's toys, an outdoor shower, a Bluetooth speaker, and a loft that is accessible by a ladder stairwell. Relax in the quaint living area, then cook up a mealtime masterpiece in the full kitchen if you and your group get hungry. Rest out on the patio area with a couple of cold drinks in hand and watch the sun fall beneath the horizon in shades of orange hues. Head back inside around night and gather around the couch to stream your favorite movie. You won't want to miss this amazing getaway! bTHINGS TO KNOW/b Streaming services will require a guest account to access. HOA does not allow pets.

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Sleeps

$510.13

/ Nightly

Condo

New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach

Chatham, Massachusetts, United States

Summary:brbrCharming Downtown Chatham CondobrbrbrbrThe Space:brbrA lavish coastal getaway awaits at this brand-new 1BR condo, boasting an amazing location in the heart of downtown Chatham. Delight in high-end appliances and furnishings throughout the interior as well as a private balcony with a bistro table for two. Stroll just 1 block to Main Street to explore a selection of restaurants, galleries, and boutiques. Venture mere minutes to Oyster Pond Beach or Lighthouse Beach for leisurely days spent by the surf. End the day with a tasty treat at Emack & Bolio’s Ice Cream. LIVING AREA Unwind into vacation mode on a sectional and two armchairs in the living room. In the evening, settle in to enjoy favorite shows on the 55” smart TV. Kick back with a good book on the sofa in the bonus living area. KITCHEN & DINING Prepare delicious meals in the gorgeous kitchen, equipped with granite countertops, a farm sink, and a full suite of sleek stainless steel appliances. While dinner simmers, perch at the kitchen bar with seating for two. When it’s time to eat, gather around the dining table for four. BED & BATH Find ultimate comfort in the bedroom, complete with a plush queen bed, 32” smart TV, and a lavish en-suite bathroom with a walk-in shower. OUTDOOR AREA & AMENITIES Start the day with fresh coffee at the bistro table for two on your private balcony. EXTRA PERKS & MORE DETAILS Complimentary Wi-Fi and a washer/dryer are provided. Reserved parking is available for one car in front of the building. The condo has wall-mounted air-conditioner/heating units in both the bedroom and the living room. Located above the Emack & Bolio’s ice cream shop, this second-story unit is accessed via two flights of stairs. This home is not suitable for small children. THE LOCATION Stroll 1 block to Main Street to explore a host of local favorite restaurants, art galleries, and boutique shops. Walk 10 minutes to Oyster Pond Beach for swimming or lounging on the sand. Head just under 1 mile to Lighthouse Beach for blissful days spent by the gentle surf.

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Sleeps

$591.56

/ Nightly

Private Vacation Home

Friendly retreat with a deck, AC, and board games - stellar central location

Chatham, Massachusetts, United States

Summary:brbrCorner CottagebrbrbrbrThe Space:brbrCharm, wonder, and fun await in Chatham. This family-friendly home, that's been in the owner's family since it was built, is located near the Old Colony Rail Trail (an excellent neighborhood bike trail), Forest Beach, Chatham Center, and Harwich Port Center. Beautiful sites and delicious bites are not hard to come by in this area - so explore it for all that it's worth and enjoy every second! Inside your cozy quarters, you will gleaming hardwood floors, comfortable furnishings, and a lovely outdoor hang-out space. Play a board game in the spacious main living room. Cook up something tasty in the well-equipped kitchen. And rest easy come nightfall thanks to the home's soft bedding and partial air-conditioning. Family time is of the utmost importance during your stay, so practice your barbecuing skills on the provided grill and serve your creation to those you love, as you relish another day spent together, under the Massachusetts sun. bTHINGS TO KNOW/b

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Sleeps

$1213.64

/ Nightly

Private Vacation Home

Waterfront house on Bucks Creek Marsh with deck, dock, & kayaks

Chatham, Massachusetts, United States

Summary:brbrMagnificent Salt Waterfront with Sunset & ViewsbrbrbrbrThe Space:brbrOn the saltwater inlet of Bucks Creek Marsh with access to Nantucket Sound, this stunning waterfront home affords the quintessential Cape Cod experience. An easy walk, Harding’s Beach promises a fun-filled day of swimming, volleyball, and beach bocce (a local specialty). There is even a water route to Ridgevale Beach via kayak or rowboat. To watch the day’s catch come in, drive to Chatham Pier Fish Market (open seasonally). This stylish home boasts 3,136 square feet of luxurious living space. Vaulted ceilings with exposed beams and intriguing artwork create a sophisticated style, while large windows provide incredible views throughout the home. Spend quality time together in the cozy den with charming rustic-chic decor and plenty of comfortable seating. Unwind on the leather sofa and watch a movie on the 54” TV, or use the telescope to check out the stars. A welcoming sunroom provides an additional social area. Greet the morning with a cup of coffee at the breakfast table. Sharpen your culinary skills in the impressive chef’s kitchen with two stainless steel Wolf ovens, three sinks, and a five-burner gas range. While dinner simmers, concoct a drink at the wet bar with a wine fridge, then perch at the kitchen island with seats for guests. When it’s time to eat, gather at the dining table for meals with a view. Enjoy leisurely afternoons saltwater fishing off the private dock, or spend the day on the water in one of the three kayaks or two rowboats provided. As evening falls, rinse off in the outdoor shower and relax with a cold beverage on the 60' mahogany deck. Then fire up the grill and dine amid breathtaking views as the sun sets over the water. bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. The fireplace is not operational.

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$580.66

/ Nightly

Private Vacation Home

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Chatham, Massachusetts, United States

Summary:brbrLucky Number SevenbrbrbrbrThe Space:brbrThis immaculate, sun-lit home features a spacious living room with a comfortable sectional sofa, a gas fireplace, and a large flatscreen TV. Prepare anything from your morning coffee to full dinners in the open, well-equipped kitchen, and then dine inside or outside on the multi-level deck. This home also offers a cozy sunroom and a landscaped yard fenced in on two sides and open to the woods at the back - perfect for outdoor games with your kids and dogs. You're sure to enjoy the comforts and amenities of this Chatham vacation home. Walk or bike to Hardings Beach, just a mile away, or take a pleasant stroll through the adorable town of Chatham, where you can sample some delicious local cuisine, visit galleries and museums, or do a little shopping just a little over two miles east. And for adventures on the water, bring your boat to the Barn Hill boat launch, just a quarter-mile down the street. bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. Outdoor shower. A hair dyer is available. The shed is stocked with beach chairs, towels, games, and toys. This is an area dense with coyotes, so please watch your dogs.

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$1258.95

/ Nightly

Private Vacation Home

Last Chance! Chatham, near beach, Sleeps 14, Waterviews, 2 Summer Weeks Left!

Chatham, Massachusetts, United States

Last Chance for Summer 2026!brOnly 2 weeks remain for this summer season: * June 27th * August 22nd brbrBook now to secure your stay at Chatham Waterscape, the ideal stylish coastal retreat for groups and families. If you’re planning ahead, we are also officially open for Spring and Summer 2027 bookings!brbrEnjoy vintage camp vibes paired with modern amenities and unbeatable views. Whether you're planning a family reunion, a milestone celebration, or a relaxing getaway, this spacious year-round estate sleeps 14 and offers easy access to the beach and bike path.brbrWhy Choose Chatham Waterscape brHistoric Charm, Modern Comfort: A renovated private sailing estate with 6 bedrooms, 4.5 baths, central A/C, and high-speed WiFi.brbrGourmet Ready: Two full kitchens featuring a Thermador dual-fuel range.brbrPremium Amenities: All adult-size beds with clean linens and towels provided.brbrUnbeatable Location & ViewsbrWaterfront Living: Private deck overlooking Oyster River and the marina, plus deeded water access with 2 kayaks included.brbrWalkable Fun: Short stroll to Hardings Beach, local shops, and restaurants.brbrAdventure Awaits: Located near the Cape Cod Rail Trail for scenic biking.brbrDon't miss out on an unforgettable vacation experience! Book fast!

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$945.31

/ Nightly

Private Vacation Home

Beautifully renovated home, outdoor space, pet considered

Chatham, Massachusetts, United States

Sea~a~Bella - Your perfect Chatham family vacation is here. You will find three beautiful, scenic beaches within walking distance providing the perfect summer Chatham day. Minutes away from restaurants, shopping and Cape Cod Baseball, there is something for everyone in the family.brbrThis modern home with plenty of space will ensure a wonderful stay. The backyard has plenty of room for games in addition to a new Outdoor kitchen and natural gas fire pit to relax comfortably on those cooler nights.brThe spacebrThis newly renovated and inviting home in quintessential Chatham is perfect for your next family vacation.brbrYou can enjoy beautiful sunsets from either the front or the back yard on comfortable Adirondack chairs, surrounded by music from the Sonos speaker system. The outdoor area also has a brand-new kitchen and natural gas firepit to complete this backyard retreat, inclusive of atmosphere lighting and lush landscaping.brbrOnce inside, you will find an open concept coastal space, with a newly renovated kitchen and thoughtfully designed living space.brbrThe elegant ensuite primary bedroom, has a king size bed, a newly renovated bathroom with a walk-in shower and a Smart TV. Adjacent to the primary bedroom, you'll find another room with a twin bed and desk perfect for additional guests and privacy for work, if needed.brThe family room houses a large screen smart TV with plenty of comfortable seating for all. The spacious sofa bed provides extra sleeping space.brbrOn the second level, there are two more bedrooms. A queen bedroom and a room with three twin beds, all recently renovated, along with an ample size full bath.brbrYou will also find an outside shower perfect for after a day at the beach. To ensure the most comfortable outdoor experience we have also sprayed the entire property for mosquitoes and ticks.brbrWe hope you come and experience the perfect blend of Coastal living and comfort in this North Chatham retreat.brGuest accessbrGuests have access to the entire property.brOther things to notebrAdditionally, there is a brand new samsung washer and dryer in the first floor mudroom. Beach chairs are provided.brbrTotal of 3 smart TVs. 1 family room, 1 in th e primary bedroom and 1 in one of the upstairs bedroom.brbrThree beaches nearby: Scatteree Beach(.65Miles), Cotchpincut(.70Miles) and Cow yard (.68Miles). Nauset beach is also a short drive away.

3

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2

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7

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