Vacation Home Rentals By Owner In Chatham, MA

Showing 20 Of 362 Vacation Rentals

$1197.1

Vacation in the heart of Chatham and walk to everything. Oyster Pond Beach is right around the corner!

Chatham, Massachusetts, United States

Experience downtown Chatham! No need to drive when you can walk to everything. This charming rental features a classic farmer's porch, perfect for relaxing with a drink and a good book. Vacation in the heart of Chatham with easy access to everything, including Oyster Pond Beach, The Chatham Orpheum Theater and The Candy Manor. This beautiful 2-bedroom home is decorated in a modern coastal style, with a king bedroom and a queen and twin bedroom. The bright, airy space features an open first floor and a large kitchen island, ideal for entertaining and relaxing. Enjoy your morning coffee on the spacious back deck before heading to the beach, or use the grill for dinner before an evening movie and ice cream in town. Additional amenities include central A/C, Wi-Fi, streaming services and parking for one car. This rental includes a reusable tote starter pack of cleaning and paper products, compliments of the owner. Call Chatham Rentals today, and let our experienced agents help you plan your perfect stay!

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Sleeps

Exceptional(1)

$691.28

/ Nightly

Private Vacation Home

Luxury Chatham Retreat. Walk to Main St & Beach

Chatham, Massachusetts, United States

Ditch the car and dive into the quintessential Chatham lifestyle. Perfectly situated, this impeccably designed 2-bedroom, 3-bath retreat offers the luxury of total walkability. Whether you’re strolling to Main Street for your morning pastry, hitting the bike path for a scenic ride, or relaxing by the gas fireplace after a day at the beach, this is your sophisticated home base for the ultimate Cape Cod escape. High-end finishes meet coastal comfort in a space designed for effortless memories.brThe spacebrThe Living Experience:brThe heart of the home features an open-concept layout with high-end finishes throughout. The gourmet kitchen is fully equipped for everything from quick breakfasts to elaborate seafood dinners. In the evening, retreat to the living area to enjoy the warmth of the cozy gas fireplace and curated coastal decor.brbrLuxury Suite Accommodations:brDesigned for privacy and comfort, our home features two distinct suites:brbrSuite 1 (The Primary): A serene sanctuary featuring a Queen bed with premium linens and a relaxing vibe.brbrSuite 2 (The Bunk Suite): The ultimate flex space. Purpose-built to sleep 4, it features a sturdy bunk bed plus two Twin XL beds, perfect for kids, teens, or adults needing extra legroom.brbrPrime Walk-to-Everything Location:brForget the stress of Cape Cod traffic. You are truly steps away from:brbrMain Street: Chatham’s iconic shops, fine dining, and local bakeries.brbrAdventure: Directly adjacent to the legendary Bike Path (Bike rentals are just a stroll away!).brbrConvenience: Grocery stores and pharmacies are within a 5-minute walk.brbrThoughtful Touches:brWe pride ourselves on an impeccably clean home. You'll find the pantry and baths thoughtfully stocked with the essentials so you can start your vacation the moment you walk through the door.

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Sleeps

Exceptional(2)

$507.41

/ Nightly

Private Vacation Home

Cozy Chatham home with privacy and nautical decor

Chatham, Massachusetts, United States

Retreat to the heart of Cape Cod in this restored Cape salt box cottage with 2 bedrooms, offering 1 queen and 2 twins. Starry Hill Cottage combines elements of old Cape Cod with modern finishes and decor. Located atop a grassy hill and set back from the road, this property offers privacy and includes a fully stocked kitchen, light-filled spaces, cottage gardens, outdoor shower, barbecue grill, central AC, WiFi, Smart TV, and an outdoor deck suitable for enjoying morning coffee. Whether you want to relax surrounded by heritage oaks and maples, spend time in town, or visit the beaches, Starry Hill is conveniently situated. The location is a five-minute drive from Main Street Chatham, which has dining, shopping, coffee and wine bars, and access to Route 28 for coastal drives up to Orleans and the Upper Cape. Within less than five minutes' drive you will find beaches, trailheads, swimming ponds, and more. Dog Friendly! 1 dog allowed. Ask your agent for details. This home comes with a Welcome Bag: a reusable tote filled with paper and cleaning supplies compliments of the owner. Call Chatham Rentals today!

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Sleeps

Exceptional(44)

$433.98

/ Nightly

Private Vacation Home

Great Location Outdoor Space Dog Friendly

Chatham, Massachusetts, United States

Summary:brbr16601 - The Salty Seashell: Great Location Outdoor Space Dog FriendlybrbrbrbrThe Space:brbrSet in Chatham, this well-appointed Cape Cod home offers an easy, comfortable base for classic Cape days—from morning walks to Hey Joe & Jam for coffee, to afternoons at Harding’s Beach or Oyster Pond, and evenings spent back at home unwinding together. With classic details and practical amenities, it’s a place that feels relaxed from the moment you arrive.brbrThe main living and dining areas feature wide-plank pine hardwood floors and a flat-screen TV, perfect for winding down after a day at the beach or watching a game at Veterans Field. The fully equipped galley kitchen includes a gas stove, dishwasher, and large side-by-side refrigerator—ideal for everything from quick breakfasts or family dinners.brbrOn the main floor, you’ll find a bedroom with a queen bed along with a full bathroom. Upstairs, two additional bedrooms—one with a queen bed and a twin with a trundle (2 twin beds), the other with a queen bed and a twin bed—share a comfortable loft area with new furniture that works well as a secondary lounge or kids’ hangout. The private primary suite, located on the second floor above the garage, is accessed from within the home via its own staircase and features a king bed and an updated en suite full bathroom.brbrOutside, the backyard offers space to relax and play, with a fire pit and Adirondack chairs set up for easy evenings outdoors—perhaps after ice cream at Kream & Kone or a sunset walk around town. Sliding glass doors from the kitchen and dining area lead to the deck and adjacent patio, creating a convenient flow for grilling, outdoor meals, or stepping outside with your morning coffee. A ping-pong table in the basement adds indoor entertainment for rainy days or active evenings.brbrWhether you’re staying close to home or heading out to explore everything Chatham has to offer, this is the perfect place to settle in.brbrHome Details: br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 10br-2 floorsbrBedroomsbr-Total 4br-1st Floor Bedroom 1: 1 Queen Bedbr-2nd Floor Master Bedroom: 1 King Bed w/ en suite Full Bathroombr-2nd Floor Bedroom 1: 1 Queen Bed and 1 Twin Bed w/ Trundle (2 Twins)br-2nd Floor Bedroom 2: 1 Queen Bed and 1 Twin BedbrBathroomsbr-Total 3br-1st Floor: Full Bathroom w/ Showerbr-2nd Floor: Full Bathroom w/ Shower/Tub combobr-2nd Floor: Full Bathroom w/ Shower/Tub combo (en suite King Bedroom)brOther Amenitiesbr-WiFibr-TVbr-Central A/Cbr-Washer/Dryerbr-Indoor Fireplace NOT for guest use (fines remitted)br-Gas grillbr-Outdoor showerbr-Fire Pit (wood)br-Private yardbr-Ping Pong Table in Basementbr-Minutes to the beachbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 3 cars maximumbrC0423810550brbrbrbrThe Neighborhood:brbrOceanside

Bed

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Sleeps

Exceptional(1)

$606.36

/ Nightly

Private Vacation Home

Enjoy Classic Chatham Charm and Easy Stroll to Downtown!

Chatham, Massachusetts, United States

brbrClassic Chatham home, recently remodeled, located in the heart of the village and just steps to Mill Pond! It features comfortable furnishings, and a completely renovated kitchen with sparkling appliances and renovated bathrooms. Enjoy what Chatham has to offer from the best location in town. Walk to Lighthouse Beach for a gorgeous day at the beach, and take advantage of the many upscale restaurants on Main Street. Relax on the front porch after a long day at the beach or boating on Mill Pond and then it is a quick stroll for shopping at some of the finest stores on Cape Cod. This rental is perfect for the smaller family looking to experience the best of Chatham!brbrbr5 A/C Units, Gas Grill, Enclosed Outdoor Shower, Wireless Internet and 1 TV in Living Room

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Sleeps

Exceptional(59)

$872.43

/ Nightly

Private Vacation Home

Steps to Chatham Center & Lighthouse Beach - charming home with central AC

Chatham, Massachusetts, United States

Steps from Chatham Center and a short walk to Lighthouse Beach, our home is the perfect spot for families and couples looking to enjoy all that Chatham has to offer. brbrWith three bedrooms and four full bathrooms, our centrally air-conditioned home comfortably sleeps six people. The house has two living room areas - with plenty of space to spread out, play games, read a good book or watch the large flat screen TV. The kitchen has a granite counter breakfast bar and dining table. It is fully equipped for all your needs with new stainless steel appliances, drip coffee maker, keurig, toaster, blender, lobster pot and outdoor grill. brbrA lovely sunroom dining area is the perfect space for family meals. A backyard patio and second floor deck provide additional space for relaxing in the sunshine and enjoying the Cape Cod sea air. An outdoor shower is conveniently located outside the side entrance to the home.brbrThe primary bedroom (king bed), two full bathrooms and laundry room are on the first floor, with two additional bedrooms (one queen, two twins) and two full bathrooms on the second floor. There are flat screen TVs in the living room and in the primary bedroom. Free WiFi is also provided for our guests.brbrJust steps from town, guests can enjoy all that Chatham Center has to offer without getting in the car. Shops, art galleries, bookstores, parks, cafes and restaurants - and so much more!brbrA very short walk away from town, guests will find Lighthouse Beach - a beautiful Cape Cod beach and lighthouse that are not to be missed.brbrLinens (bed sheets and bath towels) are included. Six beach towels will also be included for your convenience. brbrParking is available for maximum of three cars. No smoking of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.

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Sleeps

Exceptional(4)

Select Dates for Price

Private Vacation Home

Awesome Location! Right on the Chatham Loop, Perfect for Long Walks!

Chatham, Massachusetts, United States

Awesome Location! Right on the Chatham Loop, it is Perfect for Long Walks!brThis 4-bedroom Cape House is close to town and beaches with great outdoor spaces, & views over conservation woodlands. Access to Chatham's Downtown shops, galleries, and restaurants is a short stroll away. Oyster Pond Beach (no beach parking sticker required) is also a short distance away and is a great swimming hole, especially for young kids, with lifeguards, and excellent restrooms. The majestic Chatham Light and the picturesque Atlantic-facing sands of Lighthouse Beach are about 1 mile from the doorstep of this vacation rental home. Entertain with friends and family with this great room (kitchen, dining, and living) concept. On cool summer nights enjoy cocktails in the bug-free three-season screened-in sun-room too...this home is well-outfitted for any summer stay!

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Sleeps

Exceptional(14)

$556.19

/ Nightly

Private Vacation Home

Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball

Chatham, Massachusetts, United States

Renovated year round 4 bedroom house with bonus office/bunk room with central AC, walking distance to downtown Chatham. Beautifully decorated for your Cape Cod beach vacation with extended family or friends. Excellent setup for families with kids with bunk beds and playroom in lower level. Enjoy the back deck and grill overlooking beautifully landscaped private yard and gardens with new outdoor shower (seasonal). Walk or quick drive to top rated, popular restaurants (Del Mar, Red Nun, Chatham Squire), markets (Village Market and CVS), shops (too many to name!) and picturesque beaches in every direction (closest to Oyster Pond). Street has direct access to the Cape Cod Rail Trail, Bike Path and tennis/pickleball courts. Linens now included!brbrThe Space:brBright, airy living/dining space opens to updated, well-appointed kitchen with brand-new stainless-steel appliances and white cabinets. Living room has electric fireplace, Smart TV (Roku) and high-speed internet connectivity.brMain level has master bedroom with king bed and master half bathroom, corner bedroom with queen bed and third bedroom with another queen bed and small desk. This level also has a full bathroom with tub.brLower level has playroom/game room with seating area, futon for one person and another Smart TV. There is also bonus room with bunk beds for kids or this room can be used as an office. There is a washer dryer and garage for storing beach gear and bikes.brThere is a large deck with dining table and landscaped, private backyard with outdoor shower. brHouse has parking for up to 3 cars and is on a quiet, peaceful street very close to everything Chatham has to offer! Enjoy the Chatham Fish Pier, Lighthouse, 4th of July parade, Chatham A’s baseball games, band concerts or First Night fireworks. Close to Chatham Bars Inn (1.8 miles) or the Wequassett Resort and Golf Club (3.4 miles).brThings to Note:brPillows and comforters are provided for every bed. brNew for 2025! We are excited to include linens provided by Chatham Concierge for your comfort and convenience. Enjoy hotel-quality, high thread count luxury sheets and towels, all professionally cleaned using hypoallergenic, eco-friendly organic products. The linens are processed locally using the most energy-efficient laundry equipment available. Bed making is included as part of the cleaning fee, and we also provide beach towels in season for your enjoyment.brSorry, no pets are allowed.

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Exceptional(86)

$791.62

/ Nightly

Private Vacation Home

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham, Massachusetts, United States

STEPS FROM OYSTER POND, SHORT WALK TO TOWN AND CAPE LEAGUE BASEBALL GAMES! This truly is a unique beach house in an exclusive and quiet location just steps from Oyster Pond. Property is very clean and bright and well maintained. This 3-bedroom, 2-bath home with open floor plan, cathedral ceilings and finished basement is located on a quiet lane and is just 9/10's of a mile to the Chatham Angler's ball-field, and just a bit farther to beaches and downtown. Air conditioning, wireless internet access, first floor laundry, enclosed outdoor shower, SoloStove patio with Adirondack chairs, and Weber gas grill. Master king bedroom has private bath and balcony.br* Bed Linens Providedbr* Bath and Beach Towels Provided for Conveniencebr* Beach Chairs, Coolers, etc. Provided for Convenience

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Exceptional(20)

$486.91

/ Nightly

Private Vacation Home

Short Walk to Beach From Clean, Beautiful 3BR/2BA Home!

Chatham, Massachusetts, United States

Pretty, completely renovated 3BR home on quiet cul de sac, located w/in a 5-10 minute stroll to beautiful, family-friendly Ridgevale Beach. Wireless Internet/TV/phone w/movie channels. Great kitchen w/all appliances & cooking tools incl. Lg. new deck overlooks treed conservation land. Huge bedrooms w/newer, comfortable, clean beds, sitting chairs, & all linens incl.; 2 queen beds, 2 twin beds. Sleeps 6. Washer/dryer avail. Central A/C. Drive 5 minutes to charming Chatham Square for great shopping, ice cream, coffee and restaurant delights. Enjoy early a.m. or p.m. walks filled with amazing sunrises/ sunsets, salty air smells, and brilliant views! Close to bike path, beautiful beaches, golf courses, nature trails & many local Cape Cod activities. See the stars, smell the salt air, and taste the best foods the Cape has to offer. Feel the gentle ocean breezes on your face, and say to yourself, “I am so grateful I chose Ridgevale Heights!'brbrbr8 minute Walk to Ridgevale Beach: Ridgevale Ave is the main road to Ridgevale Beach, and Shannon Lane is located off of Ridgevale Ave. conveniently south of Rte 28, which means there are no busy streets to cross over in order to walk to the beach. The beach is just under .5 miles from our home, which takes about 10 minutes to walk on average. It's a pleasant neighborhood filled with pretty homes. Popular for families, Ridgevale Beach is unique in that there is an inlet where children can swim and play in more shallow water. Adults can enjoy swimming in the Atlantic ocean opposite this inlet. There is lifeguard patrol, as well as outdoor bathroom facilities, a small snack diner and public parking managed by the town. This beach is beautiful, with sandy shorelines and ample shoreline space for short walks along the beachfront.brbrOur home is also within a 3 miles of a few other beautiful Chatham Beaches, accessible by car: Forest Beach, Hardings Beach and Cockle Cove. Small fresh water ponds are also nearby.brbrPlease note that reservation requests during peak season (June, July and August) must be from Saturday(s) to Saturday(s).

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Exceptional(40)

$801.15

/ Nightly

Private Vacation Home

Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!

Chatham, Massachusetts, United States

Cozy and quiet 3 bedroom, 2 bath Cape style home with an expansive, beautifully landscaped yard…the largest in the area. You'll enjoy picturesque views of the water, easy access to the beach, and a large, 2-level deck for relaxing, grilling and entertaining as well as a custom outdoor shower built over a bluestone floor. Located in a quiet residential neighborhood with almost no traffic, you are minutes away from the beach, downtown, the Cape Cod bike path, Harwichport and some of the top rated restaurants on the Cape.

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Sleeps

Exceptional(1)

$1951.01

/ Nightly

Private Vacation Home

Enjoy a Cape Cod beach vacation on the beach in picturesque Chatham.

Chatham, Massachusetts, United States

Have the vacation of your dreams in this oceanfront beach cottage with beautiful water views, located on Morris Island in Chaham Cape Cod. Brand new construction with spectacular interiors. Includes a fully appointed kitchen and wrap-around deck. The master has a king bed and there are two twin beds in the second bedroom as well as two twin beds in the den.brbrTown of Chatham permit STR-322.

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$1119.16

/ Nightly

Private Vacation Home

Do Not Use This Version: Lovers Lake

Chatham, Massachusetts, United States

Discover the perfect blend of family adventure and serene “work-from-home” luxury at this stunning 3,100 sq. ft. Lovers Lake retreat—a private waterfront home created for relaxed mornings, shared meals, and time well spent together. Completely renovated with a modern coastal aesthetic, this one-floor living home offers beautiful water views from every room and a peaceful setting designed for relaxation and connection.brbrTHE LOVERS LAKE EXPERIENCE brLocated on a quiet, private community lake, the water truly becomes your backyard. Lovers Lake is a freshwater, non-motorized lake, ideal for swimming, paddling, and enjoying nature without the noise or crowds of public beaches. Morning swims, paddle outings, and peaceful afternoons by the water make it easy to settle into a slower, more relaxed rhythm.br• Private Dock: Step directly from the lawn onto your private dock for a morning swim in the clear, calm waters. br• Lake Adventures: Explore the shoreline with the provided paddleboat, canoe, and stand-up paddleboard (SUP). br• Privacy: Set on nearly an acre of secluded land, the home feels worlds away from the bustle while remaining just minutes from downtown Chatham.brbrSPACE FOR THE WHOLE FAMILY brWith 4 spacious bedrooms and 3 full bathrooms—plus an outdoor shower—there’s plenty of space for everyone to spread out comfortably.br• Primary Suite: A private retreat featuring a soaking tub and a separate walk-in shower. br• The “Windmill” Family Room: A favorite with kids—this separate circular wing is perfect for movie nights, games, and cozy downtime. br• The Living Room: The main adult gathering space, furnished with high-end seating and equipped with a Bose SoundDock and FM radios to set a relaxed mood. br• Chef’s Kitchen: Well-equipped for family meals, with cookware, dishware, glassware, and a Keurig for morning coffee. The dining table comfortably seats eight.brbrDEDICATED REMOTE WORKSPACES brDesigned with today’s travelers in mind, the home includes two quiet, dedicated workstations, thoughtfully positioned away from the main living areas.br• Tech-Ready: One workstation includes an external monitor. br• Connectivity: Powered by T-Mobile 5G Internet, providing reliable speeds for video calls, streaming, and remote work.brbrOUTDOOR LIVING & EVENINGS brThe expansive mahogany deck is an outdoor oasis. Grill your favorites on the gas BBQ and dine al fresco at the large patio table. In the evening, enjoy the calm Cape Cod atmosphere at the outdoor fire pit—perfect for quiet conversation, stargazing, and unwinding together after a full day on the lake.brbrESSENTIAL DETAILS br• Configuration: 4 Bedrooms / 3 Bathrooms (one-floor living) br• Rental Schedule: Saturday-to-Saturday weekly rental br• Linens: Optional linen package available for your convenience br• Management: Professionally managed locally, with many families returning year after year. brLovingly maintained and thoughtfully updated over many years, this home has welcomed returning families season after season.

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Exceptional(55)

$419.65

/ Nightly

Private Vacation Home

Beautiful Retreat / Hot tub/ Walk to Ridgevale Beach

Chatham, Massachusetts, United States

Lovely, sun-filled, completely renovated, 4 bedroom 2 full bath house located within walking distance to beautiful, kid-friendly Ridgevale Beach. This comfortable home features a private expansive deck with seating for 10, Outdoor shower, relaxing hot tub, heated bathroom floors, brick wood-burning fireplace, a/c units in all bedrooms, beautifully landscaped grounds, and exquisite New England décor.brThis picturesque kid and pet friendly home promises a charming and relaxing year-round stay.

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Exceptional(9)

$2362.78

/ Nightly

Private Vacation Home

The Barn at Chatham Oaks

Chatham, Massachusetts, United States

Experience the ultimate getaway at this stunning 7-bedroom retreat, just a mile from Cape Cod’s pristine beaches. Enjoy a top-rated gourmet kitchen, a charming renovated barn, and a Catina Pool Bar perfect for poolside relaxation. With a sparkling pool and a soothing sauna, this home offers the perfect blend of elegance and comfort. This property is ideal for family vacations, group getaways, and special celebrations. Book now brbrNo events allowed. brbrFeel free to reach out with anything you need.brbrOur home is perfectly situated for you to experience the best of Cape Cod. Pristine beaches are just a mile away, offering easy access to sun, sand, and surf.brbrFor outdoor enthusiasts, the Cape Cod Rail Trail is directly across the street, ideal for scenic bike rides and walks. You can also catch a Chatham A's baseball game, with the field located just five minutes up the road.brbrGetting AroundbrA car is recommended for exploring the wider Cape Cod area, and the property offers ample parking. Biking is also a fantastic way to get around locally, with the convenient rail trail right at your doorstep.brbrYou will have private access to the entire property, including the main house, barn, pool, hot tub, and grounds. Entry is seamless with a secure door code, which will be provided to you before your arrival.brbrWelcome to Coastal Bliss, your ultimate 7-bedroom Cape Cod retreat, recently featured for its style and entertainment value on Season 3 of CBS’s Staycation! Perfect for family vacations and group getaways, our property offers a stunning blend of coastal luxury and comfort.brbrInside the main house, unleash your inner chef in the gourmet eat-in kitchen, named one of the top kitchens on Cape Cod by WNAV. The home also features a dedicated workspace for those needing to stay connected during their getaway.brbrDiscover the unique charm of the renovated barn, a separate space with vaulted wood ceilings, a cozy sectional sofa, and its own kitchenette—perfect for quiet moments or small group gatherings. For entertainment, the lower-level 'Cantina' game room comes complete with a bar, a ping pong table, and direct walk-out access to the pool deck.brbrStep outside to your private oasis. Dive into the sparkling pool, mix cocktails at the Catina Pool Bar, or unwind in the private hot tub. For ultimate relaxation, soothe your muscles in the luxurious, wood-paneled sauna. Our home is proudly pet-friendly, so your furry family members are welcome to join the vacation.brbrAccommodations With 7 beautifully appointed bedrooms, our property provides comfort and tranquility for your entire group.brbrMain House:brBedroom 1: King bed with en-suite bathroombrBedroom 2: Twin-over-twin bunk bedbrBedroom 3: Twin-over-twin bunk bedbrBedroom 4: Two (2) full bedsbrBarn:brBedroom 5: Queen bed (first floor)brBedroom 6: Full bedbrBedroom 7: Full bed

Bed

Bath

Sleeps

Exceptional(1)

Select Dates for Price

Private Vacation Home

Charming ranch on quiet road.

Chatham, Massachusetts, United States

This sunny, cozy Cape-style ranch is a short driving distance to both Harding's and Oyster Pond beaches and the quaint village of Chatham. This charming home has easy one level living with a queen master bedroom and a guest bedroom with two twins. Each bedroom has a window a/c unit and WiFi. Enjoy sipping your coffee on the sunny deck, and rinse off the sand from the beach in the great outdoor shower. Welcome bag included compliments of the owner-reusable bag filled with cleaning and paper products. A perfect spot for your family's vacation! Call us at Chatham Rentals and let us help you plan your stay.

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Sleeps

Exceptional(85)

$558.45

/ Nightly

Private Vacation Home

PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!

Chatham, Massachusetts, United States

Check in to this beautifully renovated West Chatham ranch, located south of 28 on a quiet cul-de-sac perfect for families to relax and unwind after a day at one of Chatham's many pristine beaches. Located 1 mile from Ridgevale Beach and walking distance to many of the local amenities, restaurants, and shops. The bike rail trail entry is .2 miles away and 2 miles from downtown Chatham. brbrThe open concept home features vaulted ceilings and a fully equip stainless steel/granite kitchen with 4 seat breakfast bar. The patio hosts a Weber gas grill with a large table for 6 plus two loungers. The dining room table seats 4 with a leaf for 6. brbrThe home offers a king bed in the master bedroom with an ensuite. There are two extra bedrooms, one with a queen bed and the other with a full/twin bunk bed and trundle. brbrA partially finished basement with sectional, wall-mounted flat screen, office, and laundry room allows for a separate living area. brbrNote: Linens and towels are not provided, but are available for rental locally with delivery included. Or, we can provide linens for an additional fee.brbrAmenities include:br- wifi by Xfinitybr- central ACbr- cable television by Xfinitybr- Keurig coffee makerbr- 4 smart tv's (1 master bd, 1 guest bed, family room, basement)br- pack-n-playbr- high chair & booster seatbr- outdoor shower/changing areabr- washer/dryerbr- dishwasherbr- weber 4 burner gas grillbr- patio table (seats 6)br- 2 loungersbr- garagebr- coolers, bikes, beach toys, umbrellas, and chairs to bring to the beach

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$1688.25

/ Nightly

Private Vacation Home

Great Location Steps to Chatham Lighthouse & Town

Chatham, Massachusetts, United States

brbrPRICE RECENTLY REDUCED BY $2500! brStunning four-bedroom home located in the heart of Chatham...tucked away in the Old Village section of town, you can walk to everything! brbrAll that downtown Chatham has to offer, including the shops, ice cream, restaurants, and the summertime Friday Night Band Concerts, are only about a 1/2 mile stroll down picturesque Main Street. Take a short walk in the opposite direction, and find yourself right at Lighthouse Beach...the best of both worlds! This gorgeous home offers a spacious open floor plan on the main floor, with new living room furniture, that opens up to a large deck and screened-in porch, great for a bug-free evening. It features a Queen en-suite primary on the first floor and an en-suite King bedroom on the 2nd floor. The second-floor en-suite bedroom also has a Twin Trundle, and there are two more bedrooms and a full bath. Downstairs in the lower level, you will find more living space and two bunk beds, perfect for the kids, as well as another full bathroom. Take advantage of the huge backyard, with plenty of room for outdoor games and lounging in the sun after a busy day. This is the spot for you!

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Sleeps

Exceptional(14)

$452.36

/ Nightly

Private Vacation Home

Sun Room Beaches and Dog Welcome!

Chatham, Massachusetts, United States

Summary:brbr16649 - Sunny Skies: Sun Room Beaches and Dog Welcome!brbrbrbrThe Space:brbrFrom your doorstep, take a stroll, bike ride, or a 3 minute car ride down to Forest Beach to enjoy some of the most beautiful white sand on Cape Cod! This location is a prime spot for beach hopping; Cockle Cove, Hardings Beach, Forest Beach, Ridgevale Beach, and Red River Beach are all under 10 minutes from the home, so you’ll never run out of spots to relax in the sun. Access to the Cape Cod Rail Trail bike path is right next to the home, and just a minute or two ride will bring you to Short and Sweet for some delicious ice cream, no need to find parking. If you’re seeking something more substantial, Mom & Pops Burgers, an amazing lunch & dinner option is just down the street as well. Visit downtown Chatham, or Harwich Port, both nearby for all your shopping and activities.br br Entering the home, you’ll find a sun-drenched living area/dining area separated by stairs leading to the second floor. Behind the stairwell is the kitchen, with an eat-in option, and doorway opening to the dining area for easy serving. The hallway on the first floor has a full bathroom and leads to a bedroom with a queen-size bed. Upstairs offers an additional bathroom, and two more bedrooms, one with a queen-size bed, and the other with two twin beds - perfect for the kids. A newly added sunroom allows you to enjoy summer nights bug-free and comfortable, the perfect place to relax during your Cape stay. brbrOutside, a large backyard has plenty of space to play and enjoy the outdoors, and the end of this road is very quiet and peaceful. The location of this home is fantastic and is a great option for visiting two different towns very close together (Chatham and Harwich). The access to the bike path and several gorgeous beaches provides ample options to explore and enjoy everything Cape Cod has to offer!brbrbrHome Details:brbr-Dogs Welcomed (w/fee of $45/night per dog)brbr-Sleeps 6brbr-2 Floorsbrbr-1st Floor Master Bedroom: 1 Queen Bedbrbr-2nd Floor Bedroom #1: 1 Queen Bedbrbr-2nd Floor Bedroom #2: 2 Twin BedsbrBathroomsbr-Total: 2br-1st Floor: Full Bath w/ Showerbr-2nd Floor: Full Bath w/ Showerbr-Central AC (1st Floor)br-Window A/C Units in Bedroomsbrbr-WiFibrbr-Smart TVbrbr-Cablebrbr-Washer/Dryer in Basementbrbr-Walk to Bike Pathbr-Private Yard w/ Lawn Furniturebr-Propane Grillbr-Beach Chairsbr-1 Mile to the Beachesbr-1/2 Mile to Restaurantsbr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0404140550brbrbrbrThe Neighborhood:brbrOceanside

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Bath

Sleeps

Exceptional(43)

$1793.05

/ Nightly

Private Vacation Home

Chatham Loop/Stage Neck/5 Bed/6 Bath

Chatham, Massachusetts, United States

https://wavefront-media-co.aryeo.com/sites/78-moonpenny-ln-chatham-ma-02633-18231472/brandedbrbrWelcome to Over The Moon located in the heart of Chatham's Gold Coast just off Stage Harbor.brbrWhen it comes to location, your search ends here.brbrNewly renovated for 2025. What makes this home the ultimate luxury experience A 2000+ SF patio/pool/outdoor kitchen/fire pit/dining area/lounge area and more. From this convenient address you can take your kayak out for a trip up the Oyster Pond River, you can paddle board out to Stage Harbor and you can bike into quaint Chatham center. The home has deeded beach rights to Stage Harbor. Walkers will find the thirty-minute stroll to town scenic and easy; the majority of the trip has sidewalks. We are just off ''The Loop'' which is a 3-mile walking/running loop in Chatham.brbrThe estate is located on quiet dead-end street tucked off of Stage Neck Road. The kitchen features a chef's six-burner gas stove, a nine-foot island and every accessory one could ask for. Wrapping around the opposite side of the kitchen is the dining area with seating for six to eight people. This large room opens to a living space with sitting area featuring a wood burning fireplace and television. Directly off the opposite side of the kitchen is additional den with more areas to lounge and double French doors leading to the front patio with a large sectional couch..brbrThere are three master suites. The first bedroom is located off the main living room and features a king-sized bed, half vaulted ceilings, and private master suite bath. There is also a private sitting area in the back yard located just off the hallway to the master suite. The newest addition to the home has first-floor master suite with a king bed & twin trundle bed in a bonus room. Upstairs is a large master suite with a couch & Juliet Deck overlooking the back yard. A large bath with a skylight shower gives you the feel of a sun-drenched outdoor shower. There is also a large walk-in closet that can be used as a home office if you need to have a working vacation.brbrThere are two bedrooms & a full bath located on the second floor of the main section of the home. You will find a center bath, a bedroom to your right with a queen bed and kids room to your left with 3 twin beds.brbrThere is a finished basement with a sectional couch, TV, bar area, ice maker, half bath and laundry. A great space for the kids to play.brbrOn the grounds of the home you will find a large and expansive yard and pool area. Of course, no cape house is complete without an outdoor shower!brbrWe do have some toys, beach items and other necessities of summer, so please inquire about anything specific.brbrWelcome to Chatham!

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