House vacation rentals in Chilmark

4.87 out of 5 average rating, 150 reviews

A spacious living area is showcased with light-toned hardwood floors and ample natural light from large glass doors. Comfortable seating arrangements include a soft gray sofa and wooden dining chairs around a simple table. Coastal decor enhances the relaxed atmosphere, complemented by a mounted flat screen TV.

Home in Hyannis Port

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

4.75 out of 5 average rating, 4 reviews

A serene view of two houses surrounded by trees on a gravel pathway. The larger house features a stone exterior and a sloped roof, while the guest house, attached to a two-car garage, showcases a light-colored facade, creating a peaceful atmosphere in the natural setting.

Home in Falmouth

NEW! 2 Houses, Main House plus Guest House

Two adjacent, fully renovated, houses! Main house (4 BR / 2 BA) and guest house (2 BR / 1 BA) on 3 serene acres with a privately owned cranberry bog. Let the adult kids have their own space in the guest house. These two houses are listed individually and here as a set. Perfect for large family gatherings, or to spend the summer holiday. Incredibly peaceful setting, 10 minutes from downtown, 10 minutes from Old Silver Beach, and central to everything. Come see this very special property.

4.8 out of 5 average rating, 81 reviews

An open kitchen and dining area features modern appliances and a central island with seating. Sunlight streams through large windows, illuminating the space. Light-colored cabinetry complements the warm wooden flooring, while pendant lighting adds a contemporary touch.

Home in Oak Bluffs

Martha's Vineyard house near Lagoon Pond Beach

Walking distance to Lagoon Pond public beach. New kitchen, 2or3 bedrooms with queen beds, 2-3 baths with showers plus outdoor shower. Sleeping Loft with single bed. Walk or ride a bike to downtown Oak Bluffs. Back yard with sitting area, new covered porch/BBQ. Wifi/AC/laundry. No smoking in house. No pets. Images are a bit dated. The 2nd bathroom has been updated. Before booking, if you have no previous reviews on Airbnb, send us a message introducing yourself and tell us about your trip.

4.98 out of 5 average rating, 120 reviews

Home in Hyannis Port

Beautiful Private Beach House

One of a kind extraordinary waterfront rental. Wake up to the most spectacular views of the Ocean and enjoy watching the sun set over the Kennedy Compound. Build sand castles on your own private beach while watching sail boats set off to Nantucket. This home is quintessential for a family vacation or romantic getaway. Located in central Hyannis Port with easy access to down town dining, shopping, and the Hyannis harbor. PLEASE read our rules and before booking there are important requirements.

4.92 out of 5 average rating, 136 reviews

A light-filled living area features a cozy layout with two soft sofas adorned with decorative pillows. A wood coffee table sits in the center, complemented by a decorative plant. The blue walls and natural light from a skylight enhance the inviting ambiance.

Home in Mashpee

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!

Welcome to our Cape house! Amazing neighborhood & the perfect spot to explore the Cape. Located on fully recreational John's Pond with your private association beach at the end of the street. Large sandy beach, boat launch, float, playground and tennis courts - plus enjoy use of our two kayaks! Just 10 min to South Cape ocean Beach & Mashpee Commons. The house is FULLY updated with hardwoods throughout, AC's, laundry room, front deck with views, private back patio with fire pit and patio.

4.88 out of 5 average rating, 153 reviews

The exterior of the house showcases a wooden facade framed by lush greenery. A large wooden deck extends from the back, furnished with chairs, ideal for relaxation. Sunlight filters through the trees, highlighting the serene outdoor space.

Home in Yarmouth Port

* Walk to the beach - Swiss Beach House! *

Walk to the beach! Less than a 1/2 mile (0.7 km)! Perfect spot for paddle boarding. Paddleboards and gas grill (available in summer). Private European - style house. Rustic charm. Laid-back atmosphere. 3 Bedroom, 2.5 bathroom. Comfortably sleeps 6-7, up to 8. Fire pit. Outdoor shower. Farm table for group dining. Fantastic central Cape Cod location. Natural environment. 15 min. to Hyannis for ferries to Nantucket or Martha's Vineyard. Enjoy something unique. Experience the real Cape Cod.

5 out of 5 average rating, 25 reviews

A cozy living area is furnished with dark gray sofas layered with colorful throws, complemented by a wooden coffee table showcasing a bowl of lemons and books. Natural light streams through the windows, illuminating the adjacent kitchen and vibrant blue cabinetry.

Home in Mattapoisett

Salty by the Sea

Bright and charming home with the perfect gathering space...large, open-concept great room with water view. Ideal location just a few-minutes walk to historic lighthouse, town beach and quaint seaside village! Nearby bike path for scenic coastal rides. New heating and A/C for year-round comfort, outdoor shower and many more amenities. Picture-perfect rental for a quiet getaway or whole-family fun! We hope to welcome you soon!

5 out of 5 average rating, 11 reviews

A bright living area features large glass doors that open to a deck, inviting natural light. Hardwood floors complement a dark leather sofa and a wood coffee table. Nearby, a dining area includes a small table and chairs, creating an open and airy atmosphere.

Home in New Seabury

Dreamy house in the woods. 3bdr/6beds/2.5ba

Welcome to our sun-drenched, newly updated New Seabury getaway with 3+ br, 2.5 baths and an outdoor shower. 15-minute walk/3-minute bike ride to the Spit beach. Short drive or a scenic walk to the Popponesset Inn/Marketplace. Enjoy our big private backyard setup with a hammock, patio and a cozy fire-pit. Relax on our expansive wrap-around deck equipped with a 4-burner Weber grill, dining furniture, and a patio set.

4.9 out of 5 average rating, 48 reviews

A charming yellow house is surrounded by lush greenery and flowering trees. A well-maintained lawn enhances the appearance of the property, while large windows provide natural light. A pathway leads to the entrance, flanked by decorative shrubs.

Home in West Falmouth

Cape Cod's Best Winter Getaway / Hidden Gem

Nestled amidst snow-draped trees, a winter getaway house stands like a hidden gem in a sea of white. Its charming open concept and stone hearth exude a warmth that beckons, a refuge from the biting chill. Inside, the crackle of a glowing fireplace mingles with the scent of pine and hot cocoa. Here, time slows, and the world melts away, leaving only peace, comfort, and the hush of a winter wonderland.

5 out of 5 average rating, 5 reviews

Home in Hyannis Port

Townhouse on the beach, pool, walk to Main St.

Bright and sunny, beautifully furnished townhouse in oceanfront Yachtsman resort in Hyannis. 3 bedrooms, 3 1/2 bath, bonus room on the lower level. Amazing ocean view, private deck. Private beach, meticulously landscaped grounds. Walk to private beach, Hyannis marina, historic Main St. Breathtaking ocean views! Pool is open Memorial day to Labor day and only on weekends in June.

5 out of 5 average rating, 9 reviews

A freshly renovated house is depicted with a well-maintained facade. The exterior features light-colored siding and multiple large windows. A paved driveway leads to the entrance, bordered by a neatly manicured lawn and stone pathway, while a white fence encloses the property.

Home in West Yarmouth

Cape Escape House

Beautiful freshly renovated house . Your family will be close to everything when you stay at this centrally-located place. Short walk to the beach with playground and access to public boat launch ramp. Walk to restaurants, coffee shop, liquor superstore and local shopping plaza. Located on a quiet street with plenty of parking. Fenced in backyard with patio and grill.