Holiday rentals in Cape Cod Bay

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Top-rated holiday rentals in Cape Cod Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A bright and airy living area is presented, featuring modern artwork above a cozy gray sofa. Natural light filters through a window adorned with a bamboo shade. A stylish tripod lamp and a small potted plant add character to the space.
Townhouse in Provincetown
4.97 out of 5 average rating, 112 reviews

The Farmhouse - walk everywhere -2 pkg spots

View the Pilgrim Monument from the upstairs deck, with 2 private decks to choose from. The updated interior serves a modern twist on the traditional farmhouse with a mid-century flair, all showcased under open vaulted ceilings. This townhouse is the right-hand portion of the farmhouse, which has been divided into two townhouses. Lovely open airy vaulted ceilings with plentiful natural light fill the space. Serene yet invigorating. You have TWO private parking spaces to use! The front porch & the two decks in the back are yours exclusively. Shared laundry in basement with one unit. Text us anytime. The Farmhouse is a historic property located on a quiet street right in the center of town. Shop and browse galleries on Commercial Street, and visit the nearby Long Point Light Station. Bike and hike along the Cape Cod Provincelands Trail. We have parking for 2 cars. Many guests park and walk everywhere. Some bring their bikes and or rent them. The town also has pedi-cabs which are fun - and there is also Uber and Lyft. It’s a breeze to get anywhere. Please be advised that the rate you pay/the listed rate, already includes taxes of 5.7% State Tax, 6.0% Local Tax, and 2.75% Cape Cod & Islands Water Pollution Fund Tax

Top guest favourite
Flat in Provincetown
5 out of 5 average rating, 23 reviews

The Explorer’s Retreat • West End Condo, King Bed

Featured in House Beautiful magazine, this West End retreat evokes quiet luxury and refined design. The first-floor sanctuary combines lush gardens, moody green interiors, a king bed with crisp percale linens, a chef’s kitchen, spa-grade Waterworks bath fixtures, Aesop products and a TOTO bidet. Steps from Relish, Sal’s, and Perry’s, and a 9-minute stroll to The Red Inn, this retreat rests in Provincetown’s most coveted West End neighborhood—surrounded by beaches, gardens, and artful dining.

Guest favourite
A spacious living area features a comfortable sofa with decorative pillows, facing large glass doors that open to a deck overlooking the ocean. Soft natural light illuminates the room, while the expansive view highlights the serene blue water and sky.
Home in Plymouth
4.92 out of 5 average rating, 183 reviews

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

Guest favourite
Flat in Bourne
4.88 out of 5 average rating, 8 reviews

Cozy beachside apartment

Only an hour away from Boston, making it easy to plan your visit. Only a 5 minute walk to beautiful Sagamore beach, and easy hopping point if you’d like to go further down Cape Cod. 25 minutes from both Hyannis and Woods Hole to hop on the ferries to Nantucket / Martha’s Vineyard. 5 minute drive to the nearest grocery store and 20 minutes from two hospitals. Feel free to make use of both of my paddle boards or my tandem, two-person kayak, which stays down at the beach in the summer for you!

Top guest favourite
The exterior of the home is surrounded by lush greenery and flowering plants, including vibrant roses and colorful azaleas. A spacious screened porch is visible above the flourishing garden. The manicured lawn adds to the inviting setting of this family beach home.
Home in Plymouth
5 out of 5 average rating, 41 reviews

Ocean view home on Cape Cod Bay

Welcome to this family beach home on a 150-foot cliff with breathtaking views over Cape Cod Bay. This is one of the highest oceanfront locations on the entire East Coast. The airy, open living space has an ocean view, including the kitchen. Relax on the spacious screened porch. Take day trips to Plymouth, Boston, Cape Cod, and the islands. Have a picnic in the private cliff garden, and take in the vast, blue expanse below. This is an incredibly peaceful place, with so much to do nearby.

Top guest favourite
A shared waterfront deck features comfortable seating arranged around a glass-top table, with a panoramic view of the Bay during sunset. The horizon displays a blend of orange, pink, and blue hues, while trees frame the scene, adding depth to the serene coastal environment.
Flat in Provincetown
4.97 out of 5 average rating, 30 reviews

Stunning West End Waterfront Views with Parking

Welcome to this Stunning Waterfront Retreat in Provincetown’s West End! Experience modern coastal luxury in this bright and beautifully appointed second-floor condo. Perfectly located on Commercial Street but facing the water, this pied-à-terre offers sweeping views of the Bay and Long Point Lighthouse, a sun-drenched interior, and unbeatable access to Ptown’s best beaches, dining, and galleries. Step out onto the deck, feel the sea breeze, and let your Provincetown escape begin.

Superhost
A bright living area features large glass doors opening to an expansive view of Cape Cod Bay. Light wood flooring enhances the warmth of the space, furnished with a comfortable white sofa adorned with blue accent pillows and a wooden coffee table.
Cottage in Brewster
4.85 out of 5 average rating, 65 reviews

BeachFront Private Beach Amazing Views WIFI

Sunset Cottage, Amazing Location on a secluded bluff, with fantastic views of Cape Cod bay, Beach front! A/C WIFI Simple Cottage, natural setting, safe quiet clean Beautiful huge Private beach for 3 cottages and the main house. All photos are on the property Desirable Brewster MA on the Bay. Amazing sunset views over the ocean from every room. Full kitchen, large living room, Master Queen bedroom, 2nd queen bedroom (coolgel matress), Long wide private beach. 360 feet long!!

Top guest favourite
The cottage showcases a classic Cape Cod design, framed by greenery and a gravel pathway. A standalone structure is visible with a sloped roof and a front door lined with dark shutters. Sunlight casts a warm glow on the exterior against a clear blue sky.
Home in Dennis
4.93 out of 5 average rating, 321 reviews

Cape Cod Cottage by the Bay!

Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Top guest favourite
A bright living space features white walls and a wooden ceiling with ample natural light. A round coffee table is centered in the room, surrounded by a sofa and wicker chairs. A side table holds a lamp, and a colorful artwork is displayed on the wall, with ocean views visible through windows.
Cottage in Edgartown
5 out of 5 average rating, 12 reviews

Beachfront Cottage w. Yard + Town Access

Welcome to The Mizzen Cottage! Updated 1930's cottage on an ocean front compound on beautiful Chappaquiddick. Complete with a picturesque porch overlooking the outer harbor, side deck, outdoor shower, washer/dryer, dishwasher. Stunning views of the Edgartown lighthouse and Cape Poge. Access to a private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

Guest favourite
The exterior of a charming cottage is depicted, featuring weathered gray shingles and black shutters. A vibrant red door is prominently placed, welcoming guests. Lush greenery surrounds the cottage, with a white lawn chair positioned on the front lawn, creating a pleasant outdoor space.
Cottage in Provincetown
4.91 out of 5 average rating, 333 reviews

Freestanding Studio Cottage West End

Freestanding cottage with loft on quiet street in West End. Centrally located near Mussel Beach Gym, one block from Commercial St., close to Boatslip. Queen size bed and convertible full size futon. Kitchenette, Dishwasher, Washer/Dryer, A/C, Wi-Fi, lawn. Flexible reservation dates not limited to weekly rentals. The place is a well-appointed studio: small but comfortable for one or two guests. No pets allowed. No smoking inside, of *anything*.

Superhost
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in Dennis
4.86 out of 5 average rating, 587 reviews

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Superhost
A bright open concept living area features large windows allowing natural light to fill the space. Comfortable seating is arranged around a coffee table, with views of the waterfront visible through the windows. A dining table with chairs is positioned nearby, enhancing the inviting atmosphere.
Serviced apartment in Plymouth
4.88 out of 5 average rating, 64 reviews

Luxury Ocean View Corner Condo on Plymouth Harbor

1-bedroom condominium located right in the heart of downtown Plymouth on the waterfront. Enjoy an Ocean View overlooking Plymouth Harbor. Located at 150 Water Street, this condo is available starting July 2021! This room is located directly across from Anna's Harborside where you can find live music all weekend long during the summer. This 1-bedroom suite offers a private deck, full kitchen, dining table, tv, full bathroom and more.

Popular amenities for Cape Cod Bay holiday rentals

Frequently Asked Questions

  • Where is Cape Cod Bay located?

    Cape Cod Bay lies between the main body of Cape Cod and mainland Massachusetts, surrounded by sand dunes, beach communities, and maritime landscapes. The bay forms a central feature of Cape Cod’s coastal region.

  • When is the best time to visit Cape Cod Bay?

    Late spring through early fall is often recommended for comfortable temperatures and access to more outdoor activities around Cape Cod Bay. Some visitors appreciate quieter beach walks and bird migrations during the cooler, less crowded seasons.

  • What are some things to do near Cape Cod Bay?

    Around Cape Cod Bay, you can explore coastal trails, sandy beaches, and tidal flats that are often enjoyed for walking, shell collecting, or birdwatching. The area has access to seafood restaurants, maritime history sites, and local art galleries.

  • How is the weather near Cape Cod Bay?

    Winters near Cape Cod Bay are cold, with temperatures between 25–44°F (-4–7°C), while summers tend to be mild and comfortable around 63–76°F (17–24°C). Rainfall spreads throughout the year, so layered clothing and a light waterproof jacket are frequently suggested.

Destinations to explore