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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Guest favourite
A spacious living area features a light grey sectional sofa adorned with blue and white throw pillows. A rustic wooden coffee table is positioned on a woven rug, while an entertainment unit holds a television. Natural light fills the room through two large windows.
Apartment in Provincetown
5 out of 5 average rating, 107 reviews

PTown Harbor & Beach Side 1 Br Condo & Deck!

Recently renovated in 2019 and located in the heart of Provincetown our large 1 bed condo is just a 7 min walk from the ferry and right by most parking lots. Bright & open space, clean lines in the kitchen/living room, with very large bedroom and true full sized bathroom. We have an exclusive use, furnished large deck with gorgeous bay views of MacMillan Pier and even the Monument. Working from home? We have a dedicated setup. There's direct access to the beach just steps away via the courtyard!

Top guest favourite
Tiny home in Wellfleet
4.98 out of 5 average rating, 362 reviews

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

Top guest favourite
Flat in Provincetown
5 out of 5 average rating, 22 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.

Top guest favourite
An open living area is highlighted by vaulted ceilings and large windows that allow natural light to illuminate the space. A comfortable seating arrangement faces a coffee table, while a dining area with bar stools is situated near the kitchen. A spiral staircase leads to the upper level.
Guest suite in Plymouth
4.95 out of 5 average rating, 114 reviews

Manomet Boathouse Station #31

The Boathouse was a part of the Manomet Coast Guard Station on Manomet Point. When the station was decommissioned and eventually dismantled, the Boathouse was moved and attached to our home as a separate space. Guests will have full and private access to this beautiful and spacious 1,800 square foot home with 11 foot vaulted ceilings and antique southern exposure windows. The open first floor has a living room, kitchen, pool table and bathroom. A spiral staircase leads to the bedroom.

Top guest favourite
The exterior of a spacious house is shown, featuring a large front porch with a gentle slope and decorative flowers. An attached garage is visible, and the well-manicured lawn surrounds the property. A private gravel driveway leads to the entrance, shaded by trees under a clear blue sky.
Guest suite in Chatham
4.99 out of 5 average rating, 132 reviews

Spacious Moonhouse Studio - Chatham

Spacious studio apartment located above attached garage, with separate entrance and a relaxing private outdoor space. Perfect retreat for 1-2 people. Property is quietly situated off of a private road. Located one half mile from Ridgevale Beach along Nantucket Sound, also including nearby bike trail access. Short drive to Schoolhouse Pond, three miles from downtown Chatham. Three miles from popular Chatham Bars Inn and the Wychmere Beach Club Generally, a three night minimum.

Guest favourite
The interior features a wooden wall with a triangular peak highlighted by a small window, allowing natural light to filter through. A pendant light hangs from the ceiling, complementing the rustic aesthetics of the space.
Guest house in Edgartown
4.91 out of 5 average rating, 104 reviews

Martha’s Vineyard Cottage - A Glamping Experience!

This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

Top guest favourite
Flat in Sagamore Beach
4.98 out of 5 average rating, 123 reviews

Cape Cod Canal Home

Enjoy a getaway in our renovated 2 bedroom apartment on the 2nd floor with air conditioning and front balcony overlooking the Canal in Sagamore Beach. Beautiful, relaxing view with lots of boats and ships passing by. Steps to the Cape Cod Canal Bikeway for biking, walking and fishing. Two miles to Scusset Beach, 15 minutes to Historic Plymouth. Great location for easy day trips to Boston, Provincetown, Hyannis, beaches and more. Perfect for 2 couples or a family of five.

Guest favourite
Home in Plymouth
4.96 out of 5 average rating, 25 reviews

Amazing Water views! Ocean front, HotTub & More!

Wake up to breathtaking ocean views at this stunning Bay Shore Drive retreat in Plymouth! This coastal home combines modern comfort with seaside charm featuring ensuite baths, a gourmet kitchen, fun indoor entertainment, and oceanfront amenities like a hot tub and fire pit. Just minutes from beaches, dining, and historic attractions, it’s the perfect getaway for families or friends. Long Beach - 5 min Plymouth Rock & Mayflower II-10min. Downtown Plymouth Waterfront-10min.

Guest favourite
Cottage in Dennis
4.86 out of 5 average rating, 585 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

Guest favourite
Flat in Provincetown
4.98 out of 5 average rating, 53 reviews

Waterfront Loft 1BR | Bayfront Deck + Beach Access

One of the best views of the Provincetown bay in this charming 3rd floor one bedroom loft right on the water! Located in the peaceful East End gallery district of town. This 3rd floor walkup is located on Commercial St’s bay side. Featuring a beach access, a large private waterfront deck, a shared beach deck, and lounge chairs. This is your perfect Ptown on the water getaway! There are other units available in this house. Link below!

Guest favourite
A charming cottage exterior is visible, featuring classic Cape Cod design elements. A brick walkway leads to a welcoming front door, surrounded by vibrant flowering plants and meticulously maintained greenery. Bright sunlight enhances the inviting appearance of the property.
Home in Provincetown
4.97 out of 5 average rating, 33 reviews

Sunny Beachfront Condo w/ Parking - Ptown West End

Welcome to our charming beachside retreat on Commercial Street in Provincetown! Discover the perfect blend of historic charm and modern comforts at our delightful waterfront cottage condominium in Provincetown's historic West End. This unique and picturesque home in the renowned Delft Haven beachfront association is ideal for a romantic getaway, a solo retreat, remote work, or a fun-filled adventure with friends.

Top guest favourite
A shaded patio area is framed by a white pergola adorned with blooming wisteria. A wicker loveseat with floral cushions and a matching lounge chair are positioned along the paved surface, creating a relaxing outdoor space surrounded by greenery.
Guest house in Yarmouth
4.97 out of 5 average rating, 230 reviews

“The Pink Cottage” in Historic South Yarmouth

“The Pink Cottage” is a charming one-bedroom private building nestled into a beautiful historic property in South Yarmouth. Enter through the pergola patio, enjoy a spacious living space with dining and kitchen area. The one-bedroom with large closet is comfortably outfitted with all linen necessities, full bath with stand-up shower. Outdoor shower just off the patio, grill and more! Very quiet and private.

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