Family-friendly vacation rentals in Brewster

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Brewster family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
The exterior of a recently renovated home is shown, featuring a sloped roof and large windows that provide ample natural light. A deck surrounds the house, complemented by landscaped greenery. The setting is open, with a clear blue sky overhead.
Home in Chatham
4.95 out of 5 average rating, 274 reviews

Slate House - a modern waterfront getaway

SydneyRating, 5 stars1 month ago
Staying at Slate House made a good spring break trip even better. Lindsey was an amazing host and was very thoughtful and communicative throughout our entire stay. The house is stunning and has everything you need to spend time with the people you care about most. Looking forward to coming back again soon!
Guest favorite
A deck area features a hot tub with a blue cover, positioned next to a set of glass doors leading to the interior. Weathered wood siding decorates the exterior walls, while sunlight reflects off the deck, creating a serene ambiance.
Home in Eastham
4.99 out of 5 average rating, 80 reviews

The Penney House Retreat/Hot Tub Gardens Peace

KathleenRating, 5 stars8 months ago
The Penny's House is close to all the beaches, great restaurants and the bike path is accessible via the back of the property which we loved. Her house is beautiful and the kitchen was fully stocked with all cookware you needed to make family dinners together. My family was very comfortable with out stay here! Thanks, Kathleen,Jack and family
Superhost
A hot tub filled with clear water is positioned on a wooden deck, with soft lighting provided by string lights above. The exterior of the house is visible in the background, featuring large glass doors leading indoors and an area for outdoor dining.
Home in West Dennis
4.8 out of 5 average rating, 167 reviews

Walk2Beach, HotTub, FirePit, PetsOk

WilliamRating, 5 stars3 weeks ago
Very nice home, amenities were top notch. Definitely a good find if you're looking to stay in the area!
Superhost
Townhouse in Mashpee
5 out of 5 average rating, 3 reviews

4th July week! Cape Cod Townhome

DmitryRating, 5 stars82 months ago
The place is great if you don't mind having to drive to a beach or to town. It's spacious and clean. And Ruth is a great host. She was very responsive.
Guest favorite
The exterior of a multi-level home is shown, featuring large windows and a wrap-around deck. A screened porch is visible on the lower level, while manicured grass surrounds the structure. The sky is clear, providing ample natural light to the setting.
Home in Dennis
4.92 out of 5 average rating, 50 reviews

Cape Cod Lakefront Home

JustinRating, 5 stars7 months ago
Nice private house with lots of bedrooms, a pool and nice grounds. House was very clean. We had a great time with our family. Can walk to a few places in town, but need to get into the car for most. The Dennis beaches were great and just a short drive away. Would recommend this place for families. The house has access to Scargo Lake, which is nice, but it is a bit of a hike down a good-sized hill. Host was nice and responsive to questions.
Top guest favorite
Home in Centerville, Barnstable
4.97 out of 5 average rating, 152 reviews

Luxury House 0.25 mi from Craigville Beach

LaurenRating, 5 stars3 weeks ago
We had a great weekend here. The entire house was very well clean when we arrived. The kitchen had everything we needed and the table was large enough to fit our entire group. We had a great time relaxing in the hot tub and game room. We would definitely recommend and book again.
Guest favorite
A contemporary kitchen features white cabinetry and a spacious island with seating. Modern appliances, including an oven and dishwasher, are visible. Natural light enters through a window, illuminating the marble countertops and the stainless steel range hood, enhancing the kitchen's functionality.
Home in East Falmouth
4.9 out of 5 average rating, 60 reviews

Peaceful waterfront home with dock/ hot tub

ConorRating, 5 stars8 months ago
We stayed at this home with a group of five people and the home fit everyone great. The view from the home of the marsh is beautiful and we spent Saturday hanging out on the dock. It is really peaceful and we had an amazing time. Michele was a pleasure to work with and was very accommodating with being flexible for check in and check out times. Thank you again!

Family- and pet-friendly home rentals

Top guest favorite
The exterior of a Victorian semi-detached home is visible, showcasing a light blue facade, a screened-in porch with large windows, and manicured landscaping. A paved drive leads to a detached garage, while vibrant greenery frames the inviting entrance.
Guest suite in West Dennis
4.93 out of 5 average rating, 137 reviews

*Bass River Victorian Escape* Central A/C*WiFi

ErikaRating, 5 stars7 months ago
We had a wonderful week staying at Melissa and George’s Airbnb. The place was the perfect size for our family, a great place to hang out in between activities and had everything we needed. The screened in porch was heavenly and perfect for drying wet stuff from the beach. Lots of great amenities (chairs, boogie boards, etc) to use as well for our many trips to the beach and nearby lakes. Plenty of games to choose from too. The foosball table in the basement was a nice bonus. The hosts gave helpful recommendations and there was plenty of fun things to do within a short drive. Would highly recommended this place!
Top guest favorite
A shaded backyard space is equipped with outdoor seating arranged around a fire pit. A wooden deck is visible beside a tree adorned with blue lanterns, creating a relaxing environment. The grassy area is well-maintained, providing a comfortable setting for outdoor activities.
Home in Dennis Port
4.92 out of 5 average rating, 378 reviews

★ 0.4mi Beach &Village ★Firepit & Fireplace★ Bikes

JordanaRating, 5 stars2 months ago
We stay here often when visiting the Cape. Aruna is an amazing host and her home is lovely! I would definitely recommend staying here!
Guest favorite
A spacious living area features large windows that allow natural light to fill the room. Two gray sofas are positioned across from each other, complemented by round turquoise rugs. Decorative shelves and plants add warmth, while a colorful artwork piece hangs on the wall.
Home in Barnstable
4.83 out of 5 average rating, 168 reviews

Spacious house steps to Craigville beach! Dog ok!

Richard and Kelly Rating, 5 stars2 weeks ago
My husband and I were transferred to a project about 30 minutes from Olga’s home. After a very long drive from WV we were pleasantly surprised. Olga’s property was exactly as described. Given we were there for an extended stay it was refreshing to find a fully stocked kitchen with high-end appliances. The master bedroom and ensuite exceeded our expectations: the room was quite large, the mattress was comfy, it offered a build in desk and private patio doors that led to the back yard. My favorite, was the very large soaking/jetted tub after a long cold day. We were overjoyed that not only did she permit dogs, she had a huge fenced in yard do”so even our Ralphie was happy. As if things could get any better we walked to the beach nearly everyday. Did i mention its only 0.2 miles away. PS: Craigsville pizza and Mexican is the bomb!!
Top guest favorite
A private waterfront deck offers a serene view of Flax Pond, surrounded by lush greenery. Adirondack chairs are positioned for relaxation, providing a perfect spot to enjoy the tranquil waters and natural surroundings.
Home in Dennis
4.99 out of 5 average rating, 276 reviews

Stunning Waterfront! 3bdr/2bth/GasFireplace/kayaks

JenniferRating, 5 starstoday
We drove up and thought it was going to be a tight fit for 3 adults, 2 teens and dogs, but we were wrong. We walked in and the first thing I notices was how clean and fresh it smelled. It was amazing! The place was spotless, the sofa was comfy, the area was great but the real show stopper....the view. Right on flax pond with gorgeous sunrises and relaxing evenings. My guys fished right from the deck....it was the perfect spot. Meg was amazing to work with as well. No surprises. Meg checked in leading up to the visit and after we left, but made sure we knew she was only a call away if we needed anything during our stay. Thank you Meg!
Top guest favorite
A charming guest home displays an inviting exterior, surrounded by well-maintained lawns and lush trees. The property features a blend of greenery with flowering shrubs, set against a backdrop of protected woodland, creating a serene setting for relaxation.
Home in Truro
4.91 out of 5 average rating, 58 reviews

Antone Marshall Home

StephanieRating, 5 stars5 months ago
Our time at the Antone Marshall Home was like staying at our own tucked-away cottage. The surroundings are private, the house was clean and comfortable and had plenty of kitchen equipment to make meals at home. We really enjoyed the natural light coming in from the sky-lights during the morning. Deborah is a wonderful resource about the house and where to go in the surrounding towns. Would stay again.
Top guest favorite
A charming blue house with white trim and black shutters is situated behind a well-maintained garden. A stone pathway framed by colorful flowers leads to the front door, which is centered between two windows that provide natural light.
Home in Dennis Port
4.98 out of 5 average rating, 268 reviews

Shirley's Place - Pet Friendly Sleeps Six!

MeghanRating, 5 stars6 months ago
We loved our weekend at Karen's place! The house was cozy and clean, and had everything we needed for a comfortable stay (including treats for our pup)! The yard and deck were nice and private, and the house was conveniently located to many restaurants, shops, and not far from the water. Karen made us feel right at home!
Top guest favorite
A charming cottage features a light gray exterior with white trim and a welcoming front porch. Colorful flower beds surround the property, enhancing the natural landscape. Large windows allow ample sunlight to brighten the inviting atmosphere, framed by lush greenery.
Home in Brewster
4.98 out of 5 average rating, 187 reviews

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

PaulRating, 5 stars6 months ago
We attended a wedding at the Ocean Edge Resort and we found Paige's home to be convenient to the venue and activities and a great alternative to staying on property. The home was clean and neat and had everything we needed. The weather turned out beautiful so we took full advantage of the outdoor space. I would highly recommend Paige's home to anyone who likes to be close to the beach, restaurants and golf, but far enough away to be quiet and peaceful.
Guest favorite
A cozy living area features a sectional sofa and a single accent chair in soft blue tones. A glass coffee table sits on a plush area rug, with a gas fireplace integrated into a brick mantel. Natural light enters through large windows, enhancing the warm ambiance.
Cottage in Yarmouth
4.97 out of 5 average rating, 125 reviews

Walk 7/10 mile to Beaches*Fri-Fri for Summer*

GinnyRating, 5 stars6 months ago
Had a great stay at this lovely cottage. Came equipped with everything you’d need and was super clean. Comfortable furniture and bed was a plus. We also enjoyed the fireplace at night. The backyard was a peaceful spot to enjoy morning coffee and listen to the birds. Beaches are close by as well as many great restaurants or shopping. Would recommend and stay again

Family-friendly home rentals with a pool

A fenced-in area features a seasonal shared pool surrounded by greenery and decorative shrubs. The sign for 'Cape Cottages' is prominently displayed at the entrance. Additional seating options are available nearby, with a glimpse of neighboring cottages in the background.
Cottage in Dennis Port
4.84 out of 5 average rating, 25 reviews

Adorable 2BR cottage with pool.

ColeenRating, 5 stars9 months ago
This is our 2nd stay at Marie’s cottage. We love the peaceful environment (patio area especially), the pool, the proximity to the local beach (1 mile) & the proximity to Nauset Beach (20 mins) and the outdoor shower.
A private backyard features a heated pool surrounded by a spacious deck. The contemporary two-story home, with large glass windows and doors, provides views of the lush greenery. Lounge chairs and umbrellas are arranged for outdoor relaxation.
Home in New Seabury
5 out of 5 average rating, 26 reviews

New Seabury pool/hot tub near beach,Popponesett

NicoleRating, 5 stars10 months ago
We stayed here for a bachelorette party and the house exceeded our expectations. Sherri was responsive and quick to answer all of our questions before and during the stay.
Top guest favorite
A comfortable living area features a gray sofa complemented by a decorative white throw pillow. Light wood flooring is covered by a patterned area rug. French doors lead to a bright dining space, with natural light filtering through nearby windows.
Home in Plymouth
4.96 out of 5 average rating, 55 reviews

Our families slice of heaven

MarkRating, 5 stars6 months ago
Marla's vacation home was very lovely. We liked the pictures of her place, but once we arrived we realized that she had remodeled a number of rooms. Each room was updated, very clean and cozy. Marla has made sure that her place is stocked with all of the large and small conveniences that guests would want in a home away from home. The location and the surroundings are stunning, especially with the Fall foliage. One can tell that Marla takes great pride in her beautiful rental. -Mark & Susan G
Top guest favorite
A fenced backyard is provided with a playset featuring a slide and swings, surrounded by mulch for safety. A small storage shed is placed on one side, with stepping stones leading through the landscaped area. Tall trees offer shade, enhancing the outdoor play space.
Home in Mashpee
5 out of 5 average rating, 8 reviews

Beautiful Home w/ Pool, Fire pit and Game Room!

KimRating, 5 stars8 months ago
This was our family's first visit to the Cape, and the first time that mom had been back in decades. We had a wonderful stay! Mashpee was a great location - there was local access to good beaches and restaurants; but also a great location to access Sandwich and the Canal, Falmouth, Woods Hole and the Islands, all the way to Provincetown and everything in between. And we took advantage of it all over the week we stayed. Ed was a wonderful host! From booking until we checked out, he was very communicative, friendly, and had great information about local attractions and specialties. The property was very comfortable, and big enough for our family to relax and recharge. And our son loved the heated pool! We would definitely rent this or any of Ed's properties again!
Guest favorite
Home in Cotuit
4.94 out of 5 average rating, 18 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

ZackRating, 5 stars6 months ago
Perfect stay - just be sure to bring or order sheets and towels!
Top guest favorite
The image shows a private pool surrounded by a concrete deck, featuring a pool ladder on one side. Colorful pool floats are seen resting in the water, and a table with chairs is positioned nearby under an umbrella. Lush greenery borders the area, enhancing the serene environment.
Home in New Seabury
4.91 out of 5 average rating, 54 reviews

Private POOL*New Seabury*3 Bedroom

Jean PaulRating, 5 stars8 months ago
The home was pristine, more than what we could have asked for. Shelly was an amazing host, again, more than we could have asked for. You want a gorgeous home, with a stellar host, in the cape, with a private pool, amazing amenities, on a golf course and very close to the beaches, fun spots for kids, and shops, go to this place.
Superhost
The entrance of the condominium is shown, featuring a wooden exterior with shingles. A pathway leads to the door, surrounded by neatly trimmed shrubs and grass. Bright sunlight highlights the clear sky and the inviting pathway.
Condo in Falmouth
4.71 out of 5 average rating, 14 reviews

Condo in Falmouth MA

JuanRating, 5 stars1 month ago
Patrick’s place was absolutely perfect! We made great use of the kitchen with no problem whatsoever. We really appreciated the nearby trail to get some fresh air and enjoyed being close to a grocery store for cooking meals. Highly recommend this place if you want a quiet laidback place to rest and refit!
A clear blue swimming pool is surrounded by lush greenery and colorful flowers. The pool deck features stone paving and is framed by trees, providing a serene outdoor space. A light-colored house with multiple windows is visible in the background.
Home in Dennis Port
4.76 out of 5 average rating, 38 reviews

private pool, spacious, quiet private home,

SashaRating, 5 stars8 months ago
We loved our stay! The house is super family-friendly, the pool was amazing, and we found the house very cozy. There were plenty of cooking utensils/pots, which made cooking easy and a great grill and fire pit. Communication with Joe was super easy too.

Quick stats about vacation rentals that are family-friendly in Brewster

  • Total rentals

    360 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    8.9K reviews

  • Pet-friendly rentals

    140 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

Destinations to explore