Family-friendly vacation rentals in Wellfleet

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Wellfleet family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
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 favourite
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
Home in West Dennis
4.8 out of 5 average rating, 167 reviews

Walk2Beach, HotTub, FirePit, PetsOk

WilliamRating, 5 stars4 weeks ago
Very nice home, amenities were top notch. Definitely a good find if you're looking to stay in the area!
Home in Yarmouth Port
4.76 out of 5 average rating, 25 reviews

Cape Cod’s awarded Best vacation home for Families

AmandaRating, 5 stars9 months ago
Dennis was easy to communicate with and answered my questions promptly. Dennis was very helpful. The house was clean and close to the village. The rainy day was saved by the board games provided, creating new memories. Outstanding decorations. Highly recommend this super host! :)
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 favourite
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 favourite
Home in Centerville, Barnstable
4.97 out of 5 average rating, 153 reviews

Luxury House 0.25 mi from Craigville Beach

SarahRating, 5 stars1 day ago
Came here for my sisters bachelorette. It was amazing . We felt right at home . It was very spacious and clean . Hosts thought of everything . Definitely would come back. The hosts were very responsive and very flexible. Great place to stay. The games and ping pong and air hockey tables were a hit !!

Family- and pet-friendly home rentals

Top guest favourite
Guest suite in West Dennis
4.93 out of 5 average rating, 137 reviews

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

ErikaRating, 5 stars8 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!
Guest favourite
Townhouse in Provincetown
4.85 out of 5 average rating, 134 reviews

Minutes to Town with Great ViEWS

JustineRating, 5 stars1 month ago
Had a great last minute getaway at Glenn’s place with our kiddo and pups. Separate floors meant we all had privacy, 2 bathrooms are a must with a teenager, lol. We cooked in one night and made breakfast each morning in the lovely and well appointed kitchen but most of all enjoyed the views from the living room!
Superhost
Home in Brewster
4.86 out of 5 average rating, 126 reviews

Sun filled single level retreat, outdoor shower

AlexandraRating, 5 stars7 months ago
We had a really great stay and it was perfect for our group of friends to enjoy a wedding that was nearby. The home is comfortable and perfect for cooking and hanging out. Loved the backyard. The bed (at least the one in the master bedroom) was super comfortable for my bad back. Be sure to bring shampoo etc and you’ll have a wonderful time.
Top guest favourite
Home in North Truro
4.97 out of 5 average rating, 191 reviews

Escape to N. Truro 3BR Pet Friendly

ChelseaRating, 5 stars2 months ago
This home is amazing. It’s close to so many things to do. Within a few minutes drive of the beach and Provencetown. The yard is large and spacious for pups and there are so many board games and places to sit. The kitchen is amazing and the location feels private despite being in a small neighborhood. Would highly recommend this as the perfect get away!
Guest favourite
Home in Dennis Port
4.92 out of 5 average rating, 379 reviews

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

JordanaRating, 5 stars2 weeks ago
Victoria was a great host! Super responsive and easy to communicate with! We have stayed here any times and love it each time!
Top guest favourite
Home in Dennis
4.99 out of 5 average rating, 277 reviews

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

JenniferRating, 5 stars4 days ago
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 favourite
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 favourite
Home in Brewster
4.98 out of 5 average rating, 187 reviews

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

PaulRating, 5 stars7 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.

Family-friendly home rentals with a pool

Guest favourite
Condo in Provincetown
4.97 out of 5 average rating, 211 reviews

P-Town Beach Beauty on the Bay. Water View!

ChrisRating, 5 stars2 months ago
We had a wonderful time at Rob's place in Provincetown this February. If you are looking for a quiet place on the East End in the off season this is an exceptional spot. Beautiful water views from the condo. A gorgeous beach with some of the best views in Provincetown is right across the street. Condo was perfectly cleaned upon arrival and exactly as described. Couldn't ask for more.
Home in Dennis
5 out of 5 average rating, 6 reviews

“Robyn’s Nest” In ground swimming pool retreat!

Martin And BridgetRating, 5 stars46 months ago
Our stay at Robyn's place was fantastic. The pictures really don't do the house justice. We enjoyed sitting outside every night watching the fireflies. The backyard and pool area are beautifully landscaped and we spent most every afternoon swimming there! Would highly recommend staying here.
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.
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 favourite
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!
Top guest favourite
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
Apartment in West Yarmouth
4.85 out of 5 average rating, 48 reviews

Ocean View 2-Bedroom Private Suite

LouisRating, 5 stars8 months ago
Good location ! Plenty to do and friendly service. I’d use them again
Guest favourite
Condo in Provincetown
4.93 out of 5 average rating, 100 reviews

Modern, clean waterviews

JacobRating, 5 stars10 months ago
This was my second stay at Garrett’s and the place was just as nice as I remembered (plus a a few upgrades). Garrett’s always quick to respond to inquiries, unit had just about everything we needed including beach towels and location is great as it’s a short bike ride from center town and peaceful/quiet if you’re looking for a balanced vacation.

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

  • Total rentals

    280 properties

  • Nightly prices starting at

    $111 CAD before taxes and fees

  • Total number of reviews

    7.2K reviews

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

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