Family-friendly holiday 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, 273 reviews

Slate House - a modern waterfront getaway

SydneyRating, 5 stars3 weeks 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 stars7 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, 166 reviews

Walk2Beach, HotTub, FirePit, PetsOk

WilliamRating, 5 stars6 days ago
Very nice home, amenities were top notch. Definitely a good find if you're looking to stay in the area!
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, 151 reviews

Luxury House 0.25 mi from Craigville Beach

MeganRating, 5 stars4 months ago
We had the best holiday spent at beyond the beach. This house has everything we could have needed, toys for kiddos which we appreciated and organized and clear instructions for every step of the way. Cannot wait to return!
Top guest favourite
Home in Oak Bluffs
4.94 out of 5 average rating, 194 reviews

Spectacular beach & pool combo; beautiful sunsets!

JillRating, 5 stars1 day ago
The house was beautiful, very comfortable and extremely well equipped. I would highly recommend this home. We had a wonderful stay there!
Guest favourite
Flat in Oak Bluffs
4.93 out of 5 average rating, 135 reviews

Victorian Oasis: Driveway, hot tub, grill & more

EmilyRating, 5 stars6 months ago
This was our second time renting this property. We had a lovely adults weekend, and really enjoyed our stay.
Guest favourite
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 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 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!
Guest favourite
Townhouse in Provincetown
4.85 out of 5 average rating, 134 reviews

Minutes to Town with Great ViEWS

JustineRating, 5 stars1 week 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 stars6 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.
Superhost
Guest suite in Oak Bluffs
4.78 out of 5 average rating, 318 reviews

Cottage suite between the harbors: no minimum stay

MeganRating, 5 stars7 months ago
This was exactly what we were looking for--it was equal distant from vineyard haven and oaks bluff, right along the bus route. We ended up renting bikes and biking to and from different towns, which was amazing. Theda was extremely responsive and even let us check in and out when we needed. We'll definitely stay here again when we're in town!
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 stars1 month 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!
Top guest favourite
Home in Dennis Port
4.92 out of 5 average rating, 377 reviews

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

JordanaRating, 5 stars1 month 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!
Top guest favourite
Home in Dennis Port
4.98 out of 5 average rating, 269 reviews

Shirley's Place - Pet Friendly Sleeps Six!

MeghanRating, 5 stars5 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 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.

Family-friendly home rentals with a pool

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

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

ChrisRating, 5 stars1 month 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.
Guest favourite
Apartment in Vineyard Haven
5 out of 5 average rating, 21 reviews

Relax....You're on Island Time......

JocelynRating, 5 stars7 months ago
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.
Top guest favourite
Home in Plymouth
4.96 out of 5 average rating, 55 reviews

Our families slice of heaven

MarkRating, 5 stars5 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
Guest favourite
Home in Cotuit
4.94 out of 5 average rating, 18 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

ZackRating, 5 stars5 months ago
Perfect stay - just be sure to bring or order sheets and towels!
Guest favourite
Apartment in Tisbury
4.91 out of 5 average rating, 47 reviews

Private 3bdrm Condo Tashmoo Woods

JamikaRating, 5 stars7 months ago
What a relaxing and wonderful stay! Barbara’s place was welcoming and even better than the pictures. The house has everything you need and the addition of the community pool was the cherry on top. The host was extremely responsive and helpful. We look forward to returning to Barbara‘s place the next time my family and I visit MV.
Superhost
Flat in West Yarmouth
4.85 out of 5 average rating, 48 reviews

Ocean View 2-Bedroom Private Suite

LouisRating, 5 stars7 months ago
Good location ! Plenty to do and friendly service. I’d use them again
Superhost
Flat in North Falmouth
4.79 out of 5 average rating, 108 reviews

Falmouth, Cozy Studio Near Old Silver Beach

Anna GraceRating, 5 stars7 months ago
We had a wonderful weekend stay! The house is located in a quiet neighborhood and the upstairs apartment was very clean. There is quick access to local beaches and restaurants. We would stay again!
Top guest favourite
Home in Sagamore Beach
4.92 out of 5 average rating, 155 reviews

Spacious Upper Cape Retreat with Private Pool

CatherineRating, 5 stars5 months ago
We had a lovely stay as a mixed group of kids and adults in this quiet house with a great pool, outdoor space, and common areas. You can walk to the bike path easily from the house and the next door neighbors sell veggies and eggs. Makes it easy to get back and forth to the cape for activities without staying on the other side of the bridge!

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

  • Total rentals

    260 properties

  • Nightly prices starting at

    £62 before taxes and fees

  • Total number of reviews

    7.1K reviews

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

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