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Family-friendly holiday rentals in Wellfleet

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Wellfleet

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Home in Dennis Port

4.8 out of 5 average rating, 56 reviews

Walk to Sea St. beach & restaurants - Cape Cod 👙⛱

Discover the perfect beach retreat in this fully updated 4-bed, 2-bath home in Dennis Port. It features a stunning kitchen, hardwood floors & modern bathrooms. Stay comfortable with central AC, new windows & recessed lighting . Enjoy the convenience of in-home laundry and spacious living areas. With multiple beaches and restaurants nearby, this house is perfectly situated. Plus, it's freshly painted inside for a welcoming feel. Book now and experience the best of modern beach living in Cape Cod!

Guest favourite

Home in Brewster

4.99 out of 5 average rating, 112 reviews

Perfect Cape Cod vacation home

SUPER LOCATION for biking & hiking! Quiet neighborhood with direct access to 31 mile Cape Cod Rail Trail, 1900 acre Nickerson State Park and local clam shack / ice cream shop. Easy walking / biking access to Linnell & Crosby Landing Cape Cod Bay beaches and Flax & Cliff Pond fresh water beaches. Easy drive to towns of Orleans, Chatham, Harwich & Dennis. Whether it's a quiet walk, an exhilarating bike ride, salt or fresh water beaches, or a comfortable place to relax, this house has it all!

Guest favourite

Home in Hyannis

4.9 out of 5 average rating, 454 reviews

Beach House, Harbor View and Family Friendly.

Our house is a stones throw from the beach. The harbor, Hyannis, downtown, cafes, restaurants, anywhere from 5 star dining to family-friendly dining are all in walking distance. Several family friendly activities are very close. You’ll love our place because of the walk to the family friendly beach, the ambiance, the ocean view and the neighborhood feel. Our place is good for couples, solo adventurers, business travelers, fishermen, families (with kids) and large groups.

Guest favourite

Cottage in Hyannis

4.99 out of 5 average rating, 139 reviews

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

Guest favourite

Cottage in Hyannis Port

4.92 out of 5 average rating, 119 reviews

Beautifully Updated, Classic Cape in Hyannisport

NEWLY RENOVATED KITCHEN & LIVING ROOM Within 1/2 mile to the beach, historic Hyannisport, downtown Hyannis Main Street, restaurants, Melody Tent and nightlife. -New mattresses on beds. Private setting. Very quiet neighborhood. Includes Beach Parking Pass -($25 daily) for all Barnstable Beaches. Great for families & groups over the age of 25. * Sheets, towels, beach chairs, and much, much more * No parties, excessive noise , pets, or smoking permitted.

Guest favourite

Townhouse in Yarmouth

4.83 out of 5 average rating, 30 reviews

Cozy Clam-Centrally located townhome

You will be close to everything when you stay at this centrally-located place and easily explore the entire Cape. Tucked in on a private drive, this newly furnished home is less than a mile to the beach and conveniently located near the main street. Walk to beach, restaurants, shops and pirate's cove mini golf. Minutes drive to Inflatable Park, Pirates Museum, ferry to MV and Nantucket, Cape Cod mall, and many other beautiful beaches in the area.

Guest favourite

Cottage in Yarmouth

4.93 out of 5 average rating, 104 reviews

Cape Cod charmer 5 minute walk to Ocean beaches

Your oasis to relax, quite street, private back yard with large deck, gas grill, outdoor shower, breezeway and front deck. About a 5 minute walk to two ocean beaches on Nantucket Sound. Enjoy your morning coffee on a park bench as the sun rises over the ocean. Walking distance via sidewalk to beaches, seafood restaurant, Bass River beach pier and Joshua Baker windmill. Saturday to Saturday weekly rentals from late June to early Sept.

Guest favourite

Cottage in West Yarmouth

4.83 out of 5 average rating, 234 reviews

Charming Cottage near Beach and Ferry.

2022 renovation (floors, bathroom, cabinets) The cottage is only 150 yards from a sandy residential beach. Good for couples, families (with kids), and furry friends (pets). Enjoy a great outdoor shower, grill and deck, wifi, central AC/heat, cable TV, linens, washer/dryer. Additional Beach gear. No host interaction required. Great place to work remotely. Private yard and picnic table with lots of takeout options nearby.

Guest favourite

Home in Eastham

4.98 out of 5 average rating, 40 reviews

Eastham on the Bike Trail - Clean, Quiet, Comfy!

This clean, comfortable home sits on a quiet side street and is right on the bike trail. The beds are all full or queen with good mattresses. There are gardens all around the house and a large deck with a nice table for meals. Enjoy time around the fire pit telling stories and making memories. It is a very private, quiet location. This is a completely non-smoking property.

Guest favourite

Home in Mashpee

4.96 out of 5 average rating, 184 reviews

Gorgeous sunsets! Private family beach - Cape Cod!

Saturday to Saturday weekly rental during summer months. Wrap around deck, beach and waterfront. Open layout. Perfect for families & Couples with a family beach . Stunning sunsets, very private and close to Mashpee commons, Falmouth and New Seabury all 10 minutes away. We are happy to have you for stays longer than 7 days! Just send us a note!

Guest favourite

Guest suite in Sandwich

4.99 out of 5 average rating, 242 reviews

Liberty Street Guest Suite

Footsteps away from Sandwich Boardwalk , mini golf, Belfry Inn, Daniel Webster Inn, enchanting shops and eateries.. You’ll love this place because of the coziness, the light, the neighborhood, the kitchen, the comfy beds and the private deck. This guest suite is best for couples over 25, solo adventurers, and small families as it only sleeps four.

Guest favourite

Home in Dennis Port

4.84 out of 5 average rating, 139 reviews

Cozy Centrally Located 3BR Cottage

Cozy, quaint Cape Cod cottage centrally located to all Cape Cod attractions, golf and beaches. Steps from Swan Pond for kayaking, swimming, and fishing. This adorable cottage has everything required for a fun and restorative Cape Cod family vacation! Located in the heart of Cape Cod, it is central to all the Cape has to offer.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Popular amenities for Wellfleet family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Home in Chatham

4.95 out of 5 average rating, 266 reviews

Slate House - a modern waterfront getaway

Home in New Seabury

5 out of 5 average rating, 26 reviews

New Seabury pool/hot tub near beach,Popponesett

Guest favourite

Home in Eastham

4.99 out of 5 average rating, 80 reviews

The Penney House Retreat/Hot Tub Gardens Peace

Home in West Dennis

4.8 out of 5 average rating, 158 reviews

Walk2Beach, HotTub, FirePit, PetsOk

Guest favourite

Home in West Barnstable

4.98 out of 5 average rating, 59 reviews

West Barnstable Resort

Townhouse in Mashpee

5 out of 5 average rating, 3 reviews

4th July week! Cape Cod Townhome

Guest favourite

Home in Dennis

4.92 out of 5 average rating, 50 reviews

Cape Cod Lakefront Home

Family- and pet-friendly home rentals

Guest favourite

Guest suite in West Dennis

4.93 out of 5 average rating, 137 reviews

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

Guest favourite

Townhouse in Provincetown

4.85 out of 5 average rating, 133 reviews

Minutes to Town with Great ViEWS

Home in Brewster

4.86 out of 5 average rating, 126 reviews

Sun filled single level retreat, outdoor shower

Guest favourite

Home in North Truro

4.97 out of 5 average rating, 189 reviews

Escape to N. Truro 3BR Pet Friendly

Guest favourite

Home in Dennis Port

4.91 out of 5 average rating, 368 reviews

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

Guest favourite

Home in Dennis, Cape Cod

4.99 out of 5 average rating, 267 reviews

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

Guest favourite

Home in Dennis Port

4.98 out of 5 average rating, 269 reviews

Shirley's Place - Pet Friendly Sleeps Six!

Guest favourite

Home in Brewster

4.98 out of 5 average rating, 187 reviews

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

Family-friendly home rentals with a pool

Guest favourite

Condo in Provincetown

4.97 out of 5 average rating, 208 reviews

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

Guest favourite

Home in Plymouth

4.96 out of 5 average rating, 55 reviews

Our families slice of heaven

Guest favourite

Home in Mashpee

5 out of 5 average rating, 8 reviews

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

Guest favourite

Home in Cotuit

4.94 out of 5 average rating, 18 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

Home in Mashpee

4.82 out of 5 average rating, 55 reviews

Sunny Cape w/Private Pool, Steps to Private Lake

Guest favourite

Home in New Seabury

4.91 out of 5 average rating, 54 reviews

Private POOL**New Seabury 3 bedroom**

Apartment in West Yarmouth

4.85 out of 5 average rating, 48 reviews

Ocean View 2-Bedroom Private Suite

Guest favourite

Condo in Provincetown

4.93 out of 5 average rating, 100 reviews

Modern, clean waterviews

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

Total rentals
260 properties
Nightly prices starting at
$128 AUD before taxes and fees
Total number of reviews
7.2K reviews
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wi-Fi availability
260 properties include access to Wi-Fi

Destinations to explore