
Family-friendly vacation rentals in Wellfleet Harbor
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wellfleet Harbor
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Large Sunny Deck, Harbor View, Walk to Town.
Classic little Cape cottage in an ideal location. Less than ten minute drive to amazing ponds and bayside or ocean beaches. Views of the harbor from the large sunny deck with attached outdoor shower. Ten minute walk into town along Duck Creek marsh & over scenic Uncle Tim’s Bridge. Visit the shops & galleries, have lunch or grab a drink at one of the many restaurants in town. Walk to the fish market and come home grill dinner on the deck. 15 minutes bike ride to the closest ocean beach.

Wellfleet Woods Escape
Open kitchen + living + dining, w/ a wooden pitched ceiling and two sliders overlooking the deck, backyard +marsh. Functional kitchen with Farm sink, DW, cooking and pantry essentials. Two comfortable bedrooms with window AC's, new mattresses, and blackout curtains. Bathroom w/ tub/shower + plenty of towels for beach or house use. Outdoor shower is great in warmer months! Enjoy this quiet, tucked away Wellfleet spot with lots of walking trails and beautiful sunset views just down the road.

Abundant Blessings Cottage – Wellfleet
Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

Cape Cod Spectacular Waterfront Cottage
Welcome to our internationally acclaimed and regionally featured cottage located on Lieutenant Island in Wellfleet, MA. It's in a private location with panoramic views and a western exposure featuring beautiful sunsets nightly (weather permitting)! TripAdvisor internationally featured property in July, 2015: Bostondotcom in July, 2016: Business Week in July, 2020. Please contact us for nightly, weekly or long term quotes or discounts. Pricing and lengths of stay are subject to change.

Rum Runner’s Shack @ Historic Downtown Wellfleet
Located in Wellfleet Center, enjoy this sublime 528 sq. foot cottage - only 10 minutes from beaches and ponds in any direction. Near Winslow's Tavern, Wellfleet Marketplace, Hatch's, Uncle Tim’s Bridge, Mac's Shack and Wicked Oyster. This 1925 bungalow is the perfect site for a couple or a family 2 adults/2 young children - NOT 4 adults due to septic. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. No pets or 3rd party booking.

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Cozy 3 bedroom cottage in the Heart of Wellfleet
Escape to the Cape and enjoy the National Seashore! Wellfleet is home to some of Cape Cod's finest beaches, art galleries, shops, restaurants, and of course, the oysters. Our cottages is tucked away yet is within walking distance to Power's Landing beach, Mayo Beach, and the Pier. Wellfleet has so much to offer and we'd love to be able to help make your stay all the more memorable. Our quaint home offers all the modern necessities you want yet keeping the cottage vibe.

Mermaid Suite w/ On-site Hot Tub & Wood-fire Sauna
Welcome, Mermaids and Mermen! 🧜♀️🧜♂️ Make our colorful Mermaid Suite your private cove, with your own entrance via a sunny treetop deck, a king bed as comfortable as a lagoon, an ensuite bath for splashing, & an adorable kitchenette. Stroll to Wellfleet’s charming town center, or take a short drive to ocean beaches, freshwater ponds, and scenic trails. Book a private session in our spa area where you can enjoy our hot tub and wood-fire sauna. (No extra cost!)

Hillside Cottage
A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen and a single sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

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

The Huddle Hut—a sweet, neat esCAPE to Wellfleet
The pristine Huddle Hut is nestled in a peaceful, wooded area only a short drive from beaches, restaurants, biking trails and Wellfleet's historic, charming town center. The Huddle Hut is perfect for couples and solo adventurers, only intended for one or two people at anytime: + nestled among trees in a quiet space + standalone building, private deck, outdoor shower + thoughtful, eclectic design + year-round getaway destination

Cove Road House
Bright and sunny Cape style house in beautiful Wellfleet. Located on a hill this house is private and cozy. A short drive to Wellfleet center, ocean beaches and ponds. Please note that linens are not included in your rental for weeklong summer stays. Parking for one large or 2 small cars is available at top of driveway and additional parking spaces at the lower part of driveway.
Popular amenities for Wellfleet Harbor family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Violet’s Place- king bed- pet friendly- hot tub!

Hideout at Water's Edge, 131 North Shore Blvd, #4

Great Chatham Location w/ Hot Tub, Near Beach!

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Manomet Boathouse Station #31

Speakeasy Bar • Hot Tub • PetsOK• Close2Mayflower

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock
Family- and pet-friendly home rentals

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Fabulous Waterfront with Spectacular Sunset Views!

Charming Cape Near Beaches + Dog Friendly

Beachfront Steps to Ferry, Pets, Parking, Downtown

Cottage Getaway walk to beach

The Sea Captain's Carriage House

Cozy Waterfront Apartment, Private Beach Access

Walk to Beach, Pet Friendly, New Fenced Backyard!
Family-friendly home rentals with a pool

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

ShoestringBayHouse, waterfront & pool in Cotuit

Game Room- Movie Projector Room- Fire Pit

Seaview Summit | Ocean Views, Indoor Pool, Beach

Winslow Acres [heated] Pool Escape; pool May-Oct

The Cottages at Even'tide Resort - Seagull

Private Pool, near beaches, 3 BR/3 BA, Central Air

Ocean Edge Cape House with Beach, Pool, and AC
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