Family-friendly holiday 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.

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Guest favourite

Cottage in Sandwich

4.95 out of 5 average rating, 231 reviews

WOW VIEW! Waterfront, Private Beach, King Bed!

Wake up to magnificent panoramic views of a beautiful lake with waves lapping below your window! See a video tour on YouTube: "WOW View! Cape Cod Lakefront Cottage. Private Beach, King bed" Guests love the stylish, peaceful, open design; wall-to-wall, floor-to-ceiling windows; private beach with picnic table and chaise lounge chairs; a full, modern kitchen; luxurious King gel/coil bed, private office, bathroom's curved shower, AC, and much more! It's like being on your own luxury houseboat!

Guest favourite

Flat in North Truro

4.95 out of 5 average rating, 203 reviews

Beautiful North Truro apartment - Walk to beach

Thoughtfully renovated 1 bedroom apartment attached to our antique Cape home. Quick walk to Cold Storage Beach and a short bike ride to the ocean. Located in the heart of Pond Village in North Truro. Just across from Salty Market, restaurant and Flex Bus stop. Truro Vineyards is just down the street. 7 miles to Provincetown. Great location to enjoy all the Lower Cape has to offer. Newly available for winter stays. Enjoy the peace, quiet and unlimited natural beauty of Truro in off season.

Superhost

Flat in Wellfleet

4.86 out of 5 average rating, 122 reviews

Calypso #2

Welcome to Doub-Erickson House, the best location in Wellfleet. This fully self-contained flat in a 2 centuries old whale merchant's home on Duck Creek is perfect for active types who prefer to walk instead of drive. Ideal for kayakers & bikers. Steps from Wellfleet's best restaurants, town pier and the village center shopping & market. We have 5 flats. If one is booked on your dates, look for Calypso, Boulevard, Garden, Blockhouse, or Green Frog. Rent multiple apartments for larger parties.

Top guest favourite

Place to stay in Wellfleet

4.98 out of 5 average rating, 244 reviews

Romantic Cape Cod Tiny House + Hot Tub

Welcome to the Romantic Hideaway, our magical, secluded tiny house nestled between lush gardens and the woods alongside our property. Just a short drive to ocean beaches and freshwater ponds, and a pleasant walk to the quaint center of Wellfleet. Wake to birdsong and enjoy fresh muffins on your sunny, private deck. Your stay includes access to our Magnolia Spa with hot tub and sauna (June+); massage is available in July at special guest rates. A sweet, quiet escape on the Outer Cape.

Guest favourite

Guest house in Wellfleet

4.97 out of 5 average rating, 190 reviews

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.

Guest favourite

Cottage in Wellfleet

4.9 out of 5 average rating, 166 reviews

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.

Superhost

Home in Wellfleet

4.85 out of 5 average rating, 105 reviews

A Cape Escape with Water Views from Every Room

Come enjoy our family vacation home! A beautiful, serene escape perched above the salt marsh - with lovely views from every room, and a huge 1,000 square foot outdoor deck. Sleeps 8 comfortably. A 10-minute drive to charming Wellfleet center, and just an 8-minute drive to ocean beaches. NOTE: BEDSHEETS, LINENS & BATH TOWELS ARE INCLUDED IN PRICE! This is our family ''getaway'' - a place of treasured memories. We hope it can be the same for you!

Superhost

Cottage in Dennis

4.87 out of 5 average rating, 532 reviews

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

Guest favourite

Home in Brewster

4.92 out of 5 average rating, 270 reviews

Privacy with Cape Cod charm

This lovely, private one bedroom apartment is located above the unused garage on the grounds of our classic half cape house, just a 3 minute walk to our private beach on the bay. It sleeps 2 with a double bed and has a full kitchen and bathroom, along with an outdoor shower, grill, fire pit and picnic table located in private yard. Linens will be provided. Coffee maker and coffee will be waiting for you...

Guest favourite

Cottage in Eastham

4.92 out of 5 average rating, 224 reviews

Classic Cape Cod Cottage

No cleaning fee! 15 min walk to the best bayside beach, Thumpertown Beach. The cottage is in a very peaceful wooded setting. A beautiful, charming 2 bedroom cottage 15 min walk to Thumpertown Beach. It's situated on a triple sized lot, close to the outer Cape's favorite attractions. Eastham is known as the Gateway to the Cape Cod National Seashore.

Top guest favourite

Home in Harwich Port

4.96 out of 5 average rating, 107 reviews

Pebbles-romantic cottage for two!

Pebbles, our sun drenched romantic cottage, is on nearly an acre of complete privacy with convenient parking. One adorable king BR, queen pull-out sleeper sofa in the living room, gas fireplace heats entire cottage, cable TV, full internet. Full indoor bath and outside shower and tub--complete privacy. Full kitchen and eating area.

Guest favourite

Guest suite in Wellfleet

4.89 out of 5 average rating, 185 reviews

★Exceptional deal in Wellfleet!

Enjoy peace and quiet in our two bedroom suite with private bath and patio. Separate entrance and off street parking in a quiet neighborhood with easy access to restaurants and activities. Walk to popular restaurants and bike rental. Golf, beach walking, bird watching, hiking and more are close by. Walk to town and private kettle pond.