Kid-friendly holiday rentals in Wellfleet Harbor

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Wellfleet Harbor

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

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Guest favourite

Tiny home in Wellfleet

4.98 out of 5 average rating, 280 reviews

Writer's Cabin in Woods near Wellfleet Bay

Our unique, creative and magical "Writer's Cabin" tiny house is a guest favorite! You'll be tucked in the woods with the views of a treehouse, and just minutes' drive or bike ride to Wellfleet's beaches, ponds & walking trails. Wellfleet's quaint town center and harbor are just a 10-15 minutes walk down the road. Note: the cabin has a private, wooden Nordic shower w/ hot water built onto the outside of the cabin. Our guests love this unique experience! The toilet is standard flushing & indoors.

Guest favourite

Home in Eastham

4.97 out of 5 average rating, 101 reviews

Private Beach | Water Views | Pet Ok | Firepit

The beauty of Cape Cod awaits in this meticulous cottage with water views. Access to a private bayside beach is just steps away, across from the driveway and down a short sandy path. Beach chairs and beach towels included. Ride or walk 1 mi away to a great bike trail, or to National Seashore beaches, shops and restaurants. Or, relax at the cottage with updated amenities, appliances, comfortable beds, and a wonderful outdoor space with deck, fire pit, outdoor shower, lawn games and a hammock!

Guest favourite

Guest suite in Brewster

4.96 out of 5 average rating, 361 reviews

Sheep Pond Get-Away

The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

Guest favourite

Guest house in Wellfleet

4.97 out of 5 average rating, 189 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.

Superhost

Cottage in Wellfleet

4.89 out of 5 average rating, 154 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.

Guest favourite

Cottage in Wellfleet

4.94 out of 5 average rating, 271 reviews

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)

Superhost

Home in Wellfleet

4.84 out of 5 average rating, 103 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!

Guest favourite

Cottage in Eastham

4.91 out of 5 average rating, 213 reviews

Classic Cape Cod Cottage

3 day minimum through November. 15 min walk to the best bayside beach. Very peaceful setting. Four night minimum stay from April 15 to June 13 June 14 to Sept 6 there's a 7 night minimum stay, from Saturday to Saturday. 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.

Guest favourite

Home in Wellfleet

4.99 out of 5 average rating, 167 reviews

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. This 1925 bungalow is the perfect site for a couple or a small family 2 adults/2 children. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. No pets or 3rd party booking.

Guest favourite

Tiny home in Wellfleet

4.99 out of 5 average rating, 166 reviews

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

Guest favourite

Cottage in Wellfleet

4.95 out of 5 average rating, 172 reviews

The Perfect Cape Retreat

The perfect outer Cape retreat - cedar cottage nestled in the woods surrounding a pond with a fireplace, vaulted ceilings, and 2 decks. 5 minutes to beaches, rail trail, and downtown. Cottage has wifi and a Smart TV. You won't want to leave! Need two houses in the same area? Search for our other cottage by Googling "The Perfect Getaway in Wellfleet"

Superhost

Home in Wellfleet

4.89 out of 5 average rating, 159 reviews

Wellfleet Woods Escape

Open kitchen + living room with a wooden pitched ceiling and two sliders overlooking the backyard, woods + bay. The kitchen is newly renovated with custom reclaimed wood cabinets. There is an original farmer's sink + a Fisher & Paykel drawer dishwasher. There is an outdoor shower and a full bathroom indoors.