Family-friendly vacation 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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Guest favorite

Guest suite in Oak Bluffs

4.94 out of 5 average rating, 343 reviews

Lovely 2 BR Oak Bluffs Apartment

This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

Guest favorite

Rental unit in Wellfleet

4.84 out of 5 average rating, 355 reviews

“Beach Plum Apartment” w/ Sunny Deck in Wellfleet

Our sunny Beach Plum Apartment is a peaceful haven of relaxation and the perfect base for your Wellfleet vacation. This sweet rental includes your own sunny deck; a spacious, ensuite bathroom; a kitchenette with fridge, microwave, coffee maker, toaster & hot plate; and a king bed with a memory foam mattress & cotton bedding. Surrounded by nature, you'll be walking distance to Wellfleet's center, harbor & restaurants and minutes drive to ocean & bay beaches, hiking & bike trails & hidden ponds.

Guest favorite

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 favorite

Guesthouse 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 favorite

Home in Truro

4.88 out of 5 average rating, 196 reviews

Cape Cod Getaway 2 Bedroom Cozy Home

Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

Guest favorite

Rental unit in North Truro

4.95 out of 5 average rating, 197 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 beaches. Located in the heart of Pond Village in North Truro. Just across from a general store, restaurant, artisanal chocolatier, food truck and Flex Bus stop. Truro Vineyards is just down the street, and we are 7 miles (less than a 10 minute drive) to Provincetown. Great location to enjoy all the Lower Cape has to offer.

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 favorite

Cottage in North Eastham

4.91 out of 5 average rating, 213 reviews

Classic Cape Cod Cottage

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 favorite

Home in North Truro

4.97 out of 5 average rating, 189 reviews

Escape to N. Truro 3BR Pet Friendly

Don't miss this beautiful, pet-friendly, comfy 3 bedroom home that is totally private, filled with beautiful local artwork, and only minutes from the beach. Outdoor shower, 2 fireplaces, vaulted ceilings with skylights, wifi, cable, ping pong, air hockey, 2 full baths, hammocks, built in Bluetooth speaker system and air conditioning! A true chance to get away and live the Cape life!

Guest favorite

Cottage in Eastham

4.95 out of 5 average rating, 169 reviews

Cozy 2 bedroom cottage steps from Moll's Pond

**Stays of 32 days or more incur NO MA TAX. Highly recommended** This cozy two bedroom cottage on a quiet dirt road in Eastham is the perfect home base for your Cape Cod vacation. Hotel quality bed linens and bath towels are included with this home. Steps away from a freshwater pond and minutes away from the ocean and bay beaches, this home provides convenient access to everything.

Guest favorite

Guest suite in Wellfleet

4.89 out of 5 average rating, 182 reviews

★Exceptional deal in Wellfleet!

Enjoy some 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.