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.

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Guest favorite

Home in Eastham

4.99 out of 5 average rating, 134 reviews

Bayside Bliss

Classic Cape house on a quiet road just steps from the Cape Cod Rail Trail bike path and 1/2 mile from a sparkling pond. Cape Cod bay is 1.3 miles away. Woods, wind and sun await you! Spacious 4 bedroom, 2 bath home with beautiful sun porch...4 NIGHT MINIMUM. Discounts for multiple week stays - kindly write to INQUIRE before you request to book - we appreciate hearing details about your group and your reason for visiting Cape Cod. There is a 7 NIGHT MINIMUM SUNDAY - SUNDAY stay June - September

Jan 8 – 15

ﺩ.ﺇ1,344 per night

Guest favorite

Place to stay in Wellfleet

4.97 out of 5 average rating, 166 reviews

WoodsideTiny House near Wellfleet Bay

Our tiny house tucked under trees is the perfect getaway. Walk past our orchard to get to your "Romantic Hideaway". This special rental has a private, sunny deck, a Nordic shower, stained glass windows and a library of books/vinyls. Set back from a quiet road on our property, this little gem is walking distance to Wellfleet's center, harbor & many restaurants, & just minutes drive from National Seashore beaches & ponds. A fun time in bustling Provincetown awaits you only 15 miles down the road!

Oct 15 – 22

ﺩ.ﺇ653 per night

Guest favorite

Condo in Dennis

4.99 out of 5 average rating, 172 reviews

Studio, 300 yards to Glendon Beach; Seahorse#2

Newly renovated, 250 sq ft studio at Near Beach Rentals. 300 yards to Glendon Beach means you can head to the beach in the morning and you're close enough to walk back for lunch. Fully furnished studio includes a queen bed and a fold down couch, kitchen with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture. **(6) total units makes NBR a great place for larger gatherings!!!

Oct 15 – 22

ﺩ.ﺇ471 per night

Guest favorite

Home in Chatham

4.95 out of 5 average rating, 241 reviews

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Dec 6 – 13

ﺩ.ﺇ1,586 per night

Guest favorite

Guesthouse in Wellfleet

4.97 out of 5 average rating, 180 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.

Dec 30 – Jan 6

ﺩ.ﺇ778 per night

Superhost

Cottage in Wellfleet

4.89 out of 5 average rating, 152 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.

Dec 17 – 24

ﺩ.ﺇ1,195 per night

Guest favorite

Apartment in Barnstable

4.99 out of 5 average rating, 231 reviews

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

Jan 30 – Feb 6

ﺩ.ﺇ492 per night

Guest favorite

Cottage in Eastham

4.9 out of 5 average rating, 343 reviews

Barn Cottage on Minister Pond

Newly renovated cozy heated Barn Cottage (not attached to house- privacy!) on Minister Pond with dock access to canoe/ new queen size bed/equipped kitchen/large deck overlooking pond/gas grill/private yard/2 minutes to ocean or bay beaches and bike trail in National Seashore/ many local attractions, and restaurants! Please note the new 12.45% short term rental tax is now in effect and will be added to your base. Thank you

Nov 5 – 12

ﺩ.ﺇ537 per night

Guest favorite

Cottage in Eastham

4.91 out of 5 average rating, 189 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 15. June 15 to Sept 10 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.

Apr 18 – 25

ﺩ.ﺇ598 per night

Guest favorite

Cottage in Eastham

4.96 out of 5 average rating, 152 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.

Jun 4 – 11

ﺩ.ﺇ956 per night

Guest favorite

Guesthouse in Brewster

4.94 out of 5 average rating, 212 reviews

Charming Antique Cape Cod Cottage

Our cottage is situated in a lovely, landscaped yard with a private deck and back yard for our guests. We have a self check in that allows for privacy. While there is a feeling of privacy, you are close to stores and other conveniences. There are many walking trails nearby and beaches for outdoor activities. Perfect location for getting away or seeking adventure.

Oct 11 – 18

ﺩ.ﺇ555 per night

Guest favorite

Guest suite in Wellfleet

4.89 out of 5 average rating, 159 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.

Sep 7 – 14

ﺩ.ﺇ1,182 per night