
Family-friendly holiday rentals in Wellfleet
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Wellfleet

Total holiday rentals
Explore 270 holiday rentals in Wellfleet

Nightly prices starting at
Wellfleet holiday rentals start at $158 NZD per night before taxes and fees

Verified guest reviews
Over 7,970 verified reviews to help you choose

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
270 of Wellfleet holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wellfleet rentals

4.8 Average rating
Wellfleet stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Wellfleet
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

New modern style Cape Cod escape
Beautifully furnished,fully renovated 3BD,2BT duplex in a Fantastic location. Spacious yard. At the end of a cul-de-sac. Within minutes of Beaches, Trails, Great Pond and Wiley Park. The open living space invites gatherings of family and friends. Modern bathrooms, fully equipped kitchen with new appliances. Great outdoor space, patio, big tables,grill, plenty of parking, A/C window units, W/D. Sleeps up to 6 people.Linens, towels, beach towels/chairs & an umbrella provided.Peaceful Cape Cod home

In the Heart of Wellfleet and Walk to Mayo Beach
Beautifully renovated 1850 Greek revival house. Private apartment is on the second floor with private wide accessible outside stairway. It is a 3-4 room apartment and is perfect for a couple and at most a total of 4 adults. PLEASE NOTE if you are not a couple and do not want to share a bed , you will need to rent the second bedroom at $45 per night per each additional person.The location is perfect in the center of quaint picturesque downtown Wellfleet. Private parking. No children under 8.

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.

Cottage Getaway walk to beach
This Cute As Can Be Beach House is looking for guests! Just a five minute stroll to the beach, The Cottage is the perfect spot for a getaway. Open floor plan with spacious living-room, two bedrooms and bath. Large yard with outdoor shower and a hammock big enough for two! Includes beach chairs, towels, cooler. A true gem! Amenities -Air Conditioning -Heat -Smart TV -Wi-Fi -Gas grill/firepit -Two patios -Washer/Dryer -Outdoor shower - Parking -Adirondack chairs -Amazing sunsets

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)

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

Private Beachfront, AC, EV, Kayaks, Renovated!
10% off Weeklong Off-Season bookings! Welcome to Larkspur Cottage, part of the "Days' Cottages," one of the 22 white and teal cottages located right before Provincetown, complete with its own private beach, portable AC unit and convenient located next door to an EV charging station! Enjoy majestic views and romantic sunsets. This newly updated cottage is carefully decorated to ensure a comfortable, relaxing, and memorable stay.
Popular amenities for Wellfleet family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

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

Great Chatham Location w/ Hot Tub, Near Beach!

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

Manomet Boathouse Station #31

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

Escape to N. Truro 3BR Pet Friendly

10 min walk to Beach - Amazing View & Huge Deck

Private Beach House, Walk to Beach, Outdoor Shower

Pine Lodge - spacious and dog friendly!

The Sea Captain's Carriage House

Walk to Beach, Pet Friendly, New Fenced Backyard!

Cape Cod Getaway 2 Bedroom Cozy Home

Wellfleet Cottage By The Sea
Family-friendly home rentals with a pool

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

Beachside cottage with pool in Provincetown

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

The Cottages at Even'tide Resort - Robin

Unit #6 - 2nd Floor- Efficiency Studio, with A/C

Game Room- Movie Projector Room- Fire Pit

Seaview Summit | Ocean Views, Indoor Pool, Beach

Ocean Edge Resort/Pool access/2bedroom-2bath Condo
When is the best time to visit Wellfleet?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $578 NZD | $578 NZD | $578 NZD | $494 NZD | $527 NZD | $652 NZD | $801 NZD | $820 NZD | $589 NZD | $527 NZD | $545 NZD | $578 NZD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Destinations to explore
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