
Holiday houses in Wellfleet
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Top-rated holiday rentals in Wellfleet
Guests agree: these stays are highly rated for location, cleanliness and more.

Rock on Wellfleet!
A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

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.

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.

Magical Writers Cabin + hot tub in Wellfleet Woods
Escape to our unique Writer’s Cabin in the peaceful woods of Wellfleet—a magical retreat that feels like you're staying in a treehouse! You'll be surrounded by nature yet just minutes' drive from stunning beaches, crystal-clear ponds, scenic trails, and a short stroll to charming Wellfleet harbor and quaint town center. Relax and unwind at our brand-new Magnolia Spa (opening in June), featuring a hot tub and sauna. On-site massage therapy begins in July—ask us about exclusive guest rates!

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.

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 and towels 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.

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)

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!

Unique Waterfront Artist Cottage
Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property.

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

Beach Bungalow - Cape Cod Classic
Artwork, Antiques, Beach, Backyard, Privacy This cottage has everything you can imagine and more. Well stocked and maintained. Cape Cod charm and modern amenities. Responsive owner and close to everything - town, harbor, restaurants, park, and of course Mayo Beach footsteps away. Next-door is Beach Bungalow #2 - see link below. airbnb.com/h/beachbungalow2 “Copy/paste link above to your browser.”
Popular amenities for Wellfleet holiday rentals
Stay near Wellfleet's top sights
Other great holiday rentals in Wellfleet

Downtown Wellfleet Antique - Perfect Location!

Wellfleet, MA. Cape Cod sleeps 8

Beautiful Creekside Apartment in Wellfleet Center

New Home, next to Mayo Beach

Wellfleet home tucked in 1.5 acres of lush gardens

Beachfront at Days' Cottages! Renovated, Kayaks!

Rum Runner’s Shack @ Historic Downtown Wellfleet

Private Bay Beach and Sunset Views! Dog friendly.
When is the best time to visit Wellfleet?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $376 NZD | $364 NZD | $463 NZD | $360 NZD | $437 NZD | $554 NZD | $654 NZD | $656 NZD | $493 NZD | $420 NZD | $437 NZD | $446 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 |
Quick stats about holiday rentals in Wellfleet

Total holiday rentals
Explore 380 holiday rentals in Wellfleet

Nightly prices starting at
Wellfleet holiday rentals start at $70 NZD per night before taxes and fees

Verified guest reviews
Over 15,780 verified reviews to help you choose

Family-friendly holiday rentals
280 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Self check-in, Beachfront and Free parking on premises across Wellfleet rentals

4.8 Average rating
Wellfleet stays are highly rated by guests—averaging 4.8 out of 5!
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