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

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.

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.

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 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.

The Breeze Overlooking Minister's Pond
The Breeze is a luxurious, romantic cottage by a serene freshwater pond, surrounded by vibrant gardens. Perfect for a peaceful getaway, enjoy kayaking, canoeing, and relaxing on the dock, or explore nearby trails and the Cape Cod Rail Trail with provided bikes. Unwind with evenings by the fire pit, refreshing outdoor shower, and a plush queen bed for ultimate comfort. This private oasis offers tranquility, natural beauty, and 5-star attention to detail for your perfect escape.

Wellfleet Oasis
Unwind in this calm, stylish studio oasis. Stroll to Mass Audubon or bike just 1.3 miles along the trail next to our development to reach Marconi Beach. Enjoy local restaurants, a flea market, and Wellfleet Drive just 0.9 miles away. A small market on the Eastham-Wellfleet line offers essentials, sandwiches, and drinks. With owners on-site, the space features a private entrance, a deck with an electric grill, and an outdoor solar shower for rinsing off after a sunny day.

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)

National Seashore Escape
There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

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

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".

Light-filled North Truro cottage-Lovely gardens
Open and airy cottage with lots of attention to detail. Peaceful setting, clean and comfortable. Beautiful view of undeveloped hillside from all three rooms. Quick walk to beach. Set back from the road, nestled amongst gardens for a private feel.
Popular amenities for Wellfleet holiday rentals
Stay near Wellfleet's top sights
Other great holiday rentals in Wellfleet

Peaceful cottage next to the bay

Downtown Wellfleet Antique - Perfect Location!

Modern cottage on the water

Ideal Vacation Home On Dennis Highlands

Updated 3BR Bayview Dog Friendly | Dock

Cape Cod cottage with 3 bedrooms near ocean & bay!

Private Cape Cottage + Peaceful Relaxing Property

New modern style Cape Cod escape
When is the best time to visit Wellfleet?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £160 | £155 | £197 | £154 | £186 | £236 | £279 | £279 | £213 | £186 | £208 | £224 |
| 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 |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Wellfleet?
Yes! Work meets play with ease at over 150 vacation rentals in Wellfleet featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wellfleet?
Four-legged friends are welcome in Wellfleet. Choose from more than 110 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Wellfleet?
Experience the best of Wellfleet with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Wellfleet have self check-in?
Absolutely! We offer over 70 house rentals with self check-in in Wellfleet. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wellfleet have free parking?
Absolutely! We offer over 240 house rentals with free parking in Wellfleet. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Wellfleet?
Wellfleet has more than 210 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Wellfleet vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Wellfleet, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for House Rentals in Wellfleet?
Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with self check-in, over 240 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 £30 per night before taxes and fees

Verified guest reviews
Over 14,480 verified reviews to help you choose

Family-friendly holiday rentals
280 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
360 of Wellfleet holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Beachfront and Waterfront across Wellfleet rentals

4.8 Average rating
Wellfleet stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with pools Wellfleet
- Rentals with a firepit Wellfleet
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- Beachfront rentals Wellfleet
- Rentals with a patio Wellfleet
- Rentals with a fireplace Wellfleet
- Rentals with beach access Wellfleet
- Family-friendly rentals Wellfleet
- Waterfront rentals Wellfleet
- Apartment rentals Wellfleet
- Pet-friendly rentals Wellfleet
- Rentals with a washing machine and dryer Wellfleet
- Rentals with outdoor seating Wellfleet
- House rentals Wellfleet
- Cottage rentals Wellfleet
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Duxbury Beach
- Coast Guard Beach
- New Silver Beach
- Sandy Neck Beach
- Pinehills Golf Club
- Cahoon Hollow Beach
- Nickerson State Park
- Lighthouse Beach
- Cape Cod Inflatable Park
- Popponesset Peninsula
- Skaket Beach
- Saquish Beach
- Race Point Beach
- Sea Gull Beach
- Nauset Beach
- Scusset Beach State Reservation
- Sandwich Glass Museum
- Marconi Beach
- Bass River Beach




