
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 Wellfleet Beach House. Sleeps 6
On the road to Cape Cod's most loved beaches at the National Seashore. Come around the corner and pull into this property and you will instantly feel at home. This little gem is a three-bedroom Cape style with two bedrooms upstairs and a full bath with a walk-in shower. You will find another full bedroom and bath w/tub on the first floor. Open living/dining room & great kitchen. This property offers comfort and privacy with a level spacious backyard, firepit & outdoor shower.

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)

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

Wellfleet~Beautiful One Day Perfect The Next
Are you looking for the perfect getaway in charming Wellfleet? This two-bedroom cottage is located in a private, detached cottage village. Enjoy the beautiful SEASONAL in-ground pool (OPENS July 4th & CLOSES LABOR DAY) and a welcoming family-friendly atmosphere. The cottage is centrally located with a five-minute drive to both bay and ocean side beaches, freshwater kettle ponds, Wellfleet center, and the rail trail!

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".

The Perfect Getaway in Wellfleet
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!
Popular amenities for Wellfleet holiday rentals
Stay near Wellfleet's top sights
Other great holiday rentals in Wellfleet

Cozy Cottage walk to Cove Beach

Downtown Wellfleet Antique - Perfect Location!

1-Bedroom seasonal cottage near National Seashore

Modern cottage on the water

Cozy Commercial Street Retreat

Classic Cottage with waterviews

Ocean view with private beach

Nauset Heights Cottage- 5 minute walk to beach!
When is the best time to visit Wellfleet?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £161 | £156 | £198 | £154 | £187 | £237 | £281 | £281 | £214 | £186 | £209 | £225 |
| 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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- Apartment rentals Wellfleet
- Pet-friendly rentals Wellfleet
- Rentals with a fireplace Wellfleet
- Rentals with outdoor seating Wellfleet
- Rentals with lake access Wellfleet
- Cottage rentals Wellfleet
- House rentals Wellfleet
- Rentals with a patio Wellfleet
- Waterfront rentals Wellfleet
- Rentals with beach access Wellfleet
- Rentals with a firepit Wellfleet
- Rentals with a washing machine and dryer Wellfleet
- Family-friendly rentals Wellfleet
- Beachfront rentals Wellfleet
- Rentals with pools 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




