Holiday rentals in Wellfleet Harbor

4.91 out of 5 average rating, 268 reviews

Flat in Eastham

Eastham Escape

Private cozy clean 3 room en suite with private entrance. Entry room has small fridge, stocked coffee bar, microwave, water bubbler, and closet with beach chairs, towels, cooler, and dog water bowl. No full kitchen. Middle room has couch and smart t.v. Bedroom with comfortable queen and full bath. 5 min to 2 National Seashore pet friendly beaches. 5 min to Wiley park with pond and dog walk. 3 min to sunsets at the bay. Walk to bus, bike trail, restaurants. 23 miles to Ptown. Sleeps 1 o2 adults

4.96 out of 5 average rating, 190 reviews

Flat in Wellfleet

Beautiful Creekside Apartment in Wellfleet Center

Unique romantic apartment overlooking Duck Creek. One large living space which includes kitchen, work area, dining and air conditioned living room with a spectacular view. Queen bedroom and full bath. Small outdoor sitting area with table and chairs to watch the tide role in and out. See the sky change color at sunset and if lucky, catch the moon rise. Access to this private apartment is up a spiral staircase. Close to all of Wellfleet's restaurants, art galleries, town center and the pier.

Superhost

Home in Wellfleet

4.9 out of 5 average rating, 162 reviews

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.

Place to stay in Wellfleet

4.97 out of 5 average rating, 237 reviews

Romantic Cape Cod Tiny House + Hot Tub

Welcome to the Romantic Hideaway, our magical, secluded tiny house nestled between lush gardens and the woods alongside our property. Just a short drive to ocean beaches and freshwater ponds, and a pleasant walk to the quaint center of Wellfleet. Wake to birdsong and enjoy fresh muffins on your sunny, private deck. Your stay includes access to our Magnolia Spa with hot tub and sauna (June+); massage is available in July at special guest rates. A sweet, quiet escape on the Outer Cape.

4.9 out of 5 average rating, 165 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.

4.99 out of 5 average rating, 172 reviews

Home in Wellfleet

Rum Runner’s Shack @ Historic Downtown Wellfleet

Located in Wellfleet Center, enjoy this sublime 528 sq. foot cottage - only 10 minutes from beaches and ponds in any direction. Near Winslow's Tavern, Wellfleet Marketplace, Hatch's, Uncle Tim’s Bridge, Mac's Shack and Wicked Oyster. This 1925 bungalow is the perfect site for a couple or a small family 2 adults/2 children - NOT 4 adults. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. No pets or 3rd party booking.

4.93 out of 5 average rating, 107 reviews

Tiny home in Wellfleet

Tiny House Living in Wellfleet

Sunny post and beam cottage in the woods of Wellfleet. Easy access to Bay, Ocean and Ponds. Great for a single or couple. Sleeping in loft (steepish stairs and limited head room in loft) full kitchen and bathroom with clawfoot tub and shower and living space downstairs, side door opens to outdoor shower. French doors open to a deck looking out to the woods with a gas grill for cooking out. AVAILABLE WEEKLY- SATURDAY to SATURDAY Massage studio on site

4.99 out of 5 average rating, 169 reviews

Tiny home in Wellfleet

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

4.92 out of 5 average rating, 184 reviews

Guest suite in Orleans

Charming Old Cape Cod

Relax and enjoy spending time at Snowtop on the Town Cove, many activities including sailing, paddle boarding, water skiing and spectacular sunsets! A short walk to swim, sit on the sand or take a beach walk. The offered space has a private entrance with bath, bedroom with a king size bed, a sunny living room with dining table over looking the water where you could choose to dine in, have coffee in the morning or play a game.

Superhost

Guest suite in Wellfleet

4.71 out of 5 average rating, 24 reviews

Honeybee Haven - 1 bedroom suite w/ private bath

Relax in this cozy ground floor suite in our home on a Cul de sac close to all Wellfleet has to offer. Host Julia, and her friendly pup Doobie, are right upstairs to ensure you have a great experience. Enjoy your own patio, a comfy living room with sofa bed with a new mattress, dining table, kitchenette, private bath with shower, and captive bedroom with queen bed. Sorry no pets.

4.94 out of 5 average rating, 176 reviews

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".

4.98 out of 5 average rating, 212 reviews

Guest suite in Wellfleet

Charming, private, studio near Gull Pond Wellfleet

Quietly situated 3/4 mile from Gull Pond, 2 miles from ocean beaches, and 1.3 mile from the center of Wellfleet. This is an ideal spot if you are looking for a comfortable base from which to enjoy all that Wellfleet has to offer! Studio apt with microwave, wifi, but PLEASE NOTE: there is no stove and no television.

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Popular amenities for Wellfleet Harbor holiday rentals

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Other great holiday rentals in Wellfleet Harbor

Home in Wellfleet

4.91 out of 5 average rating, 22 reviews

2 Bedroom, 5 min walk to bay beach!

PaulaRating, 5 stars3 weeks ago

Stayed here for two nights with an infant and a dog. Appreciates the dog friendliness. Great location, peaceful, near Provincetown. Recommend for two adults and a dog! Big deck outside as well. Easy parking and instructions provided by host. Good for a short term weekend getaway.

Cottage in Truro

5 out of 5 average rating, 3 reviews

Tiny Truro Treehouse

LucindaRating, 5 stars4 days ago

The most charming place! I would definitely come back next time I visit cape cod! Ps, you must go to Salty Market around the corner, thanks to Jennifer’s recommendation!

4.95 out of 5 average rating, 22 reviews

Guest house in Wellfleet

1-Bedroom seasonal cottage near National Seashore

PhilippRating, 5 stars2 weeks ago

we had a great stay in leslies lovely cottage. everything as described; beautiful and calm area, spacious terrace, cozy interior. would come back!

5 out of 5 average rating, 14 reviews

“The North Star”- sweet cottage near bayside beach

MaylisRating, 5 stars3 days ago

We had a wonderful stay as a family of 3 with our 4 year old. Though small, we had everything we needed and everything was very clean and comfortable. A 5 min drive to the beach as well as town made everything very easy and enjoyable. Highly recommend and would love to come back.

Superhost

Guest suite in Wellfleet

4.59 out of 5 average rating, 419 reviews

Village of Wellfleet

SusanRating, 5 stars2 weeks ago

Andrea’s place was a charming little suite of rooms tucked into a hillside. It was quiet and comfortable and very conveniently located to the Truro center for the arts.

4.88 out of 5 average rating, 25 reviews

Cottage in Eastham

Secluded Cottage w/ Detached Bunk House

KirstenRating, 5 stars1 week ago

The cottage was absolutely perfect for me and my son. The main house is studio set up - the layout is super efficient, adorable, and has absolutely everything you could need. The queen bed is cozy, the decor is so thoughtfully cape cod.. We thoroughly enjoyed every moment "at home" out on the back porch in the screened pergola for games and dinners. Great hosts - very flexible and hospitable when we had a change in our schedule last minute. Can't recommend it enough. We didn't need the bunk house, but if we come back with the whole family, we know they would love it, fun for kids.

5 out of 5 average rating, 43 reviews

Tiny home in Brewster

BlueSky Cottage! Tiny Luxury! Firepit/patio/petOK

TracyRating, 5 stars5 days ago

This was our second visit to this beautiful, peaceful cottage. Micaran was very responsive and informative. We appreciate her attention to detail and the comfort of this space. We would love to return soon!!!! Highly recommended!