Holiday houses in Wellfleet Harbor

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Top-rated holiday rentals in Wellfleet Harbor

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Guest favourite

Apartment in Eastham

4.91 out of 5 average rating, 268 reviews

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

Top Guest favourite

Apartment in Wellfleet

4.96 out of 5 average rating, 190 reviews

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.

Top Guest favourite

Place to stay in Wellfleet

4.97 out of 5 average rating, 238 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.

Guest favourite

Cottage in Wellfleet

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.

Top Guest favourite

Home in Wellfleet

4.99 out of 5 average rating, 172 reviews

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.

Top Guest favourite

Tiny home in Wellfleet

4.93 out of 5 average rating, 107 reviews

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

Top Guest favourite

Tiny home in Wellfleet

4.99 out of 5 average rating, 169 reviews

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

Guest favourite

Guest suite in Orleans

4.92 out of 5 average rating, 184 reviews

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.

Guest favourite

Home in Wellfleet

4.84 out of 5 average rating, 44 reviews

Classic Cottage with waterviews

Simple, classic cottage built c. 1907. 100 feet from the water in South Wellfleet on Blackfish Creek on Cape Cod Bay side. Waterviews from every bedroom. Low tide beachcombing and oyster activity, high tide swimming and sailing, boating or kayaking. Screened, wraparound porch with hammock. Air conditioned and heat but no insulation. Good mattresses. Herb garden.

Top Guest favourite

Guest suite in Wellfleet

4.98 out of 5 average rating, 212 reviews

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.