Vacation rentals in Wellfleet

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.

Wellfleet Cottage near Scenic Pond

Your summer oasis awaits! 3 bedroom, 1 bath contemporary cottage in Deck 2 complex in Wellfleet. Charming cottage feel with cathedral ceilings in a private, natural setting. This unit boasts a private deck, full kitchen, A/C, cable TV + WiFi. 1.3 miles to LeCount Hollow beach and close proximity to Wellfleet's famous Beachcomber, drive in movie theatre, bike path (rail trail), shopping, restaurants and the PB bakery! Escape the city and come enjoy the summer on the cape with friends or family!

Large Sunny Deck, Harbor View, Walk to Town.

Classic little Cape cottage in an ideal location. Less than ten minute drive to amazing ponds and bayside or ocean beaches. Views of the harbor from the large sunny deck with attached outdoor shower. Ten minute walk into town along Duck Creek marsh & over scenic Uncle Tim’s Bridge. Visit the shops & galleries, have lunch or grab a drink at one of the many restaurants in town. Walk to the fish market and come home grill dinner on the deck. 15 minutes bike ride to the closest ocean beach.

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.

Chequessett "Hide-Away"

Chequessett Neck area - Contact owner for more reasonable than published off-season long term (more than 14 days) rates. Walk to Powers Landing bayside beach from this hilltop setting. Very private, spacious, comfortable and clean 2 bed 2 bath ranch style home. Outdoor shower, and private deck. Interior steps to Washer and dryer located in garage below. Highchair availabe on request. Conveniently situated - close to Wellfleet center, Harbor, Mayo beach, Great Island, Duck Harbor.

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 family 2 adults/2 young children - NOT 4 adults due to septic. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. No pets or 3rd party booking.

Mermaid Suite w/ On-site Hot Tub & Wood-fire Sauna

Welcome, Mermaids and Mermen! 🧜‍♀️🧜‍♂️ Make our colorful Mermaid Suite your private cove, with your own entrance via a sunny treetop deck, a king bed as comfortable as a lagoon, an ensuite bath for splashing, & an adorable kitchenette. Stroll to Wellfleet’s charming town center, or take a short drive to ocean beaches, freshwater ponds, and scenic trails. Book a private session in our spa area where you can enjoy our hot tub and wood-fire sauna. (No extra cost!)

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

Classic Summer Cottage

Stay at a classic summer cottage, in the Wellfleet woods, yet conveniently located a 5 minute drive from downtown Wellfleet. Built in 1938 by 4 women, it still has much of it's original charm. The great room has wood paneling and a cathedral ceiling. This common area has natural wood floors and a fireplace. 2 cozy bedrooms and a small kitchen and bathroom complete the scene.

The Perfect Cape Retreat

The perfect outer Cape retreat - cedar cottage nestled in the woods near 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"