Holiday houses 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.

10 min walk to Beach - Amazing View & Huge Deck

Enjoy an incredible view of Duck Meadow Tidal Marsh from this cozy cottage. Only a 10 minute walk to Boat Meadow Landing, a great bayside beach. Sip your morning coffee on our huge deck while enjoying the view. The deck includes a retractable roof if you would prefer to sit in the shade. Only minutes from incredible restaurants & shops in Orleans. This home includes AC, office space w/ monitors & a natural gas fireplace. Near the Cape Cod Rail Trail, hiking trails and numerous beach options!

3B The Green Frog

Located between Mac's Shack & the Town Pier on the creekside of Commercial Street. This flat in a centuries' old whale merchant's home on Duck Creek is perfect for active types who prefer walking to all Wellfleet has to offer. Ideal for kayakers & bikers. Steps from Wellfleet's best restaurants and the village center shopping & market. We have 5 flats-If one is booked on your dates, look for Calypso, Boulevard, Garden, Blockhouse, or Green Frog. Rent multiple apartments for larger parties.

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.

SeaRose Suite w/ on-site Hot tub & Wood-fire Sauna

Named for the wild roses that bloom along Cape Cod’s shores, our SeaRose Suite is a peaceful retreat designed for rest, inspiration, and renewal. Enjoy your entirely private space with your own private entrance via your private porch. Relax in our shared space area w/ hot tub and authentic wood fire sauna. Tucked away in the heart of Wellfleet, you’re just minutes from beautiful beaches, scenic bike trails, art galleries, fresh seafood, and the village’s charming shops and cafés.

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. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. No pets or 3rd party booking.

1-Bedroom seasonal cottage near National Seashore

Enjoy your Cape Code get-away in a rustic dwelling close to town in a quiet residential neighborhood. The building was created in 2010 as a part-time work space and evolved to a comfortable private summer dwelling with an outdoor stone patio. This is a perfect fit for those who love an outdoor shower (the one shower is outside). We are in walking distance to Great Island and Duck Harbor. We have a 3-night minimum, but you will want to stay longer!

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 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)

Wellfleet Center Gem

Charming, pristine, top floor, 1-BR apartment with a sunny deck. Perfect for a couple or a solo traveler. Located in a historic building in the heart of Wellfleet Center. Great restaurants, shops, yoga/fitness, galleries, and farmers market are all steps from your door. Great option for those who love to walk. 20 minute drive to Provincetown. No pets allowed.

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.