House vacation rentals in Wellfleet

Private Cape Cottage + Peaceful Relaxing Property

1/2 acre lot, on a private road. Your personal oasis. Super close to it all! Take a walk, bike, or 4 minute drive to beautiful Indian Neck bay beach and oyster grounds! The amazing ocean beaches are 8 minutes away by car or 18 minute bike ride. Walk through the woods to the gorgeous salt marsh at the Pilgrim Springs conservation area, just down the dirt road from the house. We are so glad to share our home with you! JULY-AUGUST we book Saturday-Saturday weeklong stays only, for best experience.

Location · Family · Accuracy

Wellfleet Home Above the Trees

PLEASE INQUIRE! Custom-crafted, owner-designed + built home, appointed w/ our modern + mid-century inspired esthetic, artwork + furnishings, and open, refreshing layout. Treehouse-like feel, with w/ spacious decks wrapping around South-facing sunny property, w/ beautiful sunsets every evening thru high wooded views over Conservation land. All within 15 minutes of Provincetown, + within 5-10 minutes of Wellfleet’s unparalleled Ocean + Bayside beaches, pristine kettleponds, Town Center + Harbor.

Value · Family · Beach

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!

Family · Location · Decor

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.

Family · Location · Laundry

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.

Value · Family · Decor

Sandy beach cottage on Wellfleet Bay

"Light on the Mayo" is a newly built, finely appointed, 2-bedroom, 1-bathroom cottage located across the road from the famous "Mayo (swim) Beach" in Wellfleet Bay. The cottage was built in 2018 and is incredibly cozy with unobstructed views of Mayo Beach and Wellfleet Harbor. It also has excellent privacy and high-end amenities. The house includes central heat and air conditioning in each bedroom as well as the living room. It has a modern kitchen with a beautiful dining nook.

Family · Location · Laundry

The Osprey Nest - Beach house with stunning views

The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Value · Family · Nearby

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.

Location · Family · Backyard

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.

Location · Value · Checkout

The Sea Captain's Carriage House

The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Location · Value · Indoor spaces

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 are not provided. During this time (Mid June through Mid September, check in and out are on Saturdays.

Location · Family · Condition

Beachside National Seashore Home with A/C

Beachside location (minutes walk to Lecount Hollow Beach) and comfort are everything for a great vacation. Stay at this cool (central A/C) and comfortable, updated home *within* the National Seashore in Wellfleet. Located on a private road off Ocean View Drive which runs along the Atlantic Ocean. Our road leads to a private path (for residents and guests) directly to LeCount Hollow Beach (minutes away).

Value · Family · Cleanliness