
Waterfront holiday rentals in Wellfleet
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Top-rated waterfront rentals in Wellfleet
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Relaxing Retreat | King Beds * Sauna * Bar Shed
Welcome to Cape Away, your charming family & pet-friendly retreat! Enjoy a fully stocked kitchen, cozy fireplaces, sauna, and outdoor shower. Unwind with dozens of board games, dart board, fire pit, and BBQ. The fully fenced private backyard offers beach gear, a bar shed and lounge area. We are perfectly located just 5–20 minutes from top rated restaurants and beaches, making it your ideal home base. With premium amenities, thoughtful touches it’s the perfect space to escape, explore and relax.

Water Front Pond House - 3 acre Cape Cod Sanctuary
Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass
RARE: DIRECT OCEANFRONT & BEACHFRONT CAPE COD COTTAGE — DOG FRIENDLY — LOCATED ON THE COTTAGE’S VERY OWN PRIVATE BEACH! Lil’ Sea Sass is a 3 BR vintage beach cottage that is nestled in the dunes offering unparalleled ocean views and is located in a very private serene setting. This oasis is near the end of a private road and then down a long drive — with free guaranteed parking for 2+ cars! Amenities include: gas fireplace, fire table, FAST WIFI, central AC & heat, and an outdoor shower.

2 Calypso
Welcome to Doub-Erickson House, the best location in Wellfleet. This fully self-contained flat in a 2 centuries old whale merchant's home on Duck Creek is perfect for active types who prefer to walk instead of drive. Ideal for kayakers & bikers. Steps from Wellfleet's best restaurants, town pier 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.

Slate House - a modern waterfront getaway
Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

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.

Lakefront House/Private Dock/Year Round Hot Tub/AC
Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

Bayshore11 Waterfront Renovated Condo with parking
Waterfront! Fully renovated condominium in Historic Provincetown, near trails, shopping, restaurants and nightlife ,but in the quiet east end. of town. This second level one bedroom opens onto a large deck with expansive views of Cape Cod Bay. A few steps away are the lovely gardens, and private beach area. **Please note there is work being done on the building at 501 Commercial st. Weekdays 7-3. It is out of our control and we apologize in advance for the disruption.

Beach Glass Cottage - Pond Front
Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

*Oceanfront Beach Home*
Steps to the beach for your morning walks. The sound of waves lulling you to sleep. A place for family and friends to relax and create memories. Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this comfortably appointed house. Also check out our new sister property down the road @ApresSeaCapeCod

Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Modern Beachfront Condo, Great Views and Location!
Completely redecorated for 2023! This is the waterfront escape you have dreamed of! Awaken to sunrises over the bay while sipping your coffee, and in the evening, enjoy your cocktail and marvel at the ever changing colors of the sky, bay and boats as the sun slowly sets over your perfect Cape Cod day. This luxury beachfront condo is located in the heart of downtown and is just a couple of minutes walk from the ferry.
Popular amenities for waterfront rentals in Wellfleet
Waterfront apartment rentals

Wonderful in-town beach/studio! Steps to action!

Cape Cod Beachfront 2 bedroom Cottage Harwich

The Lotus-Hot Tub/Kayaks/Ebikes/Waterfront

Waterfront Oasis in Yarmouth, Cape Cod

Stunning West End Waterfront Views w/ Parking

Cozy Commercial St Beach Studio-full Kitchen/Bath

Waterfront with Views & Kitchen-Preston Cross Hall

Gorgeous water views in the center of town!
Waterfront house rentals

Oceanfront Vacation Home with Private Beach for 6

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Beachfront Home with Private Beach Access

Contemporary Cape, Marsh/Bird Sanctuary views, AC!

WOW LAKE VIEW! Waterfront, Prvt Beach, King Bed!

Beachfront Charmer! Newly Renovated.

Unit # 03

Waterfront Modern Home in Eastham, on a Pond
Waterfront apartment rentals

P-Town Beach Beauty on the Bay. Water View!

Beachfront Town Center

Luxurious beachfront 2 bedroom condo

Recently updated 2BD with 2 Decks and Water Views

Beachfront Condo • North Truro

Privacy in the Heart of the Harbor

Westend Waterfront Luxury Condo-Provincetown

Bayshore 9 Waterfront Renovated Condo with Parking
Quick stats about waterfront rentals in Wellfleet

Total holiday rentals
Explore 40 holiday rentals in Wellfleet

Nightly prices starting at
Wellfleet holiday rentals start at € 130 per night before taxes and fees

Verified guest reviews
Over 2,150 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Wellfleet holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wellfleet rentals

4.8 Average rating
Wellfleet stays are highly rated by guests – averaging 4.8 out of 5!
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