Waterfront holiday rentals in Wellfleet

5 out of 5 average rating, 184 reviews

An outdoor dining setting features a table with a plate of salad and wine glasses, accompanied by a bottle of white wine. In the background, a charming shed displays ‘Cape Away’ signage, surrounded by well-maintained greenery and a cozy lounge area.

Home in South Yarmouth

Cozy King Beds w/ Sauna, Bar, Neflix, Hulu, ESPN

Cape Away is a cozy, and entertainment focused family & pet friendly retreat in the charming Mid-Cape region. Start your mornings with coffee in the fully stocked kitchen, hit up nearby beaches, then unwind in the sauna, outdoor shower, or by the fire. With games, private fenced backyard, shed bar and fast WiFi, you’re 5–10 minutes from top restaurants and beaches. We included unlimited Disney+, Hulu, ESPN, Netflix and PrimeVideo for all guests! Book now and make your Cape Cod memories here.

4.96 out of 5 average rating, 140 reviews

Two kayaks are stored beside a shed in a natural setting, surrounded by tall grass. A view of the calm water reflects the greenery of the area, while a cozy indoor space showcases a gas fireplace and comfortable furnishings.

Cottage in South Dennis

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen Watch the birds, relax out back in peace & privacy or go explore! 📍 Centrally located ❌ NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

4.9 out of 5 average rating, 172 reviews

An outdoor deck extends over panoramic views of the waterfront, featuring a dining table with dark wood chairs shaded by a green umbrella. The deck is surrounded by lush greenery and offers ample space for relaxation and dining, enhancing the outdoor experience.

Cottage in Wellfleet

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.

4.95 out of 5 average rating, 128 reviews

An aerial view captures a serene pond surrounded by lush greenery. Clear blue water reflects the sky, while sandy areas and aquatic plants line the edges. The tranquil environment suggests opportunities for relaxation and connection with nature.

Guest house in Brewster

Brand new, on a secret pond

Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.

4.8 out of 5 average rating, 172 reviews

A well-equipped kitchen and dining space features an antique dining table with four wooden chairs. Windows dressed with sheer curtains allow natural light to illuminate the area. A rug adds warmth to the hardwood floor, with a Smart TV mounted on the wall.

Flat in Wellfleet

3A Boulevard

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, Garden, Blockhouse, or Green Frog. Rent multiple apartments for larger parties.

4.95 out of 5 average rating, 261 reviews

A serene dock extends over calm waters, featuring two Adirondack chairs positioned beside vibrant potted flowers. Lush greenery frames the scene, providing a peaceful backdrop for relaxation. The setting invites guests to unwind and enjoy the tranquility of the freshwater pond.

Cottage in Eastham

The Breeze Overlooking Minister's Pond

The Breeze is a luxurious, romantic cottage by a serene freshwater pond, surrounded by vibrant gardens. Perfect for a peaceful getaway, enjoy kayaking, canoeing, and relaxing on the dock, or explore nearby trails and the Cape Cod Rail Trail with provided bikes. Unwind with evenings by the fire pit, refreshing outdoor showers, and a plush queen bed for ultimate comfort. This private oasis offers tranquility, natural beauty, and 5-star attention to detail for your perfect escape.

Superhost

A serene waterfront view displays calm waters under a clear blue sky. A private beach area is visible with deck chairs and umbrellas arranged neatly on a sandy spot. Lush green gardens and a winding stone path add to the natural beauty of the setting.

4.84 out of 5 average rating, 111 reviews

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.

4.96 out of 5 average rating, 140 reviews

A row of identical beach cottages aligns along the shoreline, with vibrant orange and purple hues of the sunset filling the sky. The cottages sit on stilts, and the gentle waves lap at the sandy beach in front, creating a serene coastal atmosphere.

Cottage in North Truro

Daisy of Days Cottages - Cottage on the beach

A year round fully renovated two bedroom cottage on the beach. Nothing but sand between you and Cape Cod bay. My place is the perfect peaceful beach vacation. The sunsets are amazing! The area is residential, so it's quiet. A quick 4 mile ride to Provincetown. There's parking on site, as well as a boat launch. No need to pack up to head to the beach - you are at the beach! Perfect for couples, solo adventurers, business travelers, and families (with kids).

4.93 out of 5 average rating, 124 reviews

Home in North Truro

4-ensuite, 25x42,heated pool, pets, ADA, EV, beach

-15% OFF until April 2nd 2026. 25X42 heated pool(April 1-Nov 30) -SEASON- June 20-Sept 4th (7) night min. SAT.-SAT. ONLY -OFF SEASON- April 18-June 20 and Sept4th-January 4 (2) night min. -NO BALLOONS, PARTY, EVENTS, BRIDAL, WEDDING RECEPTIONS, MAX 12 for pool/ dinners. Extra guests=immediate eviction. -Stay tuned for our newest 6 bedroom property coming online soon. 6 en-suite bedrooms, one separate unit as well. www.airbnb.com/h/southpamet

A bright, open living space features large windows that allow natural light to fill the room. A comfortable couch with decorative pillows sits alongside a classic wooden chair. Brick and wood beams contribute to the rustic charm, complemented by original artwork on the walls.

4.98 out of 5 average rating, 100 reviews

Waterfront with Views & Kitchen-Preston Cross Hall

The Preston Lucian Cross Hall Apartment at the Lucy Cross House is the benchmark in understated sophistication. The building was constructed in 1862 and lovingly restored in 2010 with toxin free materials to insure your stay is as tranquil and safe as possible. The property is located on Commercial Street at the beginning of the East End Gallery District with direct access to the Law Street Harbor Beach. WE NEVER CHARGE A CLEANING FEE!

A bright living space features large windows providing views of the waterfront. A white sofa and a cozy sitting area surround a circular coffee table. A patterned area rug anchors the space, while light filters in, enhancing the serene atmosphere.

4.99 out of 5 average rating, 108 reviews

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.

4.96 out of 5 average rating, 129 reviews

A serene beach scene is captured, featuring calm waters reflecting a clear blue sky. Grass and low vegetation frame the foreground, leading to gently sloping sandy shores. In the distance, the outline of an island is visible against the horizon, contributing to the tranquil atmosphere.

Bungalow in Wellfleet

Beach Bungalow - Cape Cod Classic

Artwork, Antiques, Beach, Backyard, Privacy This cottage has everything you can imagine and more. Well stocked and maintained. Cape Cod charm and modern amenities. Responsive owner and close to everything - town, harbor, restaurants, park, and of course Mayo Beach footsteps away. Next-door is Beach Bungalow #2 - see link below. airbnb.com/h/beachbungalow2 “Copy/paste link above to your browser.”

Popular amenities for waterfront rentals in Wellfleet

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

An outdoor deck area features a small table with two chairs, surrounded by flowering plants. The sliding glass door provides access to the interior, where natural light can be seen. The deck flooring is composed of wooden boards, enhancing the inviting nature of the space.

4.94 out of 5 average rating, 18 reviews

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

4.81 out of 5 average rating, 110 reviews

A charming cottage is nestled against sandy dunes, featuring a covered porch with seating. The exterior showcases light grey shingles, and a large circular decorative element is centered on one wall. Beach chairs are positioned near the entrance, inviting relaxation with ocean views.

Flat in Harwich Port

Cape Cod Beachfront 2 bedroom Cottage Harwich

4.95 out of 5 average rating, 19 reviews

A spacious deck overlooking a serene water view features outdoor seating with a comfortable wicker sofa and round tables. The railing is white, and the surroundings consist of lush greenery and a clear blue sky with scattered clouds.

Flat in West Yarmouth

Waterfront Oasis in Yarmouth, Cape Cod

A shared waterfront deck features comfortable seating arranged around a glass-top table, with a panoramic view of the Bay during sunset. The horizon displays a blend of orange, pink, and blue hues, while trees frame the scene, adding depth to the serene coastal environment.

4.95 out of 5 average rating, 19 reviews

Stunning West End Waterfront Views with Parking

The beach-front property is showcased with multiple levels and modern design features. The structure is surrounded by soft sandy beach and grassland, with the historic tower visible in the background under a clear blue sky.

5 out of 5 average rating, 10 reviews

PTown’s Best /on the beach + parking

4.9 out of 5 average rating, 40 reviews

Cozy Commercial St Beach Studio-full Kitchen/Bath

Superhost

An aerial view captures a serene kettle pond surrounded by lush greenery, with homes positioned thoughtfully around it. A circular road is visible, enhancing the peaceful, residential atmosphere of the neighborhood.

Flat in Cotuit

4.91 out of 5 average rating, 11 reviews

2 BR pond suite w/ private kitchen/bath/living

5 out of 5 average rating, 7 reviews

A paved outdoor seating area is visible with several round tables and chairs arranged to provide views of the water at sunset. The sky features warm hues of orange and purple as the sun dips below the horizon, with the ocean beyond and neighboring houses in the background.

Flat in Dennis Port

Steps to the Beach & Heated Pool!

Waterfront house rentals

5 out of 5 average rating, 336 reviews

A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.

Home in West Yarmouth

gorgeous waterfront cottage w/4kayaks and 2 SUPs

4.97 out of 5 average rating, 29 reviews

An outdoor seating area is covered by a gazebo, featuring plush blue cushions on woven furniture. A fire pit table sits at the center, with flames providing warmth. Beyond the seating, a fenced-in lawn creates a private retreat, complemented by a storage shed.

Home in Dennis Port

3-min walk to BEACH! Private luxury Backyard!

5 out of 5 average rating, 72 reviews

A fire pit area features six sturdy blue Adirondack chairs arranged around a circular stone fire pit, overlooking a serene waterfront view. Lush greenery surrounds the area, with the calm water of Long Pond visible in the background.

Home in South Yarmouth

Sunburst Cottage on Long Pond

5 out of 5 average rating, 17 reviews

A serene landscape is displayed with lush green marshlands reflecting the soft colors of the sunset. Gentle waterway patterns create a tranquil ambiance, while trees line the background, enhancing the natural beauty of the scene.

Home in Wellfleet

Marsh Side Home with Stunning Sunset View

Superhost

A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.

Home in Brewster

4.87 out of 5 average rating, 226 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

4.99 out of 5 average rating, 146 reviews

The exterior of a spacious coastal property is shown, featuring a wraparound porch and light grey shingle siding. A clear blue sky complements the beach setting, with soft sand leading to the ocean in the background. Lush greenery borders the property, providing a sense of seclusion.

Home in East Sandwich

*Oceanfront Beach Home*

4.97 out of 5 average rating, 106 reviews

An aerial view captures a spacious lakefront home surrounded by lush greenery, with calm waters reflecting the sky. A vast lawn leads to the edge of Lawrence Pond, providing a serene backdrop to the property.

Home in Sandwich

Serene Lakefront home in Cape Cod, #onlawrencepond

4.89 out of 5 average rating, 198 reviews

A charming cottage is surrounded by lush greenery and soft landscaping. The exterior features a light wood shingle design with a welcoming porch and a shaded deck area. Outdoor seating is present, inviting relaxation under the clear blue sky.

Home in Hyannis Port

Cottage with private beach in Hyannis Port

Waterfront apartment rentals

A scenic view showcasing the bay with gently rippling waters and distant land on the horizon. The foreground features coastal vegetation, including pines and shrubs, along a wooden pathway leading toward the beach. Nearby, a stop sign indicates road access.

4.97 out of 5 average rating, 240 reviews

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

The tranquil waters of the harbor are seen, dotted with various boats gently bobbing on the surface. A barrier of rocks outlines the marina, while the calm blue of the water reflects the soft light of the sky.

4.93 out of 5 average rating, 352 reviews

Beachfront Town Center

4.94 out of 5 average rating, 17 reviews

A spacious living area is seen with large windows offering expansive views of the ocean. A round dining table with place settings sits in the foreground, while a comfortable gray couch is positioned nearby. Natural light fills the room, creating a bright and airy ambiance.

Apartment in North Truro

Luxurious beachfront 2 bedroom condo

4.87 out of 5 average rating, 118 reviews

An open-concept living area features a spacious blue sectional sofa and a flat-screen TV mounted on the wall. Natural light floods the room through large windows, offering views of the surrounding greenery. A decorative plant and a textured area rug add warmth to the space.

Apartment in Chatham

Steps to Private Beach in Chatham

A view through a clean window reveals sandy beach and ocean. Soft clouds float in the sky over the water, with scattered trees visible along the shoreline. Kayaks are positioned on the sand, adding a touch of color to the natural setting.

4.96 out of 5 average rating, 50 reviews

Meant 2B

5 out of 5 average rating, 22 reviews

A dining table with white chairs is set on a wooden deck, shaded by a large striped umbrella. The ocean view extends towards the horizon, where the sky meets the calm water, creating a serene setting for outdoor meals.

Apartment in North Truro

Beachfront Condo • North Truro

4.74 out of 5 average rating, 39 reviews

A spacious living area features a neutral-toned sofa paired with a patterned area rug. Sunlight filters through three large windows, illuminating the room. A wooden coffee table sits centrally, complemented by a textured armchair. Glass doors lead to an outdoor deck.

Apartment in Wellfleet

Privacy in the Heart of the Harbor

A spacious dining area is presented with a modern table surrounded by six white chairs. Natural light enters through multiple windows, illuminating the comfortable gray sofa and sleek entertainment unit in the background, which features a minimalist fireplace.