Waterfront holiday rentals in Eastham

Cottage in South Yarmouth

A serene waterfront view showcases a tranquil pond surrounded by lush greenery. Two kayaks are visible on the grassy area, while the deck features a wooden table with white chairs, inviting relaxation and outdoor dining.

5 out of 5 average rating, 241 reviews

SerenityViews | Waterfront | King Bed | Kayaks SUP

Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. Comfortably hosts 2 families. Wake up to incredible sunrises. Lounge on the hammock or swim/fish/kayak in our beautiful backyard waterfront Long Pond. Explore the Cape in each direction: beautiful beaches and endless fun activities/interests. At the end of the day, enjoy dining on the deck as you grill. Sit back on the patio with a cocktail and gaze at the star filled sky and ambiance from the fire table. Welcome!

4.96 out of 5 average rating, 141 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

4.78 out of 5 average rating, 153 reviews

A contemporary cape-style home is framed by lush greenery and tall trees, set back from a sandy path leading to the entrance. The home features a charming front porch with large windows, offering a welcoming presence amidst the tranquil outdoor surroundings.

Home in Eastham

Contemporary Cape, Marsh/Bird Sanctuary views, AC!

Unwind in paradise! This stunning property offers the best of both worlds: refreshing breezes from the marsh through open windows and doors, and newly installed Air Conditioning for rare, scorching days. Wake up to sunrises, a symphony of birds, the endangered Osprey, Great Blue Heron, and Egrets outside your window. Audubon is across the marsh. At night, owls, moonrise, and stars!! A bright, airy oasis on a quiet cul-de-sac, minutes from the beach, shopping, and scenic bike/rail trail.

4.95 out of 5 average rating, 257 reviews

A waterfront hot tub is set against a natural backdrop of trees and calm waters. Inside, a dining area features a large window with views of the lake. A cozy living room displays comfortable seating, while an outdoor patio has seating for relaxation and enjoying the scenery.

Home in South Yarmouth

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd

✅All linens provided & beds made ✅ King bed / Queen / Twin over Full bunk ✅ Direct lake access = natural cold plunge Follow with hot tub recovery! ✅Waterfront hot tub for 6 -Open year round ✅Fully kitchen w/Carrera marble counters ✅Large waterfront dining rm ✅Gas Fireplace in living rm ✅Level backyard to lake ✅Dock for swimming & fishing ✅2 kayaks & 2 SUPs / beach chairs ✅Deck w/sitting & dining area ✅Patio w/seating & gas fire pit ✅Pet fee $30/day ✅W/D Locally managed

A spacious dining area features a long white table adorned with a runner and decorative centerpiece. Overhead, a chandelier adds elegance, while large windows frame views of the water. Natural light brightens the room, complemented by charcoal slate flooring and a cozy seating arrangement nearby.

4.95 out of 5 average rating, 302 reviews

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.

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, 130 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.

A charming beach house with shingle-style siding is displayed, set within a landscaped yard. Two large bushes frame the entryway, and the building features multiple rooflines and skylights. A brick pathway leads to the front door, with trees providing partial shade in the foreground.

4.96 out of 5 average rating, 101 reviews

Beachfront Charmer! Newly Renovated.

Steps to a beautiful sandy beach and just a mile to the heart of Chatham! This charming, newly renovated beach house has the amenities you need to make the most of your time with friends & family. Just 300 ft from Little Beach & a 5 minute walk to Chatham Lighthouse and Lighthouse Beach, we've made our new home the perfect place to gather and relax. All BRs and Living room have AC. Grill on the back deck, stroll to town, rinse off in the outdoor shower...this house has it all!

4.96 out of 5 average rating, 219 reviews

A tranquil scene captures a couple seated on a dock, surrounded by tall green grasses. The calm water reflects soft hues of pink and blue from the sunset, creating a serene backdrop of trees across the pond.

Home in Dennis Port

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.

A bright living area features large windows overlooking a scenic marshland and ocean view. A cozy cream-colored couch and an armchair are positioned near a glass coffee table, inviting relaxation. Natural light fills the space, enhancing the tranquil ambiance.

4.97 out of 5 average rating, 158 reviews

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.

4.93 out of 5 average rating, 212 reviews

Flat in Eastham

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

Brought to you by the Heart of Cape Cod, The Lotus is a serene, adults-only pondside retreat where relaxation meets adventure. Lounge in the private hot tub beside a lighted waterfall pond, swing on the porch bed, meditate on Minister's Pond, or explore the Cape with kayaks, canoes, and ebikes. With two beautifully appointed bedrooms, spa amenities, and a cozy fire pit for gourmet s’mores, this peaceful hideaway is vacation perfection.

4.87 out of 5 average rating, 119 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

2 Bedroom condo with views of the beach, ocean and marina. This wonderful condo is part of a beachfront/oceanfront complex, with steps to your own private beach in Chatham! We are within a mile of beautiful downtown Chatham and within a short walk to Chatham’s famous lighthouse beach and Monomoy Wildlife refuge. Whether by land or sea, there's something for everyone. This is a great place to make memories.

Popular amenities for waterfront rentals in Eastham

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

4.98 out of 5 average rating, 123 reviews

A bright living area features a large window that allows natural light to fill the space. Comfortable seating includes a gray sofa and a dark blue loveseat. A wooden coffee table sits between them, and a ceiling fan helps maintain a comfortable temperature.

Flat in Sagamore

Cape Cod Canal Home

4.88 out of 5 average rating, 164 reviews

A charming waterfront building with a distinct blue facade features multiple balconies lined with railing. A lively outdoor dining area is visible on the lower level. Surrounding structures reflect a lively coastal atmosphere, with clear skies and people enjoying the vibrant setting.

Flat in Oak Bluffs

WATERFRONT PENTHOUSE OAK BLUFFS

4.78 out of 5 average rating, 32 reviews

A bright kitchenette area features light wood cabinetry and a blue countertop. Three wooden bar stools are positioned at the counter. A ceiling fan hangs above, and a flat-screen TV is mounted to the wall. Sliding glass doors open to an outdoor view.

Flat in Dennis Port

Beachside Condo with Balcony - Oceanside Condos

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

4.95 out of 5 average rating, 20 reviews

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.

Flat in Provincetown

Stunning West End Waterfront Views with Parking

Superhost

A bright and airy living space features large windows offering views of the ocean. A blue sofa and woven chairs provide seating options, while a dining table with wooden chairs is set for meals. Natural light fills the room, highlighting the coastal decor.

Flat in Harwich Port

4.73 out of 5 average rating, 132 reviews

Cape Cod Cozy Beachfront 1 bedroom Cottage

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

4.98 out of 5 average rating, 100 reviews

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.

Flat in Provincetown

Waterfront with Views & Kitchen-Preston Cross Hall

Waterfront house rentals

4.95 out of 5 average rating, 80 reviews

A spacious outdoor deck features comfortable, cushioned seating with a view of the ocean. A table is positioned centrally, inviting gatherings. The tranquility of the scene is enhanced by natural grass and the serene waters in the background, creating an ideal relaxing space.

Home in South Yarmouth

Oceanfront Vacation Home with Private Beach for 6

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, 97 reviews

Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

4.96 out of 5 average rating, 259 reviews

A vibrant green kayak glides over calm waters, with a person seated inside holding a paddle. In the background, a cottage displays large wall-to-wall windows reflecting the surrounding trees, providing a connection to nature.

Home in Sandwich

WOW LAKE VIEW! Waterfront with Beach, King Bed

4.87 out of 5 average rating, 227 reviews

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

Water Front Pond House - 3 acre Cape Cod Sanctuary

A calm freshwater pond is surrounded by lush greenery and tall trees. A float is visible on the water, providing a serene spot for relaxation. Lilypads are scattered across the surface, reflecting the clear blue sky.

4.92 out of 5 average rating, 95 reviews

Spacious studio on lovely pond in Chatham

4.97 out of 5 average rating, 107 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 Escape on Cape Cod

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!

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

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

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!

4.96 out of 5 average rating, 95 reviews

The living area features a light-colored sofa paired with matching armchairs. A small table holds fresh flowers. Soft lighting from lamps creates a comfortable environment. Large sliding doors provide natural light and open to an outdoor patio with a dining set.

Apartment in Brewster

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

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.