Waterfront vacation rentals in Dennis Port

5 out of 5 average rating, 178 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

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.

Cottage in South Yarmouth

A view of the waterfront shows a relaxing outdoor seating area featuring a coffee table and comfortable gray sofas. Lush greenery and blooming hydrangeas surround the space, while a clear lake reflects the sky in the background.

5 out of 5 average rating, 240 reviews

SerenityViews | Lakefront | KingBed | Kayaks | FPL

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!

4.86 out of 5 average rating, 220 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

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.

4.86 out of 5 average rating, 428 reviews

The vintage beach cottage is depicted with a light blue exterior, settled near the edge of a sandy beach. Waves gently crash against the shoreline while a lush green area surrounds the cottage, providing a serene coastal setting. A single vehicle is parked near the entrance.

Cottage in East Sandwich

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.

5 out of 5 average rating, 221 reviews

A quaint historic home features classic shingle siding and a welcoming green front door. Windows with evenly spaced panes provide a glimpse of the interior, while a white picket fence and lush greenery frame the property, creating an inviting setting.

Home in Sandwich

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

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, 296 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.

4.96 out of 5 average rating, 136 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 & high-end sofas in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps 🛋️ 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

Apartment in Harwich Port

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.

4.8 out of 5 average rating, 103 reviews

Cape Cod Beachfront 2 bedroom Cottage Harwich

This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. Although you'll never feel like you need to leave the cottage because of its enviable location and views, it is close to the quaint Harwich village which boasts art and culture, restaurants and dining, shopping and family-friendly activities. This cottage is great for couples, families (with kids), and groups (up to 5).

5 out of 5 average rating, 334 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

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

4.96 out of 5 average rating, 215 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, 156 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.

4.83 out of 5 average rating, 118 reviews

Home in Dennis Port

Waterfront Escape: HotTub, Pets OK, Pool Table

Enjoy stunning Swan River views from every room at this spacious Cape Cod getaway! Just 1 mile from South Village and West Dennis Beach, you can launch kayaks or paddle boards right from the property and float down Swan River to the ocean. Relax on the expansive deck with a large dining table, fire pit, and hot tub overlooking the water. Inside, enjoy two living rooms, a game room with pool table, foosball, and four bedrooms with 3.5 baths — perfect for families and groups.

Popular amenities for Dennis Port waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Yarmouth Port

4.8 out of 5 average rating, 5 reviews

Ocean-view bed, bth, kit. Empty beaches, fresh air

Apartment in South Yarmouth

A living area features a comfortable sofa and an ottoman positioned on a textured blue carpet. A dining table for four occupies a corner, with large windows showcasing ocean views. A flat-screen television and a fireplace are visible in the entertainment area, enhancing the space.

Oceanfront Condo w/pool & beach

4.93 out of 5 average rating, 208 reviews

Apartment in Eastham

The Lotus-Hot Tub/Kayaks/Ebikes/Waterfront

Apartment in West Yarmouth

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.

4.94 out of 5 average rating, 18 reviews

Waterfront Oasis in Yarmouth, Cape Cod

Apartment in Harwich Port

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.

4.74 out of 5 average rating, 126 reviews

Cape Cod Cozy Beachfront 1 bedroom Cottage

A pristine swimming pool glistens under a clear blue sky, surrounded by a deck with multiple lounge chairs. A large umbrella provides shade for relaxation, while the backdrop features a well-maintained building and lush green landscaping.

Private room in Dennis Port

Studio on the beach- 4th of July week!

4.79 out of 5 average rating, 24 reviews

The exterior of the condo features light blue siding and a welcoming porch with two white rocking chairs. Large windows allow natural light to fill the space, while a brick pathway leads to the entrance. The surrounding grass is neatly trimmed.

Apartment in Chatham

Bright Condo on private beach

Apartment in Harwich Port

An open studio cottage features wood-paneled walls and a high vaulted ceiling. A cozy bed is positioned next to a comfortable sofa, while a dining table is set for four. Natural light flows through large windows, enhancing the inviting ambiance.

4.7 out of 5 average rating, 136 reviews

Cape Cod beachfront Studio cottage

Waterfront house rentals

4.96 out of 5 average rating, 28 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!

4.93 out of 5 average rating, 59 reviews

The exterior of a multi-level home is shown, featuring large windows and a wrap-around deck. A screened porch is visible on the lower level, while manicured grass surrounds the structure. The sky is clear, providing ample natural light to the setting.

Home in Dennis

Cape Cod Lakefront Home

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.

4.91 out of 5 average rating, 93 reviews

Spacious studio on lovely pond in Chatham

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.

4.98 out of 5 average rating, 97 reviews

Beachfront Charmer! Newly Renovated.

4.96 out of 5 average rating, 25 reviews

A serene beach scene is depicted with several wooden benches positioned along the sandy shore, facing the calm blue waters. Soft beach grass gently sways nearby, enhancing the tranquil environment. The clear sky contributes to the peaceful atmosphere at this coastal spot.

Home in South Yarmouth

Oceanfront Escape on SeaView Beach, Dog-Friendly

5 out of 5 average rating, 43 reviews

A charming beachfront cottage features a light gray exterior, complemented by bright white trim and multiple window panes. Lush green shrubs frame the front walkway, which is made of stone and brick. The inviting entrance is accentuated by a blue door and a lantern light fixture.

Home in New Seabury

Beachfront Cottage

4.82 out of 5 average rating, 174 reviews

An outdoor deck is shown, featuring a round, metal dining table surrounded by four matching chairs. A large umbrella provides shade over the table, and a gas grill is positioned nearby. The serene water view is complemented by surrounding trees.

Home in Brewster

Waterfront 4BR Home on Cape Cod

4.89 out of 5 average rating, 73 reviews

A two-story home with a charming yellow exterior and black shutters is presented. A welcoming front porch showcases a porch swing and an American flag. Lush greenery and flower beds frame the entrance, while a well-kept lawn adds to the inviting feel of the property.

Home in South Yarmouth

Bass River with First Floor Master and Game room

Waterfront condo rentals

4.29 out of 5 average rating, 7 reviews

A modern living area is presented with a plush sofa and two inviting blue armchairs. Natural light floods in through large windows, highlighting the cozy gas fireplace below a mounted television. A neutral area rug lies on the wooden floor, complementing the bright decor.

Condo in West Harwich

Serene, Cozy, Waterfront, 3 Mi to Downtown!

4.95 out of 5 average rating, 40 reviews

An aerial view captures a coastal community with beach access, showcasing the studio condos nestled among trees. The ocean glistens in the background, and sandy pathways lead toward the private beach area. Scenic homes are visible nearby, enhancing the serene coastal ambiance.

Condo in Dennis Port

Studio steps to a private beach! 2 paddle boards

4.93 out of 5 average rating, 44 reviews

A light-filled living area features a cozy sofa layered with a soft throw, accompanied by a stylish coffee table. The calming wall art depicts ocean waves, while lamps provide additional lighting. A door leads outside, and a chair adds a pop of color.

Condo in West Dennis

1BR 2nd Floor Condo with pool

The living area features a black sofa facing a television unit, with natural light filtering through the large windows. An armchair sits nearby, positioned to offer views of the outdoor space. Light wood flooring complements the calming neutral wall tones.

Condo in Dennis Port

4.7 out of 5 average rating, 99 reviews

Sleek 1BR Oceanfront | Deck | Washer/Dryer

4.82 out of 5 average rating, 78 reviews

A stretch of sandy beach is bordered by vibrant green foliage and colorful beach umbrellas. Gentle waves lap at the shore under a clear blue sky, where small groups of beachgoers can be seen enjoying the tranquil seaside atmosphere.

Condo in Dennis Port

The Beachside Condo

4.85 out of 5 average rating, 61 reviews

A wooden sign is displayed on a light-colored wall, featuring the phrase 'Heaven is a little closer by the Beach' in white lettering on a teal background. The sign is framed in a rustic white border, enhancing its coastal charm.

Condo in West Dennis

Hidden Hideaway

5 out of 5 average rating, 17 reviews

The exterior of a two-story house is depicted, featuring grey shingles and white trim. A small balcony is visible on the upper level, surrounded by vibrant pink flowers and lush greenery. A white picket fence frames the garden area in front of the house.

Condo in New Seabury

Beach, Steps Away, * Reduced Seasonal Rental *