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Waterfront vacation rentals in Brewster

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Quick stats about waterfront rentals in Brewster

  • Total vacation rentals

    Explore 50 vacation rentals in Brewster

  • Nightly prices starting at

    Brewster vacation rentals start at €172 per night before taxes and fees

  • Verified guest reviews

    Over 2,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Brewster vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Brewster rentals

  • 4.9 Average rating

    Brewster stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated waterfront rentals in Brewster

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Guest favorite
Cottage in Harwich Port

2BR Directly on Pleasant Beach – 30 Steps to Ocean

You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. 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. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

4.83 out of 5 average rating, 128 reviews
Guest favorite
Guest suite in Orleans

Charming Old Cape Cod

Indulge in relaxation and leisure at Snowtop on the Town Cove. The charming retreat features a private entrance, a spacious bedroom with a king size bed, a full bath, and a sunlit living room with a dining table overlooking picturesque Town Cove. The view in the photo is your front yard. Guests often enjoy sitting outside to watch boats drift by and the sky change color to a sunset. Nestled on a quiet road, Snowtop is 3 miles from beautiful Nauset Beach and 2 miles from the center of Orleans.

4.89 out of 5 average rating, 237 reviews
Top guest favorite
An open living area features large glass doors that provide views of the golf course. A comfortable seating arrangement includes a recliner and a sectional sofa. A spiral staircase leads to the loft above, and a mounted television is positioned above a modern fireplace.
Condo in Brewster

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

Recently renovated end unit townhouse located in the heart of The OE Villages. Beautiful views towards the golf course, and southern exposure with lots of natural light, A/C, W/D and private patio with Weber grill and outdoor furniture. Sports Membership so Guest passes are available for purchase at Linx for use of pools, hot tubs and gyms. Additional costs for use of courts may apply. Bike rail trail, Ice cream store, great restaurants, coffee, beaches and Kayak/Bike rentals are all close by.

5.0 out of 5 average rating, 101 reviews
Guest favorite
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.

4.87 out of 5 average rating, 243 reviews
Top guest favorite
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 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

4.96 out of 5 average rating, 167 reviews
Guest favorite
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.
Home in Chatham

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.

4.95 out of 5 average rating, 320 reviews
Top guest favorite
A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.
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.

5.0 out of 5 average rating, 247 reviews
Top guest favorite
A large arched window frames a serene water view, with trees and nearby buildings visible outside. A decorative swan ornament rests on the window sill, adding a charming touch to the scenic backdrop of the cove and sky.
Cottage in Orleans

Cozy Condo/Cottage on Cove, Walk to Town

Welcome! Enjoy a Fabulous 180 degree water view out our master bedroom and living room. Walk to Orleans village, art galleries, restaurants & shopping. Bike to Beaches and baseball all within a mile. One floor condo is good for couples, solo adventurers, small families. One full bath with shower and one half bath, plus an outdoor shower. Master BR has Queen bed. Second BR has a queen bed with a twin pull out. We have tiny ants in the kitchen. We set ant traps and a mint plant by the sink.

4.97 out of 5 average rating, 102 reviews
Top guest favorite
Guesthouse 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.

4.95 out of 5 average rating, 164 reviews
Top guest favorite
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.

4.97 out of 5 average rating, 235 reviews
Top guest favorite
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.
Home in Chatham

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.

4.97 out of 5 average rating, 174 reviews
Top guest favorite
Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

4.99 out of 5 average rating, 132 reviews

Popular amenities for Brewster waterfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Guest favorite
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.
Apartment in Wellfleet

3A Boulevard

4.82 out of 5 average rating, 184 reviews
Top guest favorite
Apartment in Eastham

Hot Tub/Kayaks/Ebikes/Waterfront-The Lotus

4.94 out of 5 average rating, 230 reviews
Top guest favorite
A wooden staircase leads down through lush greenery towards a serene lake. Vibrant flowers in a planter add a touch of color to the natural landscape, while tall trees frame the scene, creating a peaceful atmosphere.
Apartment in Sandwich

Spacious 2 Bedroom Lakefront Suite

4.92 out of 5 average rating, 145 reviews
Top guest favorite
The exterior of a two-story wooden structure set against a backdrop of lush greenery and the Black Fish Creek marsh. The landscape features expansive water views and coastal vegetation, showcasing the natural beauty of the surrounding area.
Apartment in Wellfleet

RELAX! A Little of Heaven in Wellfleet

4.97 out of 5 average rating, 66 reviews
Guest favorite
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

4.83 out of 5 average rating, 30 reviews
Guest favorite
Apartment in Yarmouth Port

Ocean-view bed, bth, kit. Deck. Spa.

4.82 out of 5 average rating, 17 reviews
Guest favorite
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.
Apartment in West Yarmouth

Waterfront Oasis in Yarmouth, Cape Cod

4.91 out of 5 average rating, 34 reviews
Superhost
Apartment in Dennis Port

Cable's Lighthouse at Seaside Condos | Oceanfront

5.0 out of 5 average rating, 4 reviews

Waterfront house rentals

Guest favorite
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!

4.79 out of 5 average rating, 166 reviews
Top guest favorite
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.
Home in Chatham

Beachfront Charmer! Newly Renovated.

4.97 out of 5 average rating, 117 reviews
Guest favorite
Home in Dennis Port

Waterfront Escape: HotTub, Pets OK, Pool Table

4.84 out of 5 average rating, 142 reviews
Guest favorite
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

4.95 out of 5 average rating, 121 reviews
Top guest favorite
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

5.0 out of 5 average rating, 366 reviews
Guest favorite
A well-appointed kitchen featuring a stainless steel sink beneath a large window, allowing natural light to illuminate the space. A potted plant with vibrant flowers adds a touch of color, while a banana rest on the countertop enhances the functional atmosphere.
Home in Brewster

Huge Private Beach Fab Bay View

4.91 out of 5 average rating, 11 reviews
Top guest favorite
Home in Eastham

10 min walk to Beach - Amazing View & Huge Deck

5.0 out of 5 average rating, 17 reviews
Top guest favorite
A sunlit living area features large windows that provide views of the surrounding trees and nearby pond. A cozy circular chair invites relaxation, while a small dining table with black chairs offers a spot for meals. Green plants add a natural touch to the decor.
Home in South Dennis

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

4.97 out of 5 average rating, 67 reviews

Waterfront condo rentals

Top guest favorite
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.
Condo in Chatham

Private Beach in Chatham - Sleeps 5

4.89 out of 5 average rating, 140 reviews
Guest favorite
A beachfront retreat is shown, framed by sandy dunes and greenery. The structure features a unique architectural design with a circular turret. A wooden deck wraps around the home, providing views of the beach and ocean just a few steps away.
Condo in Brewster

Oceanfront condo on Brewster Flats

4.93 out of 5 average rating, 15 reviews
Guest favorite
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.
Condo in Brewster

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

4.96 out of 5 average rating, 99 reviews
Top guest favorite
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

4.96 out of 5 average rating, 52 reviews
Guest favorite
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.
Condo in Wellfleet

Privacy in the Heart of the Harbor

4.77 out of 5 average rating, 43 reviews
Guest favorite
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

4.92 out of 5 average rating, 49 reviews
Guest favorite
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

4.87 out of 5 average rating, 69 reviews
Superhost
The exterior of a multi-story building showcases a charming design with cedar shingles and large windows. A covered porch with seating is visible at the entrance, while light clouds drift across a blue sky above.
Condo in Dennis Port

Cape Cod 1BR Condo on lovely Ocean Front Resort

5.0 out of 5 average rating, 4 reviews

When is the best time to visit Brewster?

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Avg. price€215€154€166€270€368€443€374€396€280€258€194€196
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