Vacation rentals in Brewster

The living area features wooden cathedral ceilings and a cozy seating arrangement with two grey sofas, adorned with colorful pillows. A wooden coffee table is centered on a patterned rug, with a fully equipped kitchen visible in the background.

4.93 out of 5 average rating, 147 reviews

Shop, Swim, Hike, Bike in Historic Brewster

Spacious, sunny, A/C'd, one floor cottage! Centrally located: 1.3 mi to beach, .5 mi walk to the charming Brewster Store, Brewster Scoop & Route 6A. The bike trail is 1 min bike ride. Sheeps Pond is 1.3 mi; you can swim, kayak, canoe, fish. Newer mattresses/pillows, bunk bed for kids. Laundry facilities, kitchen composting, Britta filter, Linen option. Big backyard, outdoor picnic table and hot shower! BBQ and Adirondack chairs around fire pit. Bike shed, beach chairs, umbrellas, toys. Parking!

A charming two-story home is nestled among the trees, featuring a gray exterior and a welcoming red front door. Lush green shrubbery and blooming flowers are visible near the entrance, enhancing the natural setting.

4.92 out of 5 average rating, 153 reviews

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck

Updated, spacious, peaceful Mid-Cape home Private road, private beach/pond (5 min walk) Silent central AC 4 BR/3 full bth: > Ground floor: 2 BR + 2 bth - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 leather recliners & couch, Jøtul gas stove, 65” OLED TV Wooded yard - gas fire table, grill Ping Pong - (unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

The living area features a light-colored sofa complemented by two armchairs, arranged around a patterned rug. A piece of artwork depicting sailboats adorns the wall, while natural light enters through two windows, enhancing the inviting ambiance.

4.99 out of 5 average rating, 123 reviews

Perfect Cape Cod vacation home

SUPER LOCATION for biking & hiking! Quiet neighborhood with direct access to 31 mile Cape Cod Rail Trail, 1900 acre Nickerson State Park and local clam shack / ice cream shop. Easy walking / biking access to Linnell & Crosby Landing Cape Cod Bay beaches and Flax & Cliff Pond fresh water beaches. Easy drive to towns of Orleans, Chatham, Harwich & Dennis. Whether it's a quiet walk, an exhilarating bike ride, salt or fresh water beaches, or a comfortable place to relax, this house has it all!

A charming cottage exterior is framed by blooming cherry blossom trees. A light-colored deck features a small café table with chairs, surrounded by various potted flowers. Large windows allow natural light to fill the interior, enhancing the welcoming ambiance of the outdoor space.

4.92 out of 5 average rating, 270 reviews

Charming Antique Cape Cod Cottage

Our cottage is situated in a lovely, landscaped yard with a private deck and back yard for our guests. We have a self check in that allows for privacy. While there is a feeling of privacy, you are close to stores and other conveniences. There are many walking trails nearby and beaches for outdoor activities. Perfect location for getting away or seeking adventure. Be sure to check out our fall and holiday specials. OCTOBER, NOVEMBER AND DECEMBER - BOOK 3 NIGHTS GET FOURTH NIGHT FREE!

A sandy pathway is framed by lush green bushes, leading toward a coastal view. Calm waters stretch into the distance, reflecting the soft blue sky with scattered clouds. The tranquil beach setting invites exploration and relaxation.

4.93 out of 5 average rating, 97 reviews

Brewster Bay Getaway; walk to private & pub. beach

1940s Cape Cod charm with modern-day comfort. Nestled in the Point of Rocks neighborhood with multiple beaches less than a 5-minute walk from the house and neighboring a large cranberry bog. You can enjoy private beach rights or public beach access with your morning coffee or your evening cocktail. Spend your nights around the large outdoor table or watching the kids roasting marshmallows in the fire pit while you relax in the swing, enjoying the light of an unobstructed starry Cape Cod sky.

4.97 out of 5 average rating, 124 reviews

A charming studio cottage with wooden shingles is nestled among trees, featuring a private deck and gas grill. Colorful flowers line the pathway leading to the entrance. A lush green lawn surrounds the building, creating a tranquil outdoor setting.

Apartment in Brewster

Songbird Studio- Secluded but close to everything!

Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

The exterior of a charming cottage is visible, featuring natural cedar shingles and a welcoming porch. Lush flower beds, including vibrant blue hydrangeas, frame the entrance, while a white picket fence adds to the quaint appeal. A well-maintained lawn enhances the home's inviting presence.

4.92 out of 5 average rating, 106 reviews

Antique Cape Home With Modern Conveniences

The Elisha Howland Saltbox provides your opportunity to experience the unmatched essence of a true 'Olde Cape Cod' home. We offer a restored antique Saltbox with 2 bedrooms and 2 bathrooms. For an additional charge, there is a detached cottage which can accommodate two more guests. PLEASE NOTE: we accept ONLY FULL WEEK RENTALS from mid-June to mid-September, but we welcome shorter or much longer stays during the rest of the year. Our home is a lovely place to spend a winter on Cape Cod.

The bedroom features high ceilings with skylights that allow natural light to fill the space. A spacious bed with blue and white bedding is complemented by matching decor. Two windows provide views of the outdoors, and a dresser is placed against the wall.

5 out of 5 average rating, 38 reviews

Bright & Cozy with Patio, Grill near Beach & Golf

Peaceful and spacious guesthouse in Brewster - minutes from Wequassett Resort, beaches, golfing & more. This space is complete with cathedral ceilings, skylights, a shared large patio with outdoor seating, gas grill, parking, and a washer/dryer. Enjoy your morning coffee on the patio, Keurig & K-cups provided. Linens, shower essentials, towels, and beach accessories are all supplied. An ideal location & space for a couple's escape with activities, restaurants & shopping moments away!

4.96 out of 5 average rating, 135 reviews

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.

4.88 out of 5 average rating, 334 reviews

The exterior view presents a two-story condo unit with a stairway leading to the entrance. Lush greenery surrounds the path, while well-maintained shrubs complement the soft landscaping. The balcony above offers additional outdoor space, enhancing the overall appeal of the building.

Condo in Brewster

Shining Sea Condo

Ocean Edge Condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

4.88 out of 5 average rating, 8 reviews

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

Steps to the Sand with Amazing Seaside Views

Escape to this rare beachfront retreat where the ocean is your front yard. Unlike inland rentals, this studio condo offers direct beach access and the calming sound of waves to lull you to sleep. No driving, no packing—just step outside and you're there. Enjoy coffee on the deck, spend the day swimming or sunbathing just steps away, and watch the sunset over the water—all without leaving home. It’s the kind of coastal escape inland properties simply can’t match.

5 out of 5 average rating, 12 reviews

Secluded Brewster Retreat

Nestled against 50 acres of conservation land, this Cape Cod retreat offers a serene escape with direct access to hiking trails and breathtaking woodland views. Our open-concept home provides a tranquil sanctuary for those seeking quiet relaxation and easy access to all that the Cape has to offer. Just 5 minutes from Paine's Creek and Cold Storage Beach. Explore local trails, enjoy beach time, or simply unwind in complete privacy.

Popular amenities for Brewster vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Brewster

A well-lit kitchen area features a wooden dining table with six chairs, adorned with a floral centerpiece. Open cabinetry displays kitchen essentials, and modern appliances are visible. Natural light streams through multiple windows, illuminating the polished wooden floor and creating an inviting atmosphere.

5 out of 5 average rating, 16 reviews

Cape Escape -Rare Peak Season 2 night Minimum

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.

Condo in Brewster

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

4.98 out of 5 average rating, 42 reviews

Modern Cape, Private Heated Pool, Beach, Golf

A charming exterior of a Cape Cod house is framed by verdant trees and a gravel driveway. The structure features a pitched roof, large windows, and a welcoming front porch with seating arrangements. Lush greenery surrounds the property, enhancing its serene rural setting.

4.94 out of 5 average rating, 51 reviews

Bayside retreat - Brewster flats

Vacation home in Brewster

A spacious living area features large windows allowing natural light to fill the room. A comfortable sofa faces two armchairs, with a coffee table positioned in between. A dining table is visible in the background, complemented by a modern chandelier. A fireplace adds warmth to the space.

5 out of 5 average rating, 35 reviews

Rare Ocean Edge House - Sleeps 8

An open-concept kitchen and dining area is highlighted by large windows providing natural light. A wooden dining table with six chairs is centered on a patterned rug. The kitchen features modern appliances and a view of the upper loft area, enhancing the spacious feel.

4.98 out of 5 average rating, 50 reviews

Cheerful and spacious 3BR, indoor fireplace

A spacious sleeping area is highlighted by a king-sized bed adorned with white linens and accented with yellow pillows. A vintage-style claw-foot tub is positioned nearby against a backdrop of richly textured green tiles. Natural light floods the room through a window, complemented by decorative plants.

4.95 out of 5 average rating, 22 reviews

Claw Foot Tub & King Bed at Club Tanuki Cottage

The cottage's exterior features a light blue door, framed by multiple windows with green shutters. A walkway leads to the entrance, bordered by low greenery and natural landscaping, creating an inviting and serene environment. A tall tree provides shade to the front yard.