Cottage holiday rentals in Brewster

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!

A bright kitchen area is visible, featuring white cabinetry and modern appliances. A small dining table with two wooden stools is positioned near a window. The space is enhanced by natural light and wooden flooring, creating a welcoming atmosphere that connects to an adjoining living space.

4.89 out of 5 average rating, 105 reviews

Oyster Isle-Steps from the Beach!

A perfect seasonal escape, come enjoy the ocean waves and sunshine at this beach retreat! Spend time with family and friends exploring all the Cape has to offer in lively Dennis Port. Located steps from Haigas Beach, nearby playgrounds, ice cream shops, restaurants (Ocean House, Sandbar, Pelham House) and more. This 1 bedroom cottage comes fully equipped with a queen bed, beach essentials, outdoor shower, full kitchen & living space, A/C, parking, just steps from the beautiful Nantucket sound.

4.96 out of 5 average rating, 139 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

A cozy living room features a large, light-colored sectional sofa adorned with various decorative pillows. A neutral coffee table sits centrally on a woven area rug. Natural light enters through multiple windows, and a wall-mounted flat-screen TV is visible, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 276 reviews

Walk to Beach - Experience Dennis Beach House - AC

A quaint, cozy, well-decorated & well-equipped Cape Cod cottage located .2 miles away from Sea St Beach and a variety of other bars/restaurants, coffee shops and more. The house sleeps 5 people comfortably and has 1 small bathroom. Kitchen is fully stocked. 4-6 bath towels will be provided. The house has many smart home tech amenities, central air, Temperpedic mattresses, and a lovely & large outdoor space/back deck. First time booking on Airbnb? Save using link: www.airbnb.com/c/brianm30025

4.9 out of 5 average rating, 177 reviews

A charming cottage exterior is surrounded by lush greenery and blooming rose bushes, with a white picket fence enclosing the front yard. The gabled roof and shingle siding complement the tranquil landscape, offering a welcoming first impression.

Cottage in New Seabury

Quaint Cape Cod Cottage on a Private Beach!

Create magical memories on the Cape at this sweet seaside cottage! A perfect place for a family-friendly getaway or a romantic retreat for two! The new contemporary coastal decor is cozy and comfortable and my place has all of the amenities you could want for your stay! Just steps to a beautiful beach with stunning sunsets and sunrises, cool ocean breeze, and the warm Nantucket Sound. Enjoy Popponesset Marketplace for food, shopping and fun or take a short drive to Mashpee Commons for more!

A cozy living area is highlighted by a navy blue sofa adorned with decorative pillows. The light wood floor complements the bright blue walls, while a flat-screen TV and a coffee table with remote sit within the space. Natural light filters through large glass doors, overlooking a private patio.

4.92 out of 5 average rating, 507 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

4.97 out of 5 average rating, 275 reviews

A charming cottage with a shingle exterior is framed by a vibrant yard. A white picket fence encloses flower beds, and a small patio features an umbrella for shade. A welcoming pathway leads to the front door, surrounded by greenery and a manicured lawn.

Cottage in Chatham

Cozy Cottage

Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property

4.95 out of 5 average rating, 392 reviews

A charming single-story home is presented with light grey shingles and dark blue shutters. A paved pathway leads to the front door, framed by manicured green lawns and landscaped flower beds. Trees and shrubs add to the serene outdoor environment.

Cottage in Harwich Port

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

4.96 out of 5 average rating, 251 reviews

Cottage in West Yarmouth

Cozy Coastal Cottage With Sprawling Sea Views

Take in endless views of the ocean walking up to this quaint cottage. Here, the pace is leisurely – sip coffee on the deck, watch the sunrise, and swim in the warm waters of Nantucket Sound just outside. We make changes yearly! A new marble bath was just installed! Close by is downtown Hyannis to shop and eat, mini golf, a water park, ferries to the islands, harbor tours, biking, and more. You will be at peace and filled with serenity staying here on Cape Cod. Can't wait to host you!

4.91 out of 5 average rating, 159 reviews

The cozy living room features wooden walls and a cathedral ceiling with exposed beams. A plush sofa and a rocking chair are positioned near a large window, providing natural light. A mounted fish hangs above, while a television is placed across from the seating area.

Cottage in Harwich Port

"Coaster" Village Location!

Sweet Cottage just a 1/2 mile to Bank Street Beach and only a block from Main Street. Lovely gardens and landscaping makes it a wonderful retreat setting. Summer months July, August to Sept 10th are at least 1 week rentals Saturday to Saturday , unless a few days are available in between or if there is availability as season approaches. Off season, 2 to 3 night stay minimum, I provide linens, coffee and towels for short term rentals. Cottage sleeps 3 adults nicely, 4 if 2 children.

4.99 out of 5 average rating, 171 reviews

The cottage exterior features a charming white facade with several windows illuminated in warm light. A welcoming front porch is adorned with potted plants, and an American flag is displayed. The surrounding lawn is well-maintained, enhancing the inviting atmosphere.

Cottage in Barnstable

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

Superhost

The cottage's exterior is framed by lush greenery, featuring a spacious deck with a large blue umbrella and picnic table. Vibrant flower pots add color, while stepping stones lead towards the entrance, inviting guests to enjoy the peaceful surroundings.

Cottage in North Eastham

4.9 out of 5 average rating, 239 reviews

Classic Cape Cod Cottage

No cleaning fee! 15 min walk to the best bayside beach, Thumpertown Beach. The cottage is in a very peaceful wooded setting. A beautiful, charming 2 bedroom cottage 15 min walk to Thumpertown Beach. It's situated on a triple sized lot, close to the outer Cape's favorite attractions. Eastham is known as the Gateway to the Cape Cod National Seashore. Please note, from June 13 to September 6 we have a 7 night minimum from Saturday to Saturday.

Popular amenities for Brewster cottage rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

The open kitchen features modern cabinetry with ample storage and stainless steel appliances. A large island with bar seating is complemented by a dining area. Natural light fills the space through a nearby door leading to the outdoor area.

5 out of 5 average rating, 10 reviews

Willows Main House

A shaded outdoor dining area is present, featuring a red patterned tablecloth over a circular table. Two white chairs are positioned alongside the table, with a striped umbrella providing protection from the sun. A grassy yard and wooden fencing serve as the backdrop.

4.79 out of 5 average rating, 87 reviews

Best Little Beach Cottage!

4.88 out of 5 average rating, 34 reviews

A view from the dock extends across the calm water of Sand Pond, with lush trees lining the opposite shore. The clear blue sky is reflected in the water, creating a tranquil atmosphere. Two wooden posts stand towards the edge of the dock.

Cottage in Harwich

Lakeside Waterfront House in Harwich: 4+beds, 3bth

4.92 out of 5 average rating, 290 reviews

The cottage, surrounded by mature landscaping, is located near a private beach. A sandy expanse is visible in the background, highlighting the close proximity to the shore. Nearby structures exhibit a rustic charm, contributing to the serene beach environment.

Cottage in East Sandwich

Hideout at Water's Edge, 131 North Shore Blvd, #4

Pet-friendly cottage rentals

4.99 out of 5 average rating, 97 reviews

A charming cottage exterior is surrounded by lush green grass and vibrant flower boxes. The house features a shingle facade and windows adorned with traditional shutters. A tranquil garden area adds to the serene atmosphere, inviting guests to enjoy the peaceful surroundings.

Cottage in East Orleans

Hobbit Cottage with Marsh View

An outdoor dining area is presented, featuring a rectangular wooden table surrounded by six rattan chairs. A large striped umbrella provides shade. In the background, a mural of an octopus and the words 'Cape Cod' adorns the cottage wall, enhancing the vibrant atmosphere.

4.97 out of 5 average rating, 115 reviews

Charming Cape Cod Getaway near Beaches

4.93 out of 5 average rating, 188 reviews

A cozy cottage is framed by tall trees, showcasing a landscaped yard with a mix of grass and small shrubs. The home features a light-colored exterior with dark shutters and a welcoming front porch with steps leading up to the entrance.

Cottage in Chatham

Cape Cod Classic Cottage Near Forest Beach

4.91 out of 5 average rating, 68 reviews

A classic Cape Cod cottage is presented from an aerial view, featuring a spacious deck with a striped umbrella. Surrounding greenery and a manicured yard complement the exterior, while a path leads to the driveway. The cottage exudes a serene, welcoming ambiance.

Cottage in East Orleans

Escape to this Peaceful Cottage near Nauset Beach

A cozy living area is equipped with comfortable seating, including a gray couch and armchair. A nautical-themed rug anchors the space, while a wall clock and decorative items add character. A fireplace against the light-colored wall enhances the welcoming atmosphere, with a view of the kitchen beyond.

4.94 out of 5 average rating, 228 reviews

Walk to beach - firepit - fireplace

4.83 out of 5 average rating, 29 reviews

A spacious cedar deck is furnished with a picnic table and two wooden lounge chairs, surrounded by greenery. The cottage features a screened-in porch with large windows, allowing natural light to illuminate the interior while blending outdoor and indoor living.

Cottage in Eastham

1940 Cottage Studio/Loft Style Stunner! Dogs ok!

4.85 out of 5 average rating, 255 reviews

The cottage exterior features a shingle facade with flower boxes adorned with colorful blooms. Two large windows provide natural light, while a wooden step leads to the entrance. The surrounding yard is well-kept, with green grass and vibrant hydrangeas adding to the inviting atmosphere.

Cottage in West Yarmouth

Charming Cottage near Beach and Ferry.

An inviting seating area features two patterned armchairs and a comfortable couch. A round coffee table sits in the center, adorned with candles. Natural light filters through windows with white shades, illuminating the room's warm wood flooring and light green walls.

4.96 out of 5 average rating, 130 reviews

*Tiny Cottage* Dog Friendly*1/2 mile2beach

Private cottage rentals

4.99 out of 5 average rating, 131 reviews

A circular stone fire pit is surrounded by four white Adirondack chairs, offering a cozy gathering spot. Flames flicker above a bed of decorative stones, casting a warm glow. A smooth patio surface extends around the area, enhancing the outdoor experience.

Cottage in West Dennis

5 min walk to beach w/modern amenities

4.95 out of 5 average rating, 76 reviews

The renovated windmill exterior showcases unique architectural features with a pointed roof and prominent wooden blades. A bright blue door is framed by a brick pathway, leading to a garden of blooming daffodils, offering a cheerful first impression.

Cottage in Chatham

Renovated Chatham Windmill! Walk to Beach/Town!

Cottage in Harwich Center

A serene beach setting is captured, featuring soft, sandy shores leading to calm waters. A few buoy markers float on the water's surface. In the distance, trees and homes line the shoreline beneath a partly cloudy sky.

5 out of 5 average rating, 72 reviews

Bucks Pond Cottage w/Central A/C & Linens

4.94 out of 5 average rating, 35 reviews

A cozy sleeping area features a spacious bed with plush bedding and decorative pillows. Two bedside tables with lamps are positioned beside the bed. A soft rug with a whale design adorns the bamboo floor, adding comfort to the space.

Cottage in Brewster

Cozy Cottage

4.97 out of 5 average rating, 94 reviews

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

4.97 out of 5 average rating, 32 reviews

A charming fisherman's cottage is surrounded by lush greenery and well-maintained landscaping. The exterior features a yellow facade with a screened-in porch, red accents, and a stone pathway leading to the entrance. Sunlight filters through the trees, creating a serene outdoor setting.

Cottage in Dennis

Walk to Beach, Lake & Downtown

4.95 out of 5 average rating, 19 reviews

The cottage is nestled among greenery, featuring a large deck with a blue umbrella and planters. Surrounding hydrangeas add a touch of color to the landscape. A pathway leads to the entrance, showcasing a typical Cape Cod design.

Cottage in Orleans

Joy Cottage: a/c, EV charger, outdoor shower