
Cottage vacation rentals in Brewster
Find and book unique cottages on Airbnb
Quick stats about cottage rentals in Brewster

Total vacation rentals
Explore 30 vacation rentals in Brewster

Nightly prices starting at
Brewster vacation rentals start at €131 per night before taxes and fees

Verified guest reviews
Over 1,180 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
30 of Brewster vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Brewster rentals

4.8 Average rating
Brewster stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated cottage rentals in Brewster
Guests agree: these cottages are highly rated for location, cleanliness, and more.

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.
4.82 out of 5 average rating, 129 reviews
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, 169 reviews
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.
4.85 out of 5 average rating, 470 reviews
★Waterview ★Pet Friendly ★Kayaks ★Trails ★
Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day
4.98 out of 5 average rating, 250 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
4.93 out of 5 average rating, 301 reviews
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, 104 reviews
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
4.97 out of 5 average rating, 295 reviews
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.
4.95 out of 5 average rating, 432 reviews
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.
4.9 out of 5 average rating, 177 reviews
Oceanview Cottage, Million $ View Sea Street Beach
Oceanview Cottage! Everything you will need for your Cape Cod stay including the best view. Wake up to the scent of the ocean, see and hear the waves, make your way down to the sand to sink your toes right in. We have fully updated everything in this home. Newer furnishings, including a full kitchen, bath, central AC, outdoor shower for your stay! You won't believe your eyes and the changes we made! Cape Cod decor, homey, and warm! Quick stroll to The Pelham Rooftop Restaurant!
4.93 out of 5 average rating, 106 reviews
SerenityViews | Waterfront | Kayaks SUP | King Bed
Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. 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!
4.99 out of 5 average rating, 260 reviews
Beachfront Cottage on White Pond (Marshmallow)
Our Cottage sits directly on White Pond tucked away on acres of private property. You have full access to your own private beach, deck, outdoor shower and outdoor dining area. Pond is great for swimming, boating and fishing. There are lots of mountain biking and walking trails from the cottage. There is another cottage on this property that sleeps four if you have other guest wanting to join. Dining and Cape beaches are close as well as Rail Trail.
4.86 out of 5 average rating, 611 reviewsPopular amenities for Brewster cottage rentals
Cottage rentals with a hot tub

Lakeside Waterfront House in Harwich: 4+beds, 3bth
4.91 out of 5 average rating, 43 reviews
Modern 1 bedroom cottage on 2 acres of waterfront.
4.94 out of 5 average rating, 32 reviews
Local Beach+ Fireplace + Hot Tub Under the *Stars*
4.96 out of 5 average rating, 169 reviews
Hideout at Water's Edge, 131 North Shore Blvd, #4
4.92 out of 5 average rating, 319 reviewsPet-friendly cottage rentals

5 min walk to beach w/modern amenities
4.99 out of 5 average rating, 148 reviewsCape Cod Classic Cottage Near Forest Beach
4.93 out of 5 average rating, 197 reviews
Charming cape cod cottage
4.98 out of 5 average rating, 159 reviews
Hobbit Cottage with Marsh View
4.99 out of 5 average rating, 106 reviews
Charming Cottage near Beach and Ferry.
4.84 out of 5 average rating, 272 reviews
Walk to beach - firepit - fireplace
4.94 out of 5 average rating, 246 reviews
Large Sunny Deck, Harbor View, Walk to Town.
4.99 out of 5 average rating, 123 reviews
LUXHOME★Walk2Beach★Firepit★PetOK★Kingbed
4.99 out of 5 average rating, 214 reviewsPrivate cottage rentals

Oyster Isle-Steps from the Beach!
4.91 out of 5 average rating, 129 reviews
Cozy 1-bedroom cottage
4.94 out of 5 average rating, 117 reviews
Red Sky Retreat! Sun soaked 2 bedroom cottage!
4.98 out of 5 average rating, 230 reviews
Clean & comfortable 2BR cottage w/waterfront views
5.0 out of 5 average rating, 104 reviews
Modern, Clean Cottage • Walk to Campground Beach
4.9 out of 5 average rating, 101 reviews
Cozy cottage in Harwich Port - 100 steps to beach
4.97 out of 5 average rating, 108 reviews
MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
4.92 out of 5 average rating, 544 reviews
1 Bdrm Cottage near Ocean, Bay, Ponds, Village Ctr
4.93 out of 5 average rating, 158 reviewsDestinations to explore
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
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