Holiday Homes in Brewster

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Brewster holiday homes

Outdoor dining

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is €504
includes taxes & fees
21 Apr - 22 Apr
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Terrace/patio

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
West Brewster
10.0 out of 10, Exceptional, (25 reviews)
"The cottage is immaculate, has every amenity you would want and the host is very responsive. We absolutely loved our stay!"
United States
Katrina W.
The price is €660
includes taxes & fees
19 Apr - 20 Apr
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
4 bedrooms, desk, iron/ironing board, free WiFi

Private beach, hot tub, and dog friendly – The Keeper!

Private beach, hot tub, and dog friendly – The Keeper!
Brewster
9.8 out of 10, Exceptional, (17 reviews)
"The property is beautiful and in great location. The house is cozy and comfortable. We would stay there again!!!"
United States
Lori L.
The price is €1,006
includes taxes & fees
20 Apr - 21 Apr
Private beach, hot tub, and dog friendly – The Keeper!
TV, fireplace, books

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (102 reviews)
"We absolutely loved this house, very comfortable, well decorated and welcoming atmosphere. It was exactly what we needed for a weekend getaway. We will be back!"
United States
Margot C.
The price is €402
includes taxes & fees
22 Apr - 23 Apr
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Outdoor dining

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (180 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is €260
includes taxes & fees
28 Apr - 29 Apr
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Smart TV, fireplace, books

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (13 reviews)
"Great location and very comfortable rental home. Everything you need is included and the house is well stocked and clean!"
United States
Dennis S.
The price is €489
includes taxes & fees
27 Apr - 28 Apr
Modern Beach & Pond Getaway; Heart of Cape Cod
Smart TV

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (2 reviews)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Property grounds

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Dennis
9.0 out of 10, Wonderful, (4 reviews)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Property grounds

Gray Whale - 3 bedrm/2 bath/gameroom

Gray Whale - 3 bedrm/2 bath/gameroom
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"very well appointed accommodations - great location - helpful amenities. would come back again!"
United States
Leonard
The price is €503
includes taxes & fees
21 Apr - 22 Apr
Gray Whale - 3 bedrm/2 bath/gameroom
Property grounds

Charming 3 bed room with magnificent views & large deck

Charming 3 bed room with magnificent views & large deck
Barnstable
8.0 out of 10, Very good, (3 reviews)
"We had a great stay in Hyannis! The location is great for catching a ferry to Nantucket or the vineyard, and Main Street is within walking distance. The backyard is also very peaceful for a cup of coffee in the morning! "
United States
Meghan H.
The price is €333
includes taxes & fees
17 Apr - 18 Apr
Charming 3 bed room with magnificent views & large deck
Outdoor dining

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7 reviews)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
The price is €436
includes taxes & fees
23 Apr - 24 Apr
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Beach nearby

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.6 out of 10, Excellent, (8 reviews)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is €437
includes taxes & fees
27 Apr - 28 Apr
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Smart TV, fireplace

The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove
Eastham
10.0 out of 10, Exceptional, (23 reviews)
"We loved the luxury bed linens, large kitchen & living area & the fact that it was pet friendly in a lovely neighborhood!"
United States
Jennifer G.
The price is €485
includes taxes & fees
3 May - 4 May
The Pet-Friendly Surf Shack Hideaway on the Cove
Smart TV

Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...
United States
Bethany P.
The price is €457
includes taxes & fees
5 May - 6 May
Entire Hyannis Home - Near Downtown & Beaches
Dining

National Seashore/Updated/Game Room~Blue Pearl

National Seashore/Updated/Game Room~Blue Pearl
Eastham
10.0 out of 10, Exceptional, (9 reviews)
"The house was exactly as advertised and location was great. Host was very easy to communicate with and responded quickly when contacted. I have nothing but positives for our stay. Looking forward to staying here again."
United States
Susan N.
The price is €422
includes taxes & fees
4 May - 5 May
National Seashore/Updated/Game Room~Blue Pearl
Pool

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (11 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
Cozy Large Home in Harwich with Patio near Wequassett Resort
Exterior

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (118 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Smart TV, fireplace, books

Classic Cape House Walking Distance to the Beach - Many recent upgrades

Classic Cape House Walking Distance to the Beach - Many recent upgrades
Chatham
9.8 out of 10, Exceptional, (20 reviews)
"Mary was a wonderful host. The house was clean, close to beach and communication was wonderful! A great, relaxing stay!!"
United States
Kathleen T.
The price is €647
includes taxes & fees
22 Apr - 23 Apr
Classic Cape House Walking Distance to the Beach - Many recent upgrades
Exterior

Walk 2 Beach! Slps 10! Fire Pit! Location! A/C!

Walk 2 Beach! Slps 10! Fire Pit! Location! A/C!
Dennis Port
10.0 out of 10, Exceptional, (7 reviews)
"We had a great time staying in this home, and were grateful to have a warm, dry place to come “home” to after a rainy October day! Lots of space to spread out, two bathrooms which was great, and comfortable beds. Had the essentials stocked and was a convenient location for exploring the area! Owners were communicative and check-in and check-out process was smooth!"
United States
Susan E.
Walk 2 Beach! Slps 10! Fire Pit! Location! A/C!
Exterior

Lovely House 5 Min to Beach with Deck, Grill, Garage

Lovely House 5 Min to Beach with Deck, Grill, Garage
Eastham
10.0 out of 10, Exceptional, (3 reviews)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
The price is €427
includes taxes & fees
22 Apr - 23 Apr
Lovely House 5 Min to Beach with Deck, Grill, Garage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Brewster Hotel Reviews

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

10/10 Excellent
"I was here for a solo work trip and stayed for 10 days. The cottage was the perfect landing spot. My only complaint is that I didn’t get to spend more time there! It was extremely well equipped in the kitchen, impeccably clean and included comfortable bedding. Prime location, easy access, easy booking process and fabulous host communication. Will definitely book this place again… hopefully with the whole family next time. Thank you Jean for a wonderful stay!"
Mackenzie H. 9-night trip
Posted 1 hour ago
Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Find out more about Brewster

Brewster Holiday Homes information

Number of reviews
505
Accommodation
141 Holiday Homes
Lowest Price
€260
Highest Price
€1,006