Holiday Homes in Brewster

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Check prices for these dates

In two weeks
12 June - 14 June
In two months
24 July - 26 July
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

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 AU$846
includes taxes & fees
31 May - 1 June
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Outdoor dining

Great for Families! Brewster Home 6 Mi to Beach

Great for Families! Brewster Home 6 Mi to Beach
Brewster
10.0 out of 10, Exceptional, (6 reviews)
"The kitchen was well stocked. The Beds were comfortable. "
United States
Stacey P.
The price is AU$953
includes taxes & fees
11 June - 12 June
Great for Families! Brewster Home 6 Mi to Beach
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, (27 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 AU$1,341
includes taxes & fees
7 June - 8 June
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
Property grounds

Pond Access, Fire Pit & Bikes, house with AC in charming Brewster

Pond Access, Fire Pit & Bikes, house with AC in charming Brewster
Brewster
Pond Access, Fire Pit & Bikes, house with AC in charming Brewster
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 AU$2,674
includes taxes & fees
12 June - 13 June
Private beach, hot tub, and dog friendly – The Keeper!
Terrace/patio

Cape Cod Playhouse: Deck, Hot Tub & Games

Cape Cod Playhouse: Deck, Hot Tub & Games
Brewster
The price is AU$1,560
includes taxes & fees
28 June - 29 June
Cape Cod Playhouse: Deck, Hot Tub & Games
Exterior

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is AU$662
includes taxes & fees
31 May - 1 June
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
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
10.0 out of 10, Exceptional, (191 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is AU$439
includes taxes & fees
1 June - 2 June
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
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
8.8 out of 10, Excellent, (9 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 AU$700
includes taxes & fees
2 June - 3 June
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
TV, fireplace

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 AU$819
includes taxes & fees
2 June - 3 June
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Outdoor dining

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (8 reviews)
"We went with a small group of friends and everything was amazing. The property is beautiful and well located. We had everything that we needed and the communication con the owner was good."
United States
Lourdes P.
The price is AU$749
includes taxes & fees
31 May - 1 June
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Beach nearby

The Alpine/Walk to Beach for 2 or more!

The Alpine/Walk to Beach for 2 or more!
Eastham
9.2 out of 10, Wonderful, (11 reviews)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
The price is AU$861
includes taxes & fees
2 June - 3 June
The Alpine/Walk to Beach for 2 or more!
Dining

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (12 reviews)
"Great location. Good central location to explore the area."
United States
Robyn L.
The price is AU$319
includes taxes & fees
14 June - 15 June
Cape Cod's "Beach Rose"
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)
"We enjoyed this Cape Cottage, centrally located in mid-cape. Clean with comfortable beds and host is very helpful. We will be back!"
United States
Linda P.
The price is AU$521
includes taxes & fees
2 June - 3 June
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
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, (122 reviews)
"Clean, quiet, and great location."
United States
Tyler B.
The price is AU$840
includes taxes & fees
2 June - 3 June
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
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 AU$899
includes taxes & fees
6 June - 7 June
Gray Whale - 3 bedrm/2 bath/gameroom
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 AU$712
includes taxes & fees
31 May - 1 June
Lovely House 5 Min to Beach with Deck, Grill, Garage
Dining

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH

NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Dennis
10.0 out of 10, Exceptional, (11 reviews)
"Wonderful place! Thank you so much! "
United States
Jess W.
The price is AU$827
includes taxes & fees
31 May - 1 June
NEW - Cozy Cape Cod Family Getaway ~ A/C ~ SCREENED PORCH
Outdoor dining

Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!

Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
Harwich
10.0 out of 10, Exceptional, (3 reviews)
"Excellent location "
United States
Norman Y.
The price is AU$856
includes taxes & fees
1 June - 2 June
Walk to Wychmere, Beach & Downtown Harwich - Firepit, Fenced Yard & AC!
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, (12 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is AU$675
includes taxes & fees
2 June - 3 June
Cozy Large Home in Harwich with Patio near Wequassett Resort
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

This renovated second-floor corner unit has all-new interiors!

This renovated second-floor corner unit has all-new interiors!

10/10 Excellent
"If you’re looking for a perfectly located rental with a super responsive owner, look no further. Beautiful, immaculate, well appointed rental within walking distance to Main Street. Thanks for a great stay! Looking forward to returning in the near future."
Lisa M. 3-night trip
Posted 2 days ago
This renovated second-floor corner unit has all-new interiors!

Find out more about Brewster

Brewster Holiday Homes information

Number of reviews
Accommodation
136 Holiday Homes
Lowest Price
AU$1,030
Highest Price
AU$3,004