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Brewster Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
46 rentals in Brewster.
The Hideaway, holiday rental in Brewster
The Hideaway, holiday rental in Brewster
The Hideaway, holiday rental in Brewster

The Hideaway

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Lakefront Brewster Vacation Rental w/ Private Dock, holiday rental in Brewster
Lakefront Brewster Vacation Rental w/ Private Dock, holiday rental in Brewster
Lakefront Brewster Vacation Rental w/ Private Dock, holiday rental in Brewster

Lakefront Brewster Vacation Rental w/ Private Dock

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Scandinavian Peaceful Oasis, Mountain View, hot tub, holiday rental in Brewster
Scandinavian Peaceful Oasis, Mountain View, hot tub, holiday rental in Brewster
Scandinavian Peaceful Oasis, Mountain View, hot tub, holiday rental in Brewster

Scandinavian Peaceful Oasis, Mountain View, hot tub

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome, holiday rental in Brewster
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome, holiday rental in Brewster
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome, holiday rental in Brewster

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake, holiday rental in Brewster
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake, holiday rental in Brewster
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake, holiday rental in Brewster

Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake

Holiday Rental House
11 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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The following properties within 20 miles of Brewster match all your filters:
Ultra Secluded Mansion City Getaway in the Mountaintops - views/hot, holiday rental in Brewster
Ultra Secluded Mansion City Getaway in the Mountaintops - views/hot, holiday rental in Brewster
Ultra Secluded Mansion City Getaway in the Mountaintops - views/hot, holiday rental in Brewster

Ultra Secluded Mansion City Getaway in the Mountaintops - views/hot

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Historic Hideaway with Lake Access!, holiday rental in Brewster
Historic Hideaway with Lake Access!, holiday rental in Brewster
Historic Hideaway with Lake Access!, holiday rental in Brewster

Historic Hideaway with Lake Access!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lake Mahopac House with lakefront & pontoon boat, holiday rental in Brewster
Lake Mahopac House with lakefront & pontoon boat, holiday rental in Brewster
Lake Mahopac House with lakefront & pontoon boat, holiday rental in Brewster

Lake Mahopac House with lakefront & pontoon boat

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley, holiday rental in Brewster
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley, holiday rental in Brewster
A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley, holiday rental in Brewster

A Peaceful Bucolic Retreat by the Water at the Gateway of Hudson Valley

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cabin in the woods, holiday rental in Brewster
Cabin in the woods, holiday rental in Brewster
Cabin in the woods, holiday rental in Brewster

Cabin in the woods

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Danbury Cottage w/ Lake Kenosia Access!, holiday rental in Brewster
Charming Danbury Cottage w/ Lake Kenosia Access!, holiday rental in Brewster
Charming Danbury Cottage w/ Lake Kenosia Access!, holiday rental in Brewster

Charming Danbury Cottage w/ Lake Kenosia Access!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cheerful home with amazing lake view, holiday rental in Brewster
Cheerful home with amazing lake view, holiday rental in Brewster
Cheerful home with amazing lake view, holiday rental in Brewster

Cheerful home with amazing lake view

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Pool, Spa, Private Backyard, Perfect City Escape!, holiday rental in Brewster
Pool, Spa, Private Backyard, Perfect City Escape!, holiday rental in Brewster
Pool, Spa, Private Backyard, Perfect City Escape!, holiday rental in Brewster

Pool, Spa, Private Backyard, Perfect City Escape!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Your Own House on a Lake, holiday rental in Brewster
Your Own House on a Lake, holiday rental in Brewster
Your Own House on a Lake, holiday rental in Brewster

Your Own House on a Lake

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Dreamy lake house by the beach only 1h from NYC, holiday rental in Brewster
Dreamy lake house by the beach only 1h from NYC, holiday rental in Brewster
Dreamy lake house by the beach only 1h from NYC, holiday rental in Brewster

Dreamy lake house by the beach only 1h from NYC

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Country Retreat with Lake Access, holiday rental in Brewster
Country Retreat with Lake Access, holiday rental in Brewster
Country Retreat with Lake Access, holiday rental in Brewster

Country Retreat with Lake Access

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Single Family Home 4 Bed 2.5 Bath, holiday rental in Brewster
Beautiful Single Family Home 4 Bed 2.5 Bath, holiday rental in Brewster
Beautiful Single Family Home 4 Bed 2.5 Bath, holiday rental in Brewster

Beautiful Single Family Home 4 Bed 2.5 Bath

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Fun, Friends, and Family Lakefront Home w/Dock and Beach, holiday rental in Brewster
Fun, Friends, and Family Lakefront Home w/Dock and Beach, holiday rental in Brewster
Fun, Friends, and Family Lakefront Home w/Dock and Beach, holiday rental in Brewster

Fun, Friends, and Family Lakefront Home w/Dock and Beach

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Lakefront New York Abode w/ Deck, Grill & Fire Pit, holiday rental in Brewster
Lakefront New York Abode w/ Deck, Grill & Fire Pit, holiday rental in Brewster
Lakefront New York Abode w/ Deck, Grill & Fire Pit, holiday rental in Brewster

Lakefront New York Abode w/ Deck, Grill & Fire Pit

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Private Lakefront Home in Quiet Residential Area, holiday rental in Brewster
Private Lakefront Home in Quiet Residential Area, holiday rental in Brewster
Private Lakefront Home in Quiet Residential Area, holiday rental in Brewster

Private Lakefront Home in Quiet Residential Area

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Historic Luxury Farmhouse with Serene Pond, holiday rental in Brewster
Historic Luxury Farmhouse with Serene Pond, holiday rental in Brewster
Historic Luxury Farmhouse with Serene Pond, holiday rental in Brewster

Historic Luxury Farmhouse with Serene Pond

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Westchester Escape - Estate in Waccabuc 60 Min from NYC, holiday rental in Brewster
Westchester Escape - Estate in Waccabuc 60 Min from NYC, holiday rental in Brewster
Westchester Escape - Estate in Waccabuc 60 Min from NYC, holiday rental in Brewster

Westchester Escape - Estate in Waccabuc 60 Min from NYC

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED, holiday rental in Brewster
6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED, holiday rental in Brewster
6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED, holiday rental in Brewster

6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 19
Match: Sleeps
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Lakefront Estate in Westchester, holiday rental in Brewster
Lakefront Estate in Westchester, holiday rental in Brewster
Lakefront Estate in Westchester, holiday rental in Brewster

Lakefront Estate in Westchester

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis!, holiday rental in Brewster
Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis!, holiday rental in Brewster
Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis!, holiday rental in Brewster

Gorgeous Westchester Home with Pool, Hot Tub, Steam Room & Tennis!

Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon., holiday rental in Brewster
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon., holiday rental in Brewster
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon., holiday rental in Brewster

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike., holiday rental in Brewster
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike., holiday rental in Brewster
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike., holiday rental in Brewster

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy one bedroom apartment in New Fairfield with restorative activities., holiday rental in Brewster
Cozy one bedroom apartment in New Fairfield with restorative activities., holiday rental in Brewster
Cozy one bedroom apartment in New Fairfield with restorative activities., holiday rental in Brewster

Cozy one bedroom apartment in New Fairfield with restorative activities.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy 1-bedroom apartment in welcoming Danbury with AC, WiFi, holiday rental in Brewster
Cozy 1-bedroom apartment in welcoming Danbury with AC, WiFi, holiday rental in Brewster
Cozy 1-bedroom apartment in welcoming Danbury with AC, WiFi, holiday rental in Brewster

Cozy 1-bedroom apartment in welcoming Danbury with AC, WiFi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Disney Dreams in Spacious 5-bedroom house in lovely Ridgefield paradise, holiday rental in Brewster
Disney Dreams in Spacious 5-bedroom house in lovely Ridgefield paradise, holiday rental in Brewster
Disney Dreams in Spacious 5-bedroom house in lovely Ridgefield paradise, holiday rental in Brewster

Disney Dreams in Spacious 5-bedroom house in lovely Ridgefield paradise

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Spacious 1 BR w/ Kitchen + Living Room, holiday rental in Brewster
Spacious 1 BR w/ Kitchen + Living Room, holiday rental in Brewster
Spacious 1 BR w/ Kitchen + Living Room, holiday rental in Brewster

Spacious 1 BR w/ Kitchen + Living Room

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Countryside Farmhouse to enjoy peace, relaxation & privacy, holiday rental in Brewster
Countryside Farmhouse to enjoy peace, relaxation & privacy, holiday rental in Brewster
Countryside Farmhouse to enjoy peace, relaxation & privacy, holiday rental in Brewster

Countryside Farmhouse to enjoy peace, relaxation & privacy

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming 1-bedroom Studio apartment in Danbury with Terrace/Pool & Hot Tub, holiday rental in Brewster
Charming 1-bedroom Studio apartment in Danbury with Terrace/Pool & Hot Tub, holiday rental in Brewster
Charming 1-bedroom Studio apartment in Danbury with Terrace/Pool & Hot Tub, holiday rental in Brewster

Charming 1-bedroom Studio apartment in Danbury with Terrace/Pool & Hot Tub

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Freshly renovated cabin in lovely Danbury/ Full Bath/ Kitchen/Open Deck, holiday rental in Brewster
Freshly renovated cabin in lovely Danbury/ Full Bath/ Kitchen/Open Deck, holiday rental in Brewster
Freshly renovated cabin in lovely Danbury/ Full Bath/ Kitchen/Open Deck, holiday rental in Brewster

Freshly renovated cabin in lovely Danbury/ Full Bath/ Kitchen/Open Deck

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 7
Match: Sleeps
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Comfy Studio w/ Kitchen | Central Danbury, ADA, holiday rental in Brewster
Comfy Studio w/ Kitchen | Central Danbury, ADA, holiday rental in Brewster
Comfy Studio w/ Kitchen | Central Danbury, ADA, holiday rental in Brewster

Comfy Studio w/ Kitchen | Central Danbury, ADA

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Charming 2-bedroom apartment in beautiful Carmel Hamlet with WiFi, AC, holiday rental in Brewster
Charming 2-bedroom apartment in beautiful Carmel Hamlet with WiFi, AC, holiday rental in Brewster
Charming 2-bedroom apartment in beautiful Carmel Hamlet with WiFi, AC, holiday rental in Brewster

Charming 2-bedroom apartment in beautiful Carmel Hamlet with WiFi, AC

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Serene Holmes Cottage Near Lakes & Trails!, holiday rental in Brewster
Serene Holmes Cottage Near Lakes & Trails!, holiday rental in Brewster
Serene Holmes Cottage Near Lakes & Trails!, holiday rental in Brewster

Serene Holmes Cottage Near Lakes & Trails!

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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My favorite place!, holiday rental in Brewster
My favorite place!, holiday rental in Brewster
My favorite place!, holiday rental in Brewster

My favorite place!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Majestic 6-bedroom mansion in enchanting Katonah with pool, holiday rental in Brewster
Majestic 6-bedroom mansion in enchanting Katonah with pool, holiday rental in Brewster
Majestic 6-bedroom mansion in enchanting Katonah with pool, holiday rental in Brewster

Majestic 6-bedroom mansion in enchanting Katonah with pool

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Private Room with Private Bathroom, holiday rental in Brewster
Private Room with Private Bathroom, holiday rental in Brewster
Private Room with Private Bathroom, holiday rental in Brewster

Private Room with Private Bathroom

Condo/Apartment
5 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful 3 Bedroom Lake House, holiday rental in Brewster
Beautiful 3 Bedroom Lake House, holiday rental in Brewster
Beautiful 3 Bedroom Lake House, holiday rental in Brewster

Beautiful 3 Bedroom Lake House

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Charming 2-bedroom villa in serene Holmes with AC, WiFi, holiday rental in Brewster
Charming 2-bedroom villa in serene Holmes with AC, WiFi, holiday rental in Brewster
Charming 2-bedroom villa in serene Holmes with AC, WiFi, holiday rental in Brewster

Charming 2-bedroom villa in serene Holmes with AC, WiFi

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming 1-bedroom apartment in Carmel with WiFi, AC, holiday rental in Brewster
Charming 1-bedroom apartment in Carmel with WiFi, AC, holiday rental in Brewster
Charming 1-bedroom apartment in Carmel with WiFi, AC, holiday rental in Brewster

Charming 1-bedroom apartment in Carmel with WiFi, AC

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy 1 BR Apt | Kitchen | Central Danbury, holiday rental in Brewster
Cozy 1 BR Apt | Kitchen | Central Danbury, holiday rental in Brewster
Cozy 1 BR Apt | Kitchen | Central Danbury, holiday rental in Brewster

Cozy 1 BR Apt | Kitchen | Central Danbury

Condo/Apartment
7 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Stylish Studio w/ Kitchen | Central Danbury, holiday rental in Brewster
Stylish Studio w/ Kitchen | Central Danbury, holiday rental in Brewster
Stylish Studio w/ Kitchen | Central Danbury, holiday rental in Brewster

Stylish Studio w/ Kitchen | Central Danbury

Condo/Apartment
4 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Pet Friendly Lake Cottage w/Fireplace & Fire Pit W/D, holiday rental in Brewster
Pet Friendly Lake Cottage w/Fireplace & Fire Pit W/D, holiday rental in Brewster
Pet Friendly Lake Cottage w/Fireplace & Fire Pit W/D, holiday rental in Brewster

Pet Friendly Lake Cottage w/Fireplace & Fire Pit W/D

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Showing results 1-46 of 46
Frequently Asked Questions about Brewster