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Holiday Rentals in Brewster

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
387 rentals in Brewster.
Ocean Edge Luxury Condo,  Constantly Updated, Just steps to Arbor Pool, holiday rental in Brewster
Ocean Edge Luxury Condo,  Constantly Updated, Just steps to Arbor Pool, holiday rental in Brewster
Ocean Edge Luxury Condo,  Constantly Updated, Just steps to Arbor Pool, holiday rental in Brewster

Ocean Edge Luxury Condo, Constantly Updated, Just steps to Arbor Pool

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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New Listing at Ocean Edge- Guest Passes Available, holiday rental in Brewster
New Listing at Ocean Edge- Guest Passes Available, holiday rental in Brewster
New Listing at Ocean Edge- Guest Passes Available, holiday rental in Brewster

New Listing at Ocean Edge- Guest Passes Available

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Cheery house w/deck, sunroom & patio - short walk to pond, beach & rail trail, holiday rental in Brewster
Cheery house w/deck, sunroom & patio - short walk to pond, beach & rail trail, holiday rental in Brewster
Cheery house w/deck, sunroom & patio - short walk to pond, beach & rail trail, holiday rental in Brewster

Cheery house w/deck, sunroom & patio - short walk to pond, beach & rail trail

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sprawling home on  large, 18-acre estate in Brewster, near the bay beaches, holiday rental in Brewster
Sprawling home on  large, 18-acre estate in Brewster, near the bay beaches, holiday rental in Brewster
Sprawling home on  large, 18-acre estate in Brewster, near the bay beaches, holiday rental in Brewster

Sprawling home on large, 18-acre estate in Brewster, near the bay beaches

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Brewster's Favorite Beach, Paine's Creek on Cape Cod Bay, 6/10's of a mile, holiday rental in Brewster
Brewster's Favorite Beach, Paine's Creek on Cape Cod Bay, 6/10's of a mile, holiday rental in Brewster
Brewster's Favorite Beach, Paine's Creek on Cape Cod Bay, 6/10's of a mile, holiday rental in Brewster

Brewster's Favorite Beach, Paine's Creek on Cape Cod Bay, 6/10's of a mile

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charming Beach Cottage - Walk To Beach, holiday rental in Brewster
Charming Beach Cottage - Walk To Beach, holiday rental in Brewster
Charming Beach Cottage - Walk To Beach, holiday rental in Brewster

Charming Beach Cottage - Walk To Beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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!!Private Heated Pool!! Renovated 5BD3BA, AC, near beaches and Nickerson park, holiday rental in Brewster
!!Private Heated Pool!! Renovated 5BD3BA, AC, near beaches and Nickerson park, holiday rental in Brewster
!!Private Heated Pool!! Renovated 5BD3BA, AC, near beaches and Nickerson park, holiday rental in Brewster

!!Private Heated Pool!! Renovated 5BD3BA, AC, near beaches and Nickerson park

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Central A/C Mins. to Beach Dog Welcome!, holiday rental in Brewster
Central A/C Mins. to Beach Dog Welcome!, holiday rental in Brewster
Central A/C Mins. to Beach Dog Welcome!, holiday rental in Brewster

Central A/C Mins. to Beach Dog Welcome!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Brewster, MA Beach House with 1/2 Mile of Private Association Beach., holiday rental in Brewster
Brewster, MA Beach House with 1/2 Mile of Private Association Beach., holiday rental in Brewster
Brewster, MA Beach House with 1/2 Mile of Private Association Beach., holiday rental in Brewster

Brewster, MA Beach House with 1/2 Mile of Private Association Beach.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Chill on Cape Cod: Modern Saltbox w/Firepit, Quick Access to Beaches & Shopping, holiday rental in Brewster
Chill on Cape Cod: Modern Saltbox w/Firepit, Quick Access to Beaches & Shopping, holiday rental in Brewster
Chill on Cape Cod: Modern Saltbox w/Firepit, Quick Access to Beaches & Shopping, holiday rental in Brewster

Chill on Cape Cod: Modern Saltbox w/Firepit, Quick Access to Beaches & Shopping

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Cozy Second Floor Apartment with Full Kitchen and Balcony View, holiday rental in Brewster
Cozy Second Floor Apartment with Full Kitchen and Balcony View, holiday rental in Brewster
Cozy Second Floor Apartment with Full Kitchen and Balcony View, holiday rental in Brewster

Cozy Second Floor Apartment with Full Kitchen and Balcony View

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Close to Bayside Game Room w/ Pool Table!, holiday rental in Brewster
Close to Bayside Game Room w/ Pool Table!, holiday rental in Brewster
Close to Bayside Game Room w/ Pool Table!, holiday rental in Brewster

Close to Bayside Game Room w/ Pool Table!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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A SHORT STROLL TO LINNELL LANDING BEACH - LABOR DAY AVAILABLE!, holiday rental in Brewster
A SHORT STROLL TO LINNELL LANDING BEACH - LABOR DAY AVAILABLE!, holiday rental in Brewster
A SHORT STROLL TO LINNELL LANDING BEACH - LABOR DAY AVAILABLE!, holiday rental in Brewster

A SHORT STROLL TO LINNELL LANDING BEACH - LABOR DAY AVAILABLE!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Luxury Villa at Endicott Village GOLF ACCESS AND VIEW Ocean Edge, holiday rental in Brewster
Luxury Villa at Endicott Village GOLF ACCESS AND VIEW Ocean Edge, holiday rental in Brewster
Luxury Villa at Endicott Village GOLF ACCESS AND VIEW Ocean Edge, holiday rental in Brewster

Luxury Villa at Endicott Village GOLF ACCESS AND VIEW Ocean Edge

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Brewster Ocean Edge Condo, Easy Breezy Fun!, holiday rental in Brewster
Brewster Ocean Edge Condo, Easy Breezy Fun!, holiday rental in Brewster
Brewster Ocean Edge Condo, Easy Breezy Fun!, holiday rental in Brewster

Brewster Ocean Edge Condo, Easy Breezy Fun!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants, holiday rental in Brewster
Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants, holiday rental in Brewster
Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants, holiday rental in Brewster

Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Pet Friendly 3BR Home with Hot Tub and Pond, holiday rental in Brewster
Pet Friendly 3BR Home with Hot Tub and Pond, holiday rental in Brewster
Pet Friendly 3BR Home with Hot Tub and Pond, holiday rental in Brewster

Pet Friendly 3BR Home with Hot Tub and Pond

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Remodel winter 2020.  A/C all room, King bed. Accepting Monthly Guests Nov-Apr, holiday rental in Brewster
Remodel winter 2020.  A/C all room, King bed. Accepting Monthly Guests Nov-Apr, holiday rental in Brewster
Remodel winter 2020.  A/C all room, King bed. Accepting Monthly Guests Nov-Apr, holiday rental in Brewster

Remodel winter 2020. A/C all room, King bed. Accepting Monthly Guests Nov-Apr

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Cape Cod Cottage. Walk to Ellis Landing Beach!, holiday rental in Brewster
Private Cape Cod Cottage. Walk to Ellis Landing Beach!, holiday rental in Brewster
Private Cape Cod Cottage. Walk to Ellis Landing Beach!, holiday rental in Brewster

Private Cape Cod Cottage. Walk to Ellis Landing Beach!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Less Than 1 Mile to Beach with Custom Fire Pit!, holiday rental in Brewster
Less Than 1 Mile to Beach with Custom Fire Pit!, holiday rental in Brewster
Less Than 1 Mile to Beach with Custom Fire Pit!, holiday rental in Brewster

Less Than 1 Mile to Beach with Custom Fire Pit!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Walk to Beach from Sea Salt Cottage, holiday rental in Brewster
Walk to Beach from Sea Salt Cottage, holiday rental in Brewster
Walk to Beach from Sea Salt Cottage, holiday rental in Brewster

Walk to Beach from Sea Salt Cottage

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Pond Front Home with Private Dock!, holiday rental in Brewster
Pond Front Home with Private Dock!, holiday rental in Brewster
Pond Front Home with Private Dock!, holiday rental in Brewster

Pond Front Home with Private Dock!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Dog-friendly & delightful home with private deck, grill, outdoor dining, WiFi, holiday rental in Brewster
Dog-friendly & delightful home with private deck, grill, outdoor dining, WiFi, holiday rental in Brewster
Dog-friendly & delightful home with private deck, grill, outdoor dining, WiFi, holiday rental in Brewster

Dog-friendly & delightful home with private deck, grill, outdoor dining, WiFi

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Book it now! Clean cute family-friendly Ocean Edge cond, holiday rental in Brewster
Book it now! Clean cute family-friendly Ocean Edge cond, holiday rental in Brewster
Book it now! Clean cute family-friendly Ocean Edge cond, holiday rental in Brewster

Book it now! Clean cute family-friendly Ocean Edge cond

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Newly Updated 5BR/2BA 2500Sqft Very Private Family Home, WiFi & Air Conditioned!, holiday rental in Brewster
Newly Updated 5BR/2BA 2500Sqft Very Private Family Home, WiFi & Air Conditioned!, holiday rental in Brewster
Newly Updated 5BR/2BA 2500Sqft Very Private Family Home, WiFi & Air Conditioned!, holiday rental in Brewster

Newly Updated 5BR/2BA 2500Sqft Very Private Family Home, WiFi & Air Conditioned!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Enjoy Brewster This Summer, Years Of Family Charm, holiday rental in Brewster
Enjoy Brewster This Summer, Years Of Family Charm, holiday rental in Brewster
Enjoy Brewster This Summer, Years Of Family Charm, holiday rental in Brewster

Enjoy Brewster This Summer, Years Of Family Charm

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Summer Rental in Brewster, Walk to the ponds!, holiday rental in Brewster
Summer Rental in Brewster, Walk to the ponds!, holiday rental in Brewster
Summer Rental in Brewster, Walk to the ponds!, holiday rental in Brewster

Summer Rental in Brewster, Walk to the ponds!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Great Couples Summer Getaway, holiday rental in Brewster
Great Couples Summer Getaway, holiday rental in Brewster
Great Couples Summer Getaway, holiday rental in Brewster

Great Couples Summer Getaway

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Bayside Apt, holiday rental in Brewster
Bayside Apt, holiday rental in Brewster
Bayside Apt, holiday rental in Brewster

Bayside Apt

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Quiet place to relax., holiday rental in Brewster
Quiet place to relax., holiday rental in Brewster
Quiet place to relax., holiday rental in Brewster

Quiet place to relax.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Less Than 1 Mile to Beach with Custom Fire Pit!, holiday rental in Brewster
Less Than 1 Mile to Beach with Custom Fire Pit!, holiday rental in Brewster
Less Than 1 Mile to Beach with Custom Fire Pit!, holiday rental in Brewster

Less Than 1 Mile to Beach with Custom Fire Pit!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Payment Protection
Short distance to beautiful Paine's Creek Beach,  Kate's Seafood and Dunkin, holiday rental in Brewster
Short distance to beautiful Paine's Creek Beach,  Kate's Seafood and Dunkin, holiday rental in Brewster
Short distance to beautiful Paine's Creek Beach,  Kate's Seafood and Dunkin, holiday rental in Brewster

Short distance to beautiful Paine's Creek Beach, Kate's Seafood and Dunkin

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Steps to the Beach! 1 House Back from Bay!, holiday rental in Brewster
Steps to the Beach! 1 House Back from Bay!, holiday rental in Brewster
Steps to the Beach! 1 House Back from Bay!, holiday rental in Brewster

Steps to the Beach! 1 House Back from Bay!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Cozy Cape Cottage, holiday rental in Brewster
Cozy Cape Cottage, holiday rental in Brewster
Cozy Cape Cottage, holiday rental in Brewster

Cozy Cape Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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One bedroom apartment in Fletcher with pool access, less than 1 mile from the, holiday rental in Brewster
One bedroom apartment in Fletcher with pool access, less than 1 mile from the, holiday rental in Brewster
One bedroom apartment in Fletcher with pool access, less than 1 mile from the, holiday rental in Brewster

One bedroom apartment in Fletcher with pool access, less than 1 mile from the

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Charming Cape Cod Cottage, holiday rental in Brewster
Charming Cape Cod Cottage, holiday rental in Brewster
Charming Cape Cod Cottage, holiday rental in Brewster

Charming Cape Cod Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Secluded Hideaway Sleeps 4 Monthly $5000., holiday rental in Brewster
Secluded Hideaway Sleeps 4 Monthly $5000., holiday rental in Brewster
Secluded Hideaway Sleeps 4 Monthly $5000., holiday rental in Brewster

Secluded Hideaway Sleeps 4 Monthly $5000.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Brewster Cape Cod Bay Waterfront, holiday rental in Brewster
Brewster Cape Cod Bay Waterfront, holiday rental in Brewster
Brewster Cape Cod Bay Waterfront, holiday rental in Brewster

Brewster Cape Cod Bay Waterfront

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Water Views and Dock on Sheep Pond with A/C., holiday rental in Brewster
Water Views and Dock on Sheep Pond with A/C., holiday rental in Brewster
Water Views and Dock on Sheep Pond with A/C., holiday rental in Brewster

Water Views and Dock on Sheep Pond with A/C.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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NEW MONTHLY LISTING!, holiday rental in Brewster
NEW MONTHLY LISTING!, holiday rental in Brewster
NEW MONTHLY LISTING!, holiday rental in Brewster

NEW MONTHLY LISTING!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Short Walk to Private Sandy Bay Beach, 2 BR, 1 Bath (Sleeps 4), holiday rental in Brewster
Short Walk to Private Sandy Bay Beach, 2 BR, 1 Bath (Sleeps 4), holiday rental in Brewster
Short Walk to Private Sandy Bay Beach, 2 BR, 1 Bath (Sleeps 4), holiday rental in Brewster

Short Walk to Private Sandy Bay Beach, 2 BR, 1 Bath (Sleeps 4)

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Charming Cape Cottage in Brewster, holiday rental in Brewster
Charming Cape Cottage in Brewster, holiday rental in Brewster
Charming Cape Cottage in Brewster, holiday rental in Brewster

Charming Cape Cottage in Brewster

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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NEW CONSTRUCTION Apartment Close to Town and Beaches, holiday rental in Brewster
NEW CONSTRUCTION Apartment Close to Town and Beaches, holiday rental in Brewster
NEW CONSTRUCTION Apartment Close to Town and Beaches, holiday rental in Brewster

NEW CONSTRUCTION Apartment Close to Town and Beaches

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Charming Brewster Cottage, holiday rental in Brewster
Charming Brewster Cottage, holiday rental in Brewster
Charming Brewster Cottage, holiday rental in Brewster

Charming Brewster Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Newly renovated 2 bedroom cottage - walk to beach, holiday rental in Brewster
Newly renovated 2 bedroom cottage - walk to beach, holiday rental in Brewster
Newly renovated 2 bedroom cottage - walk to beach, holiday rental in Brewster

Newly renovated 2 bedroom cottage - walk to beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Just minutes from the beach!, holiday rental in Brewster
Just minutes from the beach!, holiday rental in Brewster
Just minutes from the beach!, holiday rental in Brewster

Just minutes from the beach!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Winter Retreat! Cottage- like Cape Cod Home, wooded, quiet and serene., holiday rental in Brewster
Winter Retreat! Cottage- like Cape Cod Home, wooded, quiet and serene., holiday rental in Brewster
Winter Retreat! Cottage- like Cape Cod Home, wooded, quiet and serene., holiday rental in Brewster

Winter Retreat! Cottage- like Cape Cod Home, wooded, quiet and serene.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Short walk to Private Beach!, holiday rental in Brewster
Short walk to Private Beach!, holiday rental in Brewster
Short walk to Private Beach!, holiday rental in Brewster

Short walk to Private Beach!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Classic Cape Cod Cottage With Access To Private Association Beach, holiday rental in Brewster
Classic Cape Cod Cottage With Access To Private Association Beach, holiday rental in Brewster
Classic Cape Cod Cottage With Access To Private Association Beach, holiday rental in Brewster

Classic Cape Cod Cottage With Access To Private Association Beach

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Charming Condo in the heart of Ocean Edge Resort, holiday rental in Brewster
Charming Condo in the heart of Ocean Edge Resort, holiday rental in Brewster
Charming Condo in the heart of Ocean Edge Resort, holiday rental in Brewster

Charming Condo in the heart of Ocean Edge Resort

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Showing results 1-50 of 387
Frequently Asked Questions about Brewster