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Holiday Rentals in Brewster

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241 rentals in Brewster.
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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
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**Opening in June!**, holiday rental in Brewster
**Opening in June!**, holiday rental in Brewster
**Opening in June!**, holiday rental in Brewster

**Opening in June!**

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Fully Renovated Spring 2019.  Central Location. Close To Bay And Ocean Beaches., holiday rental in Brewster
Fully Renovated Spring 2019.  Central Location. Close To Bay And Ocean Beaches., holiday rental in Brewster
Fully Renovated Spring 2019.  Central Location. Close To Bay And Ocean Beaches., holiday rental in Brewster

Fully Renovated Spring 2019. Central Location. Close To Bay And Ocean Beaches.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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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 4
Match: Sleeps
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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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Brewster, MA Beach House with 1/2 Mile of Private Community Beach., holiday rental in Brewster
Brewster, MA Beach House with 1/2 Mile of Private Community Beach., holiday rental in Brewster
Brewster, MA Beach House with 1/2 Mile of Private Community Beach., holiday rental in Brewster

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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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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Charming, private, quiet with A/C, family friendly townhouse at Ocean Edge, holiday rental in Brewster
Charming, private, quiet with A/C, family friendly townhouse at Ocean Edge, holiday rental in Brewster
Charming, private, quiet with A/C, family friendly townhouse at Ocean Edge, holiday rental in Brewster

Charming, private, quiet with A/C, family friendly townhouse at Ocean Edge

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Ocean Edge -3 Bedroom, 3 Full Bath - Largest Size - Popular Location, holiday rental in Brewster
Ocean Edge -3 Bedroom, 3 Full Bath - Largest Size - Popular Location, holiday rental in Brewster
Ocean Edge -3 Bedroom, 3 Full Bath - Largest Size - Popular Location, holiday rental in Brewster

Ocean Edge -3 Bedroom, 3 Full Bath - Largest Size - Popular Location

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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3 bedrooms. Bay views, 10min walk to beach., holiday rental in Brewster
3 bedrooms. Bay views, 10min walk to beach., holiday rental in Brewster
3 bedrooms. Bay views, 10min walk to beach., holiday rental in Brewster

3 bedrooms. Bay views, 10min walk to beach.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Remodeled Home in Excellent Location! Hike to State Park Beach, Bike!, holiday rental in Brewster
Beautiful Remodeled Home in Excellent Location! Hike to State Park Beach, Bike!, holiday rental in Brewster
Beautiful Remodeled Home in Excellent Location! Hike to State Park Beach, Bike!, holiday rental in Brewster

Beautiful Remodeled Home in Excellent Location! Hike to State Park Beach, Bike!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Ocean Edge 2 Br Townhouse with central air, private patio, and Resort Access

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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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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Central AC Modern Custom House in the heart of the Cape, holiday rental in Brewster
Central AC Modern Custom House in the heart of the Cape, holiday rental in Brewster
Central AC Modern Custom House in the heart of the Cape, holiday rental in Brewster

Central AC Modern Custom House in the heart of the Cape

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Tales of Sunset Bay, Paine's Creek Beach-walk to beach, ice cream, coffee & beer, holiday rental in Brewster
Tales of Sunset Bay, Paine's Creek Beach-walk to beach, ice cream, coffee & beer, holiday rental in Brewster
Tales of Sunset Bay, Paine's Creek Beach-walk to beach, ice cream, coffee & beer, holiday rental in Brewster

Tales of Sunset Bay, Paine's Creek Beach-walk to beach, ice cream, coffee & beer

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Picturesque Private Beachfront House on Cape Cod Bay, holiday rental in Brewster
Picturesque Private Beachfront House on Cape Cod Bay, holiday rental in Brewster
Picturesque Private Beachfront House on Cape Cod Bay, holiday rental in Brewster

Picturesque Private Beachfront House on Cape Cod Bay

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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
More info
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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
More info
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Ocean Dreams Cottage on Paines' Creek, holiday rental in Brewster
Ocean Dreams Cottage on Paines' Creek, holiday rental in Brewster
Ocean Dreams Cottage on Paines' Creek, holiday rental in Brewster

Ocean Dreams Cottage on Paines' Creek

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Abutting Nickerson State Park, 1 Mile To Beach - Great for Fall & Winter Stays, holiday rental in Brewster
Abutting Nickerson State Park, 1 Mile To Beach - Great for Fall & Winter Stays, holiday rental in Brewster
Abutting Nickerson State Park, 1 Mile To Beach - Great for Fall & Winter Stays, holiday rental in Brewster

Abutting Nickerson State Park, 1 Mile To Beach - Great for Fall & Winter Stays

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Charming And Private Cape Cod Cottage Steps To Saint's Landing Beach On The Bay, holiday rental in Brewster
Charming And Private Cape Cod Cottage Steps To Saint's Landing Beach On The Bay, holiday rental in Brewster
Charming And Private Cape Cod Cottage Steps To Saint's Landing Beach On The Bay, holiday rental in Brewster

Charming And Private Cape Cod Cottage Steps To Saint's Landing Beach On The Bay

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Complete Remodel in winter 2020.  A/C all room, King bed,  new Kitchen, flooring, holiday rental in Brewster
Complete Remodel in winter 2020.  A/C all room, King bed,  new Kitchen, flooring, holiday rental in Brewster
Complete Remodel in winter 2020.  A/C all room, King bed,  new Kitchen, flooring, holiday rental in Brewster

Complete Remodel in winter 2020. A/C all room, King bed, new Kitchen, flooring

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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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Ocean Edge 3BR Luxury Condo in Endicott Village

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxury Villa at Ocean Edge Resort located at Endicott Village - golf view, holiday rental in Brewster
Luxury Villa at Ocean Edge Resort located at Endicott Village - golf view, holiday rental in Brewster
Luxury Villa at Ocean Edge Resort located at Endicott Village - golf view, holiday rental in Brewster

Luxury Villa at Ocean Edge Resort located at Endicott Village - golf view

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cape Cod Rental, Brewster, holiday rental in Brewster
Cape Cod Rental, Brewster, holiday rental in Brewster
Cape Cod Rental, Brewster, holiday rental in Brewster

Cape Cod Rental, Brewster

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Updated and Spacious, Walk to the Bay Cape. WiFi, Cntrl A/C, Yard..., holiday rental in Brewster
Updated and Spacious, Walk to the Bay Cape. WiFi, Cntrl A/C, Yard..., holiday rental in Brewster
Updated and Spacious, Walk to the Bay Cape. WiFi, Cntrl A/C, Yard..., holiday rental in Brewster

Updated and Spacious, Walk to the Bay Cape. WiFi, Cntrl A/C, Yard...

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Well equipped In The Heart Of Brewster-minutes to the beach, holiday rental in Brewster
Well equipped In The Heart Of Brewster-minutes to the beach, holiday rental in Brewster
Well equipped In The Heart Of Brewster-minutes to the beach, holiday rental in Brewster

Well equipped In The Heart Of Brewster-minutes to the beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Bayside Brewster Home for the Family to Enjoy!, holiday rental in Brewster
Bayside Brewster Home for the Family to Enjoy!, holiday rental in Brewster
Bayside Brewster Home for the Family to Enjoy!, holiday rental in Brewster

Bayside Brewster Home for the Family to Enjoy!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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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Brewster, MA Beach Cottage with 1/2 Mile of Private Beach for your Enjoyment., holiday rental in Brewster
Brewster, MA Beach Cottage with 1/2 Mile of Private Beach for your Enjoyment., holiday rental in Brewster
Brewster, MA Beach Cottage with 1/2 Mile of Private Beach for your Enjoyment., holiday rental in Brewster

Brewster, MA Beach Cottage with 1/2 Mile of Private Beach for your Enjoyment.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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House on Koi Pond - Brewster, holiday rental in Brewster
House on Koi Pond - Brewster, holiday rental in Brewster
House on Koi Pond - Brewster, holiday rental in Brewster

House on Koi Pond - Brewster

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Charming  Beach House With  Private Beach On Cape Cod Bay, holiday rental in Brewster
Charming  Beach House With  Private Beach On Cape Cod Bay, holiday rental in Brewster
Charming  Beach House With  Private Beach On Cape Cod Bay, holiday rental in Brewster

Charming Beach House With Private Beach On Cape Cod Bay

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Ocean Edge Fully Renovated! AC, HDTV, WirelessLAN, Landline., holiday rental in Brewster
Ocean Edge Fully Renovated! AC, HDTV, WirelessLAN, Landline., holiday rental in Brewster
Ocean Edge Fully Renovated! AC, HDTV, WirelessLAN, Landline., holiday rental in Brewster

Ocean Edge Fully Renovated! AC, HDTV, WirelessLAN, Landline.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Charming & spacious cape house 0.4 miles to the beach, holiday rental in Brewster
Charming & spacious cape house 0.4 miles to the beach, holiday rental in Brewster
Charming & spacious cape house 0.4 miles to the beach, holiday rental in Brewster

Charming & spacious cape house 0.4 miles to the beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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5 BR Brewster Home Blueberry Pond/Cape Rail Trail., holiday rental in Brewster
5 BR Brewster Home Blueberry Pond/Cape Rail Trail., holiday rental in Brewster
5 BR Brewster Home Blueberry Pond/Cape Rail Trail., holiday rental in Brewster

5 BR Brewster Home Blueberry Pond/Cape Rail Trail.

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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*** New Heated Private Pool *** Near Nickerson Park and beaches. A.C., holiday rental in Brewster
*** New Heated Private Pool *** Near Nickerson Park and beaches. A.C., holiday rental in Brewster
*** New Heated Private Pool *** Near Nickerson Park and beaches. A.C., holiday rental in Brewster

*** New Heated Private Pool *** Near Nickerson Park and beaches. A.C.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Brand new listing - 2 bedroom  Cottage located next to Crosby beach, holiday rental in Brewster
Brand new listing - 2 bedroom  Cottage located next to Crosby beach, holiday rental in Brewster
Brand new listing - 2 bedroom  Cottage located next to Crosby beach, holiday rental in Brewster

Brand new listing - 2 bedroom Cottage located next to Crosby beach

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Long Pond Estate w/ Dock & Private Sheep Pond Beach, holiday rental in Brewster
Long Pond Estate w/ Dock & Private Sheep Pond Beach, holiday rental in Brewster
Long Pond Estate w/ Dock & Private Sheep Pond Beach, holiday rental in Brewster

Long Pond Estate w/ Dock & Private Sheep Pond Beach

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
More info
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Beautifully Refinished Luxury Condo. You Name It, We Most Likely Have It!, holiday rental in Brewster
Beautifully Refinished Luxury Condo. You Name It, We Most Likely Have It!, holiday rental in Brewster
Beautifully Refinished Luxury Condo. You Name It, We Most Likely Have It!, holiday rental in Brewster

Beautifully Refinished Luxury Condo. You Name It, We Most Likely Have It!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Private Beach Access, Great Family Get Away., holiday rental in Brewster
Private Beach Access, Great Family Get Away., holiday rental in Brewster
Private Beach Access, Great Family Get Away., holiday rental in Brewster

Private Beach Access, Great Family Get Away.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Newly listed, the Meadow! Close to Seymour Pond and the Cape Cod Rail Trail., holiday rental in Brewster
Newly listed, the Meadow! Close to Seymour Pond and the Cape Cod Rail Trail., holiday rental in Brewster
Newly listed, the Meadow! Close to Seymour Pond and the Cape Cod Rail Trail., holiday rental in Brewster

Newly listed, the Meadow! Close to Seymour Pond and the Cape Cod Rail Trail.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Expansive Cape Less Than 1/10 mile to Ellis Landing Beach, holiday rental in Brewster
Expansive Cape Less Than 1/10 mile to Ellis Landing Beach, holiday rental in Brewster
Expansive Cape Less Than 1/10 mile to Ellis Landing Beach, holiday rental in Brewster

Expansive Cape Less Than 1/10 mile to Ellis Landing Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Great house for families  - close to beaches, bike trail, dining!, holiday rental in Brewster
Great house for families  - close to beaches, bike trail, dining!, holiday rental in Brewster
Great house for families  - close to beaches, bike trail, dining!, holiday rental in Brewster

Great house for families - close to beaches, bike trail, dining!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Walk to the beach and listen to the birds from this comfortable private cottage!, holiday rental in Brewster
Walk to the beach and listen to the birds from this comfortable private cottage!, holiday rental in Brewster
Walk to the beach and listen to the birds from this comfortable private cottage!, holiday rental in Brewster

Walk to the beach and listen to the birds from this comfortable private cottage!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Just Steps Away From Cape Cod Bay!, holiday rental in Brewster
Just Steps Away From Cape Cod Bay!, holiday rental in Brewster
Just Steps Away From Cape Cod Bay!, holiday rental in Brewster

Just Steps Away From Cape Cod Bay!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Love life in Nickerson State Park! Ponds, beaches, & bike trails! Dogs Welcome!, holiday rental in Brewster
Love life in Nickerson State Park! Ponds, beaches, & bike trails! Dogs Welcome!, holiday rental in Brewster
Love life in Nickerson State Park! Ponds, beaches, & bike trails! Dogs Welcome!, holiday rental in Brewster

Love life in Nickerson State Park! Ponds, beaches, & bike trails! Dogs Welcome!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private beach on Sheep Pond & bike path 5 BR with AC perfect for large families, holiday rental in Brewster
Private beach on Sheep Pond & bike path 5 BR with AC perfect for large families, holiday rental in Brewster
Private beach on Sheep Pond & bike path 5 BR with AC perfect for large families, holiday rental in Brewster

Private beach on Sheep Pond & bike path 5 BR with AC perfect for large families

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
More info
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Brewster is Classic Cape Cod - Walk to Beaches, Flats, Restaurants & Bars, holiday rental in Brewster
Brewster is Classic Cape Cod - Walk to Beaches, Flats, Restaurants & Bars, holiday rental in Brewster
Brewster is Classic Cape Cod - Walk to Beaches, Flats, Restaurants & Bars, holiday rental in Brewster

Brewster is Classic Cape Cod - Walk to Beaches, Flats, Restaurants & Bars

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Walk to beach- A/C- WiFi-newly updated cozy cottage- Welcome to The Nautical Sta, holiday rental in Brewster
Walk to beach- A/C- WiFi-newly updated cozy cottage- Welcome to The Nautical Sta, holiday rental in Brewster
Walk to beach- A/C- WiFi-newly updated cozy cottage- Welcome to The Nautical Sta, holiday rental in Brewster

Walk to beach- A/C- WiFi-newly updated cozy cottage- Welcome to The Nautical Sta

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Frequently Asked Questions about Brewster


Yes, here are some popular holiday rentals in Brewster that have internet access:\n\nSee all holiday rentals in Brewster on Tripadvisor