Brewster Vacation Rentals - Brewster, Massachusetts Vacation Rental Deals on Lake Rentals, Beach Houses, Condos, Cabins, Villas by VacaGuru.com!

Immaculately Clean - Continually Updated – Ocean Edge

Immaculately Clean - Continually Updated – Ocean Edge

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Brewster Massachusetts Condo From $300 per night (USD)

Enjoy Brewster With Years Of Family Charm

Enjoy Brewster With Years Of Family Charm

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Brewster Massachusetts Private vacation home Click For Pricing

Picturesque Private Beachfront House on Cape Cod Bay

Picturesque Private Beachfront House on Cape Cod Bay

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Brewster Massachusetts Private vacation home From $483 per night (USD)

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

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

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Brewster Massachusetts Private vacation home From $306 per night (USD)

BREWSTER, Private Beach Summer Rental, 4 bdrm, 2ba, (SLEEPS 8)

BREWSTER, Private Beach Summer Rental, 4 bdrm, 2ba, (SLEEPS 8)

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BREWSTER Massachusetts Private vacation home From $429 per night (USD)

Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches

Large, Charming Cape Cod Home Close To Orleans And Chatham Beaches

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Orleans Massachusetts Private vacation home From $586 per night (USD)

Stylish 3BR Ranch - Little Dog Friendly*!

Stylish 3BR Ranch - Little Dog Friendly*!

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Harwich Massachusetts Private vacation home From $171 per night (USD)

Long Pond Luxury Estate. Private Dock, Private Beach Access and Pickleball

Long Pond Luxury Estate. Private Dock, Private Beach Access and Pickleball

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Brewster Massachusetts Private vacation home From $1250 per night (USD)

Pond Front Beauty in Brewster

Pond Front Beauty in Brewster

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Brewster Massachusetts Private vacation home From $648 per night (USD)

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

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

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Brewster Massachusetts Condo From $300 per night (USD)

VILLA at Endicott Village GOLF PRIVILEGES AND VIEW Ocean Edge.LINENS PROVIDED

VILLA at Endicott Village GOLF PRIVILEGES AND VIEW Ocean Edge.LINENS PROVIDED

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Brewster, Massachusetts Villa From $499 per night (USD)

$Charming, private, quiet, partial A\/C, family friendly townhouse at Ocean Edge$

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

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Brewster Massachusetts Private vacation home From $250 per night (USD)

Centrally Located Private Corner Unit

Centrally Located Private Corner Unit

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Brewster Massachusetts Private vacation home From $325 per night (USD)

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

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

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Brewster Massachusetts Private vacation home From $375 per night (USD)

A SHORT STROLL TO LINNELL LANDING BEACH - DON’T MISS OUT ON SUMMER 2024!

A SHORT STROLL TO LINNELL LANDING BEACH - DON’T MISS OUT ON SUMMER 2024!

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Brewster Massachusetts Private vacation home From $550 per night (USD)

Cape Cod Bay & Quivett Creek Views-Great Sunsets!

Cape Cod Bay & Quivett Creek Views-Great Sunsets!

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Brewster Massachusetts Private vacation home From $415 per night (USD)

Cape Cod Salt & Pepper - Close to Historic Brewster, Great Beaches & State Park

Cape Cod Salt & Pepper - Close to Historic Brewster, Great Beaches & State Park

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Brewster Massachusetts Private vacation home From $330 per night (USD)

Beautifully decorated Brewster Home

Beautifully decorated Brewster Home

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Brewster Massachusetts Private vacation home From $449 per night (USD)

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

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

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Brewster Massachusetts Private vacation home Click For Pricing

Pond Front Home with Private Dock!

Pond Front Home with Private Dock!

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Brewster Massachusetts Private vacation home From $473 per night (USD)

Ocean Edge Resort & Golf Club - Billington Condo (Pool access)

Ocean Edge Resort & Golf Club - Billington Condo (Pool access)

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Brewster Massachusetts Condo From $250 per night (USD)

Tales of Sunset Bay, walk from a Quiet Cottage to Brewster’s Paine Creek Beach

Tales of Sunset Bay, walk from a Quiet Cottage to Brewster’s Paine Creek Beach

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Brewster Massachusetts Cottage From $222 per night (USD)

Amazing location! Quiet, picturesque neighborhood!

Amazing location! Quiet, picturesque neighborhood!

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Orleans Massachusetts Private vacation home From $290 per night (USD)

PRIVATE WATERFRONT on Pleasant Bay. Perfect for families

PRIVATE WATERFRONT on Pleasant Bay. Perfect for families

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Orleans Massachusetts Private vacation home From $1000 per night (USD)

Classy, Comfy, and Convenient with AC & Pool Access

Classy, Comfy, and Convenient with AC & Pool Access

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Brewster Massachusetts Condo From $413 per night (USD)

Secluded Brewster retreat

Secluded Brewster retreat

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Brewster Massachusetts Private vacation home Click For Pricing

Beautiful, private, spacious, 5BR - huge 20 x 40 pool, central AC

Beautiful, private, spacious, 5BR - huge 20 x 40 pool, central AC

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Brewster Massachusetts Private vacation home Click For Pricing

New Listing at Ocean Edge- Guest Passes Available

New Listing at Ocean Edge- Guest Passes Available

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Brewster Massachusetts Condo From $229 per night (USD)

Charming Beach Cottage - Walk To Beach

Charming Beach Cottage - Walk To Beach

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Brewster Massachusetts Private vacation home From $675 per night (USD)

Beautiful Harwich 4 BR Home: Minutes to Downtown Harwichport and Beaches

Beautiful Harwich 4 BR Home: Minutes to Downtown Harwichport and Beaches

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Harwich Massachusetts Private vacation home From $629 per night (USD)

Your Cape Escape, Nestled between Historic 6A and Cape Cod Rail Trail!

Your Cape Escape, Nestled between Historic 6A and Cape Cod Rail Trail!

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Brewster Massachusetts Private vacation home From $225 per night (USD)

Brewster Beach Cottage

Brewster Beach Cottage

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Brewster Massachusetts Cottage Click For Pricing

$Skaket Beach - 4 BR\/3 BA - Post and Beam Walk to Skaket$

Skaket Beach - 4 BR\/3 BA - Post and Beam Walk to Skaket

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Orleans Massachusetts Private vacation home From $543 per night (USD)

$Vacation Getaway- Salt Water Pool, Firepit, Outdoor Bar\/Kitchen.$

Vacation Getaway- Salt Water Pool, Firepit, Outdoor Bar\/Kitchen.

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Harwich Massachusetts Private vacation home From $1786 per night (USD)

Beachfront on Skaket Beach!

Beachfront on Skaket Beach!

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Orleans Massachusetts Condo From $508 per night (USD)

Charming second-floor retreat with a full kitchen and balcony view

Charming second-floor retreat with a full kitchen and balcony view

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Brewster Massachusetts Apartment From $273 per night (USD)

$Close to Nickerson, Bike Path & Golf, King Bed, Updated, A\/C's in all 3 Bedrooms.$

Close to Nickerson, Bike Path & Golf, King Bed, Updated, A\/C's in all 3 Bedrooms.

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Brewster Massachusetts Private vacation home Click For Pricing

Sunny 2 Bedroom Near Skaket Beach!

Sunny 2 Bedroom Near Skaket Beach!

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Orleans Massachusetts Private vacation home From $343 per night (USD)

Charming 4BR Cape Style Home - Short distance to Beach

Charming 4BR Cape Style Home - Short distance to Beach

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Brewster Massachusetts Private vacation home From $229 per night (USD)

$Perfect 2000 Sq\/ft Cape On Dead-end St, 5 Min To Beach & Nickerson & Rail-trail$

Perfect 2000 Sq\/ft Cape On Dead-end St, 5 Min To Beach & Nickerson & Rail-trail

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Brewster Massachusetts Private vacation home From $430 per night (USD)

Location! Brewster Walk to Beach, Rail Trail! Private Rd, Lg Porch, Yard, Patio!

Location! Brewster Walk to Beach, Rail Trail! Private Rd, Lg Porch, Yard, Patio!

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Brewster Massachusetts Private vacation home From $350 per night (USD)

Five Bedrooms Plus a Fully Equipped Game Room

Five Bedrooms Plus a Fully Equipped Game Room

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Orleans Massachusetts Private vacation home From $443 per night (USD)

This lovely ground level Eaton Village apartment is delightfully furnished and decorated.

This lovely ground level Eaton Village apartment is delightfully furnished and decorated.

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Brewster Massachusetts Condo From $216 per night (USD)

Beautifully Updated Gem

Beautifully Updated Gem

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Brewster Massachusetts Private vacation home From $330 per night (USD)

Shining Sea Condo

Shining Sea Condo

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Brewster Massachusetts Private vacation home From $450 per night (USD)

Charming Brewster Cottage

Charming Brewster Cottage

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Brewster Massachusetts Cottage From $145 per night (USD)

Pondview from private deck , outdoor shower , 5 minutes from bayside beaches

Pondview from private deck , outdoor shower , 5 minutes from bayside beaches

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Dennis Massachusetts Private vacation home From $309 per night (USD)

Amazing Location! Short walk to the beach or Brewster's Main Street!

Amazing Location! Short walk to the beach or Brewster's Main Street!

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Brewster Massachusetts Private vacation home From $211 per night (USD)

Family Vacation Dream! Firepit, Outdoor Kitchen & Central AC

Family Vacation Dream! Firepit, Outdoor Kitchen & Central AC

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Orleans Massachusetts Private vacation home From $600 per night (USD)

This Trevor has a straight stair case and lies 300 feet from the Fletcher Pools & Tennis Courts.

This Trevor has a straight stair case and lies 300 feet from the Fletcher Pools & Tennis Courts.

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Brewster Massachusetts Condo From $432 per night (USD)

Howland Village property on the golf course side of Ocean Edge in Brewster with pool access.

Howland Village property on the golf course side of Ocean Edge in Brewster with pool access.

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Brewster Massachusetts Condo Click For Pricing

Delightful, dog-friendly home with private deck, grill, outdoor dining & WiFi

Delightful, dog-friendly home with private deck, grill, outdoor dining & WiFi

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Brewster Massachusetts Private vacation home From $290 per night (USD)

Four bedroom home within walking distance to Bayside Brewster beaches!

Four bedroom home within walking distance to Bayside Brewster beaches!

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Brewster Massachusetts Private vacation home From $514 per night (USD)

Waterfront on Black Pond and Long Pond

Waterfront on Black Pond and Long Pond

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Brewster Massachusetts Private vacation home From $362 per night (USD)

This B-Style Billington Village townhouse has access to Golf and Pool. (Fees Apply)

This B-Style Billington Village townhouse has access to Golf and Pool. (Fees Apply)

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Brewster Massachusetts Condo From $309 per night (USD)

Clean, Bright, and Spacious; Family Friendly!

Clean, Bright, and Spacious; Family Friendly!

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Harwich Massachusetts Private vacation home From $275 per night (USD)

Expansive Contemporary Home Is The Perfect Vacation Home

Expansive Contemporary Home Is The Perfect Vacation Home

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Brewster Massachusetts Private vacation home From $927 per night (USD)

Sea Street Beach, just a short walk, and top public golf 2.5 miles away

Sea Street Beach, just a short walk, and top public golf 2.5 miles away

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East Dennis Massachusetts Private vacation home From $650 per night (USD)

Townhouse Private, End unit. AC, 50 yards to Pools

Townhouse Private, End unit. AC, 50 yards to Pools

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Brewster Massachusetts Private vacation home From $350 per night (USD)

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

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

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Brewster Massachusetts Private vacation home From $375 per night (USD)

$Luxury 7 BR, 4 BA w\/ Unique 60 ft Pool, .4 Miles to Beach$

Luxury 7 BR, 4 BA w\/ Unique 60 ft Pool, .4 Miles to Beach

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Orleans Massachusetts Private vacation home From $1225 per night (USD)

$Ocean Edge Townhome - Fully Renovated & Spotless w\/AC!$

Ocean Edge Townhome - Fully Renovated & Spotless w\/AC!

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Brewster Massachusetts Condo From $374 per night (USD)

Bike path, large yard, AC, near bike path and Nickerson

Bike path, large yard, AC, near bike path and Nickerson

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Brewster Massachusetts Private vacation home From $376 per night (USD)

Large Brewster home on historic 5 acre property, close to beach w club access

Large Brewster home on historic 5 acre property, close to beach w club access

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Brewster Massachusetts Private vacation home From $835 per night (USD)

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

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

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Brewster Massachusetts Private vacation home From $439 per night (USD)

Spacious Harwich Home Near Round Cove

Spacious Harwich Home Near Round Cove

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Harwich Massachusetts Private vacation home From $250 per night (USD)

Antique Cape Cod Charm in Brewster <1 mile to beach

Antique Cape Cod Charm in Brewster <1 mile to beach

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Brewster Massachusetts Private vacation home From $695 per night (USD)

Cozy Home in Quiet & Convenient Area

Cozy Home in Quiet & Convenient Area

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Orleans Massachusetts Private vacation home From $215 per night (USD)

Amazing Views from this Beachfront Condo

Amazing Views from this Beachfront Condo

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Orleans Massachusetts Private vacation home From $300 per night (USD)

Brewster Vacation Getaway

Brewster Vacation Getaway

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Brewster Massachusetts Private vacation home From $179 per night (USD)

Expansive Home by Orleans Town Landing

Expansive Home by Orleans Town Landing

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South Orleans Massachusetts Private vacation home From $286 per night (USD)

Charming Beach House With Private Beach On Cape Cod Bay

Charming Beach House With Private Beach On Cape Cod Bay

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Brewster Massachusetts Cottage From $900 per night (USD)

Charming Cape Cottage in Brewster

Charming Cape Cottage in Brewster

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Brewster Massachusetts Cottage From $161 per night (USD)

$Rock Harbor Retreat- Discover the Perfect Vacation Home!\nReserve for next summer$

Rock Harbor Retreat- Discover the Perfect Vacation Home!\nReserve for next summer

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Orleans Massachusetts Private vacation home From $285 per night (USD)

Comfortable, Pet-Friendly Orleans Home

Comfortable, Pet-Friendly Orleans Home

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Orleans Massachusetts Private vacation home From $200 per night (USD)

Brewster Home in Convenient Location

Brewster Home in Convenient Location

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Brewster Massachusetts Private vacation home From $379 per night (USD)

Classic Cape Home In Beautiful Orleans

Classic Cape Home In Beautiful Orleans

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Orleans Massachusetts Private vacation home From $243 per night (USD)

Central AC Modern Custom House in the heart of the Cape

Central AC Modern Custom House in the heart of the Cape

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Brewster Massachusetts Private vacation home From $393 per night (USD)

Expansive Home With Gorgeous Bay Views!

Expansive Home With Gorgeous Bay Views!

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Brewster Massachusetts Private vacation home From $1450 per night (USD)

Charming Saltbox Close To Skaket Beach & OrleansTown Center

Charming Saltbox Close To Skaket Beach & OrleansTown Center

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Orleans Massachusetts Private vacation home From $300 per night (USD)

Beautifully Updated Gem | Heated Pool | Near Bay Beaches

Beautifully Updated Gem | Heated Pool | Near Bay Beaches

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Brewster Massachusetts Private vacation home From $715 per night (USD)

Summer on the Brewster flats is beyond compare—book your summer vacay now!

Summer on the Brewster flats is beyond compare—book your summer vacay now!

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Brewster Massachusetts Private vacation home From $389 per night (USD)

Pond Front Home - Sheep Pond

Pond Front Home - Sheep Pond

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Brewster Massachusetts Private vacation home From $325 per night (USD)

NEWLY RENOVATED Inviting 4BR Colonial Home Close to Town

NEWLY RENOVATED Inviting 4BR Colonial Home Close to Town

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Orleans Massachusetts Private vacation home From $429 per night (USD)

$Quaint Cottage 4\/10 Mile to Skaket Beach$

Quaint Cottage 4\/10 Mile to Skaket Beach

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Orleans Massachusetts Private vacation home Click For Pricing

Beautifully Decorated 3BR Cape - Less than .5 miles to Beach!

Beautifully Decorated 3BR Cape - Less than .5 miles to Beach!

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Orleans Massachusetts Private vacation home From $486 per night (USD)

A Beautiful Cape Cod Escape!

A Beautiful Cape Cod Escape!

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Orelans Massachusetts Private vacation home From $500 per night (USD)

Modern Family Retreat In Harwich

Modern Family Retreat In Harwich

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Harwich Massachusetts Private vacation home Click For Pricing

4 Bedroom, 3.5 Bath in Brewster, near Dennis line

4 Bedroom, 3.5 Bath in Brewster, near Dennis line

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Brewster Massachusetts Private vacation home From $417 per night (USD)

Steps to the Beach! 1 House Back from Bay!

Steps to the Beach! 1 House Back from Bay!

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Brewster Massachusetts Private vacation home From $294 per night (USD)

$Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches\/Golf$

Modern Cape, Private Heated Salt Water Pool, Minutes to Beaches\/Golf

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Brewster Massachusetts Private vacation home From $1185 per night (USD)

Steps to Freshwater Beach Kayaks Sauna!

Steps to Freshwater Beach Kayaks Sauna!

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Brewster Massachusetts Private vacation home From $407 per night (USD)

Adorable condo with patio, shared pool, & hot tub - close to the water

Adorable condo with patio, shared pool, & hot tub - close to the water

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Brewster Massachusetts Condo From $245 per night (USD)

Walk to the beach at Little Pleasant Bay from this newly decorated cottage!

Walk to the beach at Little Pleasant Bay from this newly decorated cottage!

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Orleans Massachusetts Condo From $271 per night (USD)

DENNIS BAYSIDE. GREAT FAMILY VACATION HOME - SHORT DRIVE TO COLD STORAGE BEACH!

DENNIS BAYSIDE. GREAT FAMILY VACATION HOME - SHORT DRIVE TO COLD STORAGE BEACH!

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Dennis Massachusetts Private vacation home From $428 per night (USD)

Fully Air Conditioned & Renovated with new furnishings, King Bed & Pool (Fees apply)

Fully Air Conditioned & Renovated with new furnishings, King Bed & Pool (Fees apply)

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Brewster Massachusetts Condo From $432 per night (USD)

$5 BR\/2 Bath Brewster Home Blueberry Pond\/Cape Rail Trail.$

5 BR\/2 Bath Brewster Home Blueberry Pond\/Cape Rail Trail.

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Brewster Massachusetts Private vacation home From $400 per night (USD)

Beautiful Cape Cod home on Long Pond in Harwich, MA

Beautiful Cape Cod home on Long Pond in Harwich, MA

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Harwich Massachusetts Private vacation home From $1401 per night (USD)

A comfortable house in a quiet neighborhood, but close to EVERYTHING Cape Cod.

A comfortable house in a quiet neighborhood, but close to EVERYTHING Cape Cod.

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Orleans Massachusetts Private vacation home From $227 per night (USD)

Private Beach Rental

Private Beach Rental

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Brewster Massachusetts Condo From $550 per night (USD)

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