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Westbrook Holiday Apartments

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50 rentals in Westbrook.
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Nature with in-town living that feels a world away, holiday rental in Westbrook

Nature with in-town living that feels a world away

3 bedrooms
3 bathrooms
Sleeps 6
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Highland House, holiday rental in Westbrook

Highland House

7 bedrooms
3 bathrooms
Sleeps 23
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Fox Crossing - Riverside, walk to restaurants, breweries, holiday rental in Westbrook

Fox Crossing - Riverside, walk to restaurants, breweries

5 bedrooms
4 bathrooms
Sleeps 20
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Fully Furnished Executive/Garden Apartment In Falmouth, Maine, holiday rental in Westbrook

Fully Furnished Executive/Garden Apartment In Falmouth, Maine

1 bedroom
1 bathroom
Sleeps 3
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Glorious getaway on Portland's Eastern Promenade., holiday rental in Westbrook

Glorious getaway on Portland's Eastern Promenade.

2 bedrooms
1 bathroom
Sleeps 6
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Quaint Maine Farmhouse Near Portland, holiday rental in Westbrook

Quaint Maine Farmhouse Near Portland

4 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Falmouth Furnished 3 Bedroom 2 Bath Loft Close to Portland, holiday rental in Westbrook

Beautiful Falmouth Furnished 3 Bedroom 2 Bath Loft Close to Portland

3 bedrooms
2 bathrooms
Sleeps 6
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3BR home: East End neighborhood: walk to ocean or downtown, local eateries, holiday rental in Westbrook

3BR home: East End neighborhood: walk to ocean or downtown, local eateries

3 bedrooms
1 bathroom
Sleeps 10
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Cozy Getaway In The City, holiday rental in Westbrook

Cozy Getaway In The City

1 bedroom
1 bathroom
Sleeps 3
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Charming 2-bedroom steps from the Eastern Promenade, holiday rental in Westbrook

Charming 2-bedroom steps from the Eastern Promenade

2 bedrooms
1 bathroom
Sleeps 5
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Strategically Perfect  As Home Base!, holiday rental in Westbrook

Strategically Perfect As Home Base!

3 bedrooms
2 bathrooms
Sleeps 8
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Historic West End Neighborhood, holiday rental in Westbrook

Historic West End Neighborhood

3 bedrooms
1 bathroom
Sleeps 5
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Sleek Condo w/ a Private Patio - Less than Two Blocks from the Beach/Park, holiday rental in Westbrook

Sleek Condo w/ a Private Patio - Less than Two Blocks from the Beach/Park

2 bedrooms
1 bathroom
Sleeps 6
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Modern Apartment Two Blocks from Willard Beach in South Portland, holiday rental in Westbrook

Modern Apartment Two Blocks from Willard Beach in South Portland

1 bedroom
1 bathroom
Sleeps 4
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Adorable Portland getaway on the Eastern Promenade, holiday rental in Westbrook

Adorable Portland getaway on the Eastern Promenade

1 bedroom
1 bathroom
Sleeps 4
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Elegant condo w/ gas fireplace - walk to Portland's best restaurants & Old Port!, holiday rental in Westbrook

Elegant condo w/ gas fireplace - walk to Portland's best restaurants & Old Port!

1 bedroom
1 bathroom
Sleeps 4
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Be Near Willard Beach in a Wonderful Residential Neighborhood, holiday rental in Westbrook

Be Near Willard Beach in a Wonderful Residential Neighborhood

2 bedrooms
1 bathroom
Sleeps 4
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Polished, Modern Condo w/ a Balcony - Walk to Eastern Promenade & Casco Bay!, holiday rental in Westbrook

Polished, Modern Condo w/ a Balcony - Walk to Eastern Promenade & Casco Bay!

2 bedrooms
1 bathroom
Sleeps 4
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Sleek & Newly-Renovated Third-Floor Condo w/ Amazing Water Views - Walk to Bay!, holiday rental in Westbrook

Sleek & Newly-Renovated Third-Floor Condo w/ Amazing Water Views - Walk to Bay!

2 bedrooms
1 bathroom
Sleeps 4
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Spacious 5 Bedroom, 2 Full Baths, Walkable Neighborhood, holiday rental in Westbrook

Spacious 5 Bedroom, 2 Full Baths, Walkable Neighborhood

5 bedrooms
2 bathrooms
Sleeps 20
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Fresh East End Apartment Walkable to Downtown Portland, holiday rental in Westbrook

Fresh East End Apartment Walkable to Downtown Portland

1 bedroom
1 bathroom
Sleeps 4
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Art Filled East End Home a short walk to waterfront, restaurants and shops, holiday rental in Westbrook

Art Filled East End Home a short walk to waterfront, restaurants and shops

3 bedrooms
3 bathrooms
Sleeps 6
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Back Cove Charmer Close to Everything, holiday rental in Westbrook

Back Cove Charmer Close to Everything

1 bedroom
1 bathroom
Sleeps 4
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2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood, holiday rental in Westbrook

2 Bedroom Apartment Unit In Portland's Historic West End Neighborhood

2 bedrooms
1 bathroom
Sleeps 4
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Portland B&B room - steps from Eastern Prom and beach and close to town too!, holiday rental in Westbrook

Portland B&B room - steps from Eastern Prom and beach and close to town too!

1 bedroom
1 bathroom
Sleeps 4
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Charming 2BR, Block from sandy beach and friendly Willard Square, holiday rental in Westbrook

Charming 2BR, Block from sandy beach and friendly Willard Square

2 bedrooms
1 bathroom
Sleeps 4
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Updated stylish 1 BR in West End, holiday rental in Westbrook

Updated stylish 1 BR in West End

1 bedroom
1 bathroom
Sleeps 2
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Bright And Cozy 2 Bedroom Ranch Perfectly Located Near Beaches And Attractions, holiday rental in Westbrook

Bright And Cozy 2 Bedroom Ranch Perfectly Located Near Beaches And Attractions

2 bedrooms
2 bathrooms
Sleeps 6
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Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood, holiday rental in Westbrook

Cozy, Pet Friendly, Home In A Quiet Family Oriented, Beach Neighborhood

2 bedrooms
1 bathroom
Sleeps 6
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7 Minutes to the Old Port!  Steps to the Back Cove / Ocean!  Entire Home, holiday rental in Westbrook

7 Minutes to the Old Port! Steps to the Back Cove / Ocean! Entire Home

5 bedrooms
2 bathrooms
Sleeps 20
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Stunning Waterfront House with Hot Tub, holiday rental in Westbrook

Stunning Waterfront House with Hot Tub

6 bedrooms
3 bathrooms
Sleeps 14
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WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!, holiday rental in Westbrook

WILLARD BEACH with OCEAN VIEWS ~ 100 yds to beach!

3 bedrooms
2 bathrooms
Sleeps 9
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Spacious duplex w/ furnished deck & patio! Great for families & close to beach!, holiday rental in Westbrook

Spacious duplex w/ furnished deck & patio! Great for families & close to beach!

4 bedrooms
3 bathrooms
Sleeps 10
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Willard Beach Get Away - Dog Friendly, holiday rental in Westbrook

Willard Beach Get Away - Dog Friendly

0 bedrooms
1 bathroom
Sleeps 3
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BRAND NEW luxury penthouse condo w/ water views right in the heart of Old Port!, holiday rental in Westbrook

BRAND NEW luxury penthouse condo w/ water views right in the heart of Old Port!

2 bedrooms
1 bathroom
Sleeps 6
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Oceanside escape � perfect family getaway!, holiday rental in Westbrook

Oceanside escape � perfect family getaway!

3 bedrooms
2 bathrooms
Sleeps 5
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Spacious 3-Bed, Walk to Beach n Bars, holiday rental in Westbrook

Spacious 3-Bed, Walk to Beach n Bars

3 bedrooms
1 bathroom
Sleeps 8
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1st Floor Private Entrance Condo.  Walk to Restaurants and Parks!, holiday rental in Westbrook

1st Floor Private Entrance Condo. Walk to Restaurants and Parks!

4 bedrooms
1 bathroom
Sleeps 12
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Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ, holiday rental in Westbrook

Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ

4 bedrooms
3 bathrooms
Sleeps 6
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Waterfront villa,  Coastal Southern Maine, holiday rental in Westbrook

Waterfront villa, Coastal Southern Maine

4 bedrooms
6 bathrooms
Sleeps 10
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WILLARD BEACH:  Stunning newly RENOVATED HOUSE!   4 Mins to DT Portland., holiday rental in Westbrook

WILLARD BEACH: Stunning newly RENOVATED HOUSE! 4 Mins to DT Portland.

4 bedrooms
2 bathrooms
Sleeps 9
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New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining, holiday rental in Westbrook

New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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NEW: Stunningly Renovated Beach House with OCEAN VIEWS-steps to beach.  Pets OK!, holiday rental in Westbrook

NEW: Stunningly Renovated Beach House with OCEAN VIEWS-steps to beach. Pets OK!

4 bedrooms
3 bathrooms
Sleeps 10
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Also Close to Everything, holiday rental in Westbrook

Also Close to Everything

5 bedrooms
1 bathroom
Sleeps 10
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K2 Lake Paradise, holiday rental in Westbrook

K2 Lake Paradise

2 bedrooms
1 bathroom
Sleeps 7
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Casco Bay Sunrise Vista, holiday rental in Westbrook

Casco Bay Sunrise Vista

1 bedroom
1 bathroom
Sleeps 3
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The perfect refinement of vintage seduction, holiday rental in Westbrook

The perfect refinement of vintage seduction

3 bedrooms
2 bathrooms
Sleeps 8
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Stunning - modern 2 bedroom Victorian mansion pad, holiday rental in Westbrook

Stunning - modern 2 bedroom Victorian mansion pad

2 bedrooms
2 bathrooms
Sleeps 4
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Ultra cool new modern flat, holiday rental in Westbrook

Ultra cool new modern flat

2 bedrooms
2 bathrooms
Sleeps 4
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Victorian architecture dipped in refined modernity, holiday rental in Westbrook

Victorian architecture dipped in refined modernity

2 bedrooms
2 bathrooms
Sleeps 6
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