Westbrook Holiday Homes from £249: Search Holiday Homes in Westbrook

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Our top choices for Westbrook holiday homes

A window with a view of a snowy landscape and bare trees.

1. Tranquility between the Lakes & Sea

Westbrook

Bernie G.

includes taxes & fees

25 Oct - 26 Oct

A dirt path in a park with autumn foliage.

2. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

Westbrook

Genevieve W.

includes taxes & fees

25 Oct - 26 Oct

A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

3. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End

Susan d.

includes taxes & fees

29 Oct - 30 Oct

A modern kitchen with dark cabinetry, stainless steel appliances, and a large island.

4. Gorgeous 3-bedroom house in charming Portland

North Deering

Bridget M.

A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

5. Quiet Spot in lovely Freeport neighborhood

Freeport

includes taxes & fees

25 Oct - 26 Oct

A deck with a grill, chairs, and a table.

6. • Quiet 3BR Home Close to Biddeford Beaches

Biddeford

"This place was okay- it served our needs. A few complaints- generally a dingy smell throughout the house, felt damp. The bathroom shower curtain has no liner so the curtain itself was very moldy. The grass wasnt mowed so I worried about ticks. The water tasted a little musty too but maybe thats just a Maine thing? Also the communication was pretty terrible with both the vrbo host and the property management company and I had a lot of trouble contacting them and getting the receipts I needed....

Ellen B.

includes taxes & fees

25 Oct - 26 Oct

A kitchen with white cabinets, a radiator, and a dining area with a floral chair and a chessboard.

7. Charming West End Victorian

Parkside

includes taxes & fees

29 Oct - 30 Oct

A storefront with the sign "OYSTERS" and a "RAW BAR" sign above the entrance.

8. Modern & Sunny House Steps from the Promenade.

Munjoy Hill

stacey p.

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with tables and benches in front of a building with a sign reading "BRAKES & SHOCKS Specialty Bakery".

9. Spacious Portland Home + Parking

Parkside

Ellen M.

includes taxes & fees

25 Oct - 26 Oct

A beach with footprints, a person standing, and birds on the sand.

10. Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Buxton

Annette

includes taxes & fees

27 Oct - 28 Oct

A sunroom with a glass ceiling, outdoor seating, a hot tub, and a stone wall.

11. Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Scarborough

Stuart R.

includes taxes & fees

5 Nov - 6 Nov

A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

12. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

East Deering

Mike G.

includes taxes & fees

26 Oct - 27 Oct

A two-story brick building with a front porch, a black door, and a window with a white frame.

13. The 87th Townhome - Local Landmark

West End

Amy B.

includes taxes & fees

25 Oct - 26 Oct

A building named Willard Square with a storefront and a red vehicle parked outside.

14. Willard Square Family Home

Willard Beach

David W.

includes taxes & fees

12 Nov - 13 Nov

A beach with a dock, a boat, and signs indicating a private dock and no fishing from the dock.

15. Cozy Family Home w/ Beach Access

Raymond

includes taxes & fees

25 Oct - 26 Oct

A living room with a sofa, armchair, wooden coffee table, and a potted plant.

16. Fully Updated Airy Historic Home in South Freeport

Freeport

boodu

includes taxes & fees

26 Oct - 27 Oct

A living room with a grey sofa, two patterned armchairs, a round wicker coffee table, and a flat-screen TV mounted on the wall.

17. Huge New Townhome 10mins from the Beach

Saco

Krista B.

includes taxes & fees

25 Oct - 26 Oct

A kitchen with a wooden island, black bar stools, a hanging light fixture, and a framed botanical print on the wall.

18. Spacious 4-bedroom house located in the heart of Portland, ME.

Munjoy Hill

Matt H.

includes taxes & fees

28 Oct - 29 Oct

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

19. Orchid Harbor, Bailey Island 3BR

Harpswell

Jane D.

includes taxes & fees

27 Oct - 28 Oct

A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

20. Charming Historic Estate | In-town location

West End

shelley w.

includes taxes & fees

1 Nov - 2 Nov

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Top Westbrook Hotel Reviews

Clarion Pointe South Portland

8/10 Good

"Rooms were clean and comfortable. Parking was a little dark. Staff was very friendly and helpful. Outside looked a little unkept."

Inn at St John Portland In-Town

8/10 Good

"This is an old building with a lot of charm. The room was okay. Very dark and couldn’t open the blinds as it faced the street and we were on the street level. Could have done with better lighting. Also the bed was slightly lower on one side which made it quite uncomfortable. Could be just that bed needs attention otherwise, it was rather charming. The staff were very helpful and friendly. Lots of extras like snacks, coffee, water provided all day. Easy to walk around rather than driving."

Find out more about Westbrook

Westbrook Holiday Homes information

Number of reviews	302
Accommodation	878 Holiday Homes
Lowest Price	£249
Highest Price	£1,940

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westbrook holiday homes

1. Tranquility between the Lakes & Sea

2. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

3. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

4. Gorgeous 3-bedroom house in charming Portland

5. Quiet Spot in lovely Freeport neighborhood

6. • Quiet 3BR Home Close to Biddeford Beaches

7. Charming West End Victorian

8. Modern & Sunny House Steps from the Promenade.

9. Spacious Portland Home + Parking

10. Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

11. Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

12. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

13. The 87th Townhome - Local Landmark

14. Willard Square Family Home

15. Cozy Family Home w/ Beach Access

16. Fully Updated Airy Historic Home in South Freeport

17. Huge New Townhome 10mins from the Beach

18. Spacious 4-bedroom house located in the heart of Portland, ME.

19. Orchid Harbor, Bailey Island 3BR

20. Charming Historic Estate | In-town location

Find holiday rentals that suit your style

Top Westbrook Hotel Reviews

Clarion Pointe South Portland

Spark by Hilton Portland Airport Maine Mall

Clarion Hotel Portland Airport ME

Inn at St John Portland In-Town

Tru by Hilton Portland Airport Area

Fireside Inn & Suites Portland

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Cambria Hotel Portland Downtown-Old Port

Holiday Inn Portland-By the Bay by IHG

Find out more about Westbrook

Westbrook Holiday Homes information

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