Westbrook Holiday House Rentals from AU$391: Search Holiday Homes

Westbrook Holiday Homes
Maine
United States of America
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A frozen river with a bridge crossing over it, surrounded by buildings and parked cars.

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Our top choices for Westbrook holiday homes

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

A house with Christmas lights forming shapes of a reindeer and a sleigh.

A dining area with a wooden table, chairs, a ceiling fan, and a vase of flowers.

A living room with a sofa, coffee table, wooden dining table, and chairs. There are windows with blinds, a ceiling fan, and wall-mounted artwork.

1. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea

Westbrook

The price is AU$475

AU$475

includes taxes & fees

6 Oct - 7 Oct

Tranquility between the Lakes & Sea

A modern living room with a teal sofa, two glasses of white wine, a tray of food, and a decorative candle on a wooden table.

A bedroom with a bed, a bedside table, a wall-mounted lamp, a standing fan, and a window with curtains.

A living room with a grey sofa, a patterned rug, a ceiling fan, and a flat-screen TV.

A kitchen with white cabinets, a sink, and a countertop. There is a potted plant and a rug on the floor.

2. Sleeps 16+ | W/D | Parking | 15 mins to Old Port

Sleeps 16+ | W/D | Parking | 15 mins to Old Port

Westbrook

The price is AU$1,358

AU$1,358

includes taxes & fees

22 Sept - 23 Sept

Sleeps 16+ | W/D | Parking | 15 mins to Old Port

A dirt path in a park with autumn foliage.

A wooden cabin-style kitchen with a large island, built-in appliances, and a view of the forest.

A rustic cabin with a red door, wooden exterior, and a patio with Adirondack chairs and a table.

A wooden cabin interior with a dining area, a sofa, a kitchen, and large windows.

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

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

Westbrook

9.6 out of 10, Exceptional, (43 reviews)

9.6/10

Exceptional

(43 reviews)

"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"

Genevieve W.

The price is AU$801

AU$801

includes taxes & fees

18 Sept - 19 Sept

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

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

A hotel room with a wooden floor, a bed with white linens, a small table, a ceiling fan, a wall-mounted light fixture, and a mirror.

A backyard with a white wooden fence, a small bush, a white wicker bench, and a stone wall in the background.

A living room with a sofa, coffee table, and a rug. There is a painting on the wall and a window with curtains.

4. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End

8.4 out of 10, Very good, (61 reviews)

8.4/10

Very good

(61 reviews)

"Nice place, good location and very responsive host. I would definitely stay again when in Portland."

Susan d.

The price is AU$532

AU$532

includes taxes & fees

20 Sept - 21 Sept

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

A two-story house with a balcony, a covered patio, and a fenced yard.

A house with a black front door, white trim, and a number '106' above the door. There are two flower pots on the steps.

A dining area with a wooden table, four chairs, a hanging light fixture, and a window with curtains.

A living room with a gray sofa, two pink armchairs, a wooden coffee table, and a colorful rug.

5. The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Munjoy Hill

10.0 out of 10, Exceptional, (105 reviews)

10/10

Exceptional

(105 reviews)

"Everything was as advertised; great accommodations!"

Richard D.

The price is AU$910

AU$910

includes taxes & fees

15 Sept - 16 Sept

The Globe House on Munjoy Hill - Walk to Breweries

A spacious living area with a blue sofa, a coffee table, and a kitchen in the background.

A hallway with a wooden floor, a glass shower, and a fireplace.

A modern kitchen with a large island, bar stools, and a view through large windows.

A modern dining area with a round table set for six, a fireplace, and large windows with blinds.

6. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

North Deering

9.4 out of 10, Exceptional, (13 reviews)

9.4/10

Exceptional

(13 reviews)

"Very nice! Would stay again and would highly recommend."

Peter H.

The price is AU$1,106

AU$1,106

includes taxes & fees

28 Sept - 29 Sept

New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

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

A modern kitchen with a bar area, a dining set, and a living room with a TV.

A kitchen with white cabinets, a granite countertop, a wooden island with bar stools, and a dishwasher.

A bedroom with a bed, a nightstand, a wooden dresser, a painting on the wall, and a closet.

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

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

Buxton

6.0 out of 10, (1 review)

6.0/10

(1 review)

"Place was clean and cozy. Big yard for games and a fire pit for s’mores. Based on previous review I brought pots/pans but didn’t need them. Everything was available. Stove is gas and I was not familiar with using one so that was the only “challenge”We had a ball and the place was perfect for us!!"

Anonymous traveller

The price is AU$474

AU$474

includes taxes & fees

24 Sept - 25 Sept

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

A modern living room with a brown leather sofa, a rustic coffee table, and a dining area with a white table and chairs.

A modern bedroom with a bed, desk, chair, and ottoman.

An outdoor patio with a fire pit, two wooden chairs, and a hammock.

A spacious living area with a brown leather sofa, a rustic coffee table, and a kitchen in the background.

8. Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts

Windham

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"This is an exceptional property. It was quiet and comfortable, and we all slept well. The location was ideal for our plans and the host answered every question promptly.I highly recommend this rental, and I plan to return."

Richard G.

The price is AU$1,000

AU$1,000

includes taxes & fees

30 Sept - 1 Oct

Windham Lakefront: Fire Pit and Modern Comforts

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

A cozy living room with a wooden ceiling, a sofa, a coffee table, and a patterned rug.

A red building with a front door, a bay window, and a brick pathway.

A bedroom with a bed, two bedside tables with lamps, a dresser, and a door.

9. Spacious Portland Home + Parking

Spacious Portland Home + Parking

Parkside

8.6 out of 10, Excellent, (4 reviews)

8.6/10

Excellent

(4 reviews)

"we used the house has home base for several outings in Portland. Great location and easy parking."

Ellen M.

Spacious Portland Home + Parking

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

A living room with a sofa, a coffee table, a lamp, and a chair.

A bedroom with a bed, dresser, and lamp.

A backyard with a wooden fence, a swing, and a lawn.

10. Willard Square Family Home

Willard Square Family Home

Willard Beach

9.8 out of 10, Exceptional, (12 reviews)

9.8/10

Exceptional

(12 reviews)

"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"

Steve S.

The price is AU$1,003

AU$1,003

includes taxes & fees

14 Sept - 15 Sept

Willard Square Family Home

A living room with a wooden floor, a TV mounted on the wall, a staircase, a door, a window with blinds, and a lamp on a side table.

A modern living room with a sofa, a dining table with chairs, and a kitchen area with cabinets.

A beachfront property with a wooden pier extending into the water, supported by vertical posts.

11. Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Old Orchard Beach

10.0 out of 10, Exceptional, (18 reviews)

10/10

Exceptional

(18 reviews)

"Beautiful remodel with plenty of beds and rooms. Came for son’s graduation from UNE. If we come back to OOB, would stay again in a heartbeat. "

Kristen S.

The price is AU$895

AU$895

includes taxes & fees

13 Sept - 14 Sept

Upscale Spacious OOB Beach House - Seasonal Heated Pool

A restaurant window with 'OYSTER CO. EVENTIDE' signage, indicating a raw bar, chowders, and cocktails.

A modern kitchen with a central island, wooden shelves, and a dining area with a colorful rug.

A modern kitchen with a central island, black chairs, and pendant lighting.

A storefront with a sign reading "LB KITCHEN" and a window display advertising "MORNING THINGS COFFEE LUNCH BOWLS".

12. Modern & Sunny House Steps from the Promenade.

Modern & Sunny House Steps from the Promenade.

Munjoy Hill

10.0 out of 10, Exceptional, (43 reviews)

10/10

Exceptional

(43 reviews)

"Perfect stay for a quick trip to Portland! "

stacey p.

The price is AU$771

AU$771

includes taxes & fees

5 Oct - 6 Oct

Modern & Sunny House Steps from the Promenade.

A modern interior with a glass door leading to an outdoor deck with a sofa and a hanging light fixture.

A rustic kitchen with wooden walls, a wooden dining table, and a view through a skylight.

A loft bedroom with a sloped ceiling, a fireplace, a sofa, and a television.

A loft-style kitchen with a wooden dining table, a built-in oven, and a large window.

13. Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

Oakdale

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Great, renovated set of three units. The location was convenient along with the three parking spots. Window and mini split AC units worked well. The loft space and roof deck on the third floor was particularly nice for hanging out. The ice makers didn’t work and a couple other maintenance issues, but the owner said they would be fixing them. All in, a great space for our family of 11 to explore Portland. "

Andy W.

Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

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

A wooden dining table with benches, a hanging light fixture, and wooden cabinets with glass doors.

A covered porch with a seating area, a small table, and a decorative hanging.

A cozy living room with a wooden ceiling, a dining area with a wooden table and chairs, and a kitchen with wooden cabinets and a hanging light fixture.

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

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

East Deering

10.0 out of 10, Exceptional, (80 reviews)

10/10

Exceptional

(80 reviews)

"Everything was very well stocked!"

Sally O.

The price is AU$1,621

AU$1,621

includes taxes & fees

14 Sept - 15 Sept

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

An aerial view of a coastal residential area with beachfront properties, a main road, and a river.

A coastal residential area with multiple apartment buildings, a parking lot, and a beach in the background.

A room with a wooden bench and a door, a window with a view of trees and a road, and a white door.

A portable cooking setup with a grill and storage containers, a white fence, and a house in the background.

15. Spacious 5BR Family Dream with Private Beach Access

Spacious 5BR Family Dream with Private Beach Access

Old Orchard Beach

8.6 out of 10, Excellent, (7 reviews)

8.6/10

Excellent

(7 reviews)

"Had a great stay. Plenty of amenities that made it nice since it's the winter months. "

Bradford P.

The price is AU$900

AU$900

includes taxes & fees

14 Sept - 15 Sept

Spacious 5BR Family Dream with Private Beach Access

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

A spacious living room with hardwood flooring, a grey sofa with a blue pillow, a wooden bench, and a staircase with white railings.

A kitchen with wooden cabinets, a granite countertop, and a dining area with a table and chairs.

A modern kitchen with wooden cabinets, a central island, and a dining area with a black table and chairs.

16. Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach

Saco

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"The location was very convenient. Easy drive to downtown Saco and Biddeford. As well as very quick access to the highway so Portland and other points are easy to get to. Ample parking."

Ellen L.

The price is AU$816

AU$816

includes taxes & fees

13 Sept - 14 Sept

Huge New Townhome 10mins from the Beach

A bedroom with a bed, a chair, a bookshelf, and a lamp.

A portable grill with a black cabinet and a silver top, placed on wheels in front of a light blue house with a white door.

A kitchen with white cabinets, a black oven, a microwave, and a toaster.

A living room with a sofa, coffee table, and lamp. There is a ceiling fan, a clock, and a window with curtains.

17. ⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

Old Orchard Beach

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"This house was perfect."

Courtney S.

The price is AU$697

AU$697

includes taxes & fees

14 Sept - 15 Sept

⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

A cozy living room with a dark gray sofa, two pillows with text, a wooden coffee table, and a ceiling fan.

A bedroom with a bed, wooden walls, a ceiling fan, and a door leading to another room.

A single-story house with a front porch, a small attached garage, and a driveway leading to the house.

A modern bathroom with a glass-enclosed shower, a white toilet, and a vanity with a mirror.

18. Cozy 2-bedroom house with shared beach access to Sebago Lake

Cozy 2-bedroom house with shared beach access to Sebago Lake

Raymond

The price is AU$391

AU$391

includes taxes & fees

17 Sept - 18 Sept

Cozy 2-bedroom house with shared beach access to Sebago Lake

A compact kitchen with a microwave, coffee maker, and a sink. There are cabinets, a dishwasher, and a dining table with chairs.

A shower area with a white tiled wall, a showerhead, and a curtain with a floral pattern.

A dining area with a wooden table and chairs, a red sofa, and a small round table with a decorative plate.

A laundry room with a front-loading washer and dryer, wooden flooring, and a white door.

19. Quiet Spot in lovely Freeport desert pines neighborhood

Quiet Spot in lovely Freeport desert pines neighborhood

Freeport

The price is AU$552

AU$552

includes taxes & fees

17 Sept - 18 Sept

Quiet Spot in lovely Freeport desert pines neighborhood

A modern kitchen with white cabinets, a stainless steel refrigerator, a built-in oven, and a marble countertop.

A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

A two-story house with a front porch, a front door, and a small window on the second floor.

A modern living room with a staircase, a fireplace, and large windows.

20. The Links Lodge - Modern Golf and Beach Retreat

The Links Lodge - Modern Golf and Beach Retreat

Old Orchard Beach

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"Great place! Perfectly clean, would recommend!"

Debbie F.

The price is AU$942

AU$942

includes taxes & fees

28 Sept - 29 Sept

The Links Lodge - Modern Golf and Beach Retreat

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Westbrook Hotel Reviews

Portland Harbor Hotel

10/10 Excellent

"Very nice and well run property."

David 2-night trip

Posted less than an hour ago

Portland Harbor Hotel

Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Staff were extremely courteous and helpful."

Robert 3-night trip

Posted 1 hour ago

Cambria Hotel Portland Downtown-Old Port

Comfort Inn South Portland Airport

8/10 Good

"Good breakfast selection and clean room!"

Sabrina 2-night trip

Posted 1 hour ago

Comfort Inn South Portland Airport

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Convenience to everywhere we needed to go"

Michael 1-night trip

Posted 2 hours ago

Holiday Inn Portland-By the Bay by IHG

The Westin Portland Harborview

10/10 Excellent

"Great location, property was clean, quiet sleep, nice beds. Rooftop bar was a great plus and the restaurant was excellent quality. I would stay again for sure. Great value for the stay."

Suzanne 1-night trip

Posted 5 hours ago

The Westin Portland Harborview

Grand Beach Inn

8/10 Good

"So fun here"

Mia 1-night trip

Posted 5 hours ago

Grand Beach Inn

Spark by Hilton Portland Airport Maine Mall

8/10 Good

"Nice"

Diane 1-night trip

Posted 5 hours ago

Spark by Hilton Portland Airport Maine Mall

Clarion Hotel Portland Airport ME

10/10 Excellent

"All good"

Jeffrey 1-night trip

Posted 16 hours ago

Clarion Hotel Portland Airport ME

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

10/10 Excellent

"Clean room and very nice front desk staff"

Amanda 1-night trip

Posted 19 hours ago

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Find out more about Westbrook

Westbrook Holiday Homes information

Number of reviews	402
Accommodation	884 Holiday Homes
Lowest Price	AU$391
Highest Price	AU$1,621

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Book Holiday Homes in Westbrook on Expedia.com

Holiday Homes in Westbrook

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. Sleeps 16+ | W/D | Parking | 15 mins to Old Port

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

4. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

5. The Globe House on Munjoy Hill - Walk to Breweries

6. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

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

8. Windham Lakefront: Fire Pit and Modern Comforts

9. Spacious Portland Home + Parking

10. Willard Square Family Home

11. Upscale Spacious OOB Beach House - Seasonal Heated Pool

12. Modern & Sunny House Steps from the Promenade.

13. Entire Home | Sleeps 16 | w/ Roof Deck | 5 mins to Downtown

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

15. Spacious 5BR Family Dream with Private Beach Access

16. Huge New Townhome 10mins from the Beach

17. ⚓ Cozy 3BR Coastal Retreat • Private Yard & Fire Pit • 5 Min to Beach!

18. Cozy 2-bedroom house with shared beach access to Sebago Lake

19. Quiet Spot in lovely Freeport desert pines neighborhood

20. The Links Lodge - Modern Golf and Beach Retreat

Find holiday rentals that suit your style

Top Westbrook Hotel Reviews

Portland Harbor Hotel

Find out more about Westbrook

Westbrook Holiday Homes information

Explore a world of travel with Expedia