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Compare 646 Vacation Homes in Westbrook with updated reviews, rates, and availability.

Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

9.6 out of 10, Exceptional, (55)
"This house exceeded my expectations and the owner, Jason was wonderful! I rented this beautiful house for my annual Christmas Eve party. It was more than perfect and there was plenty of room for everyone. The pool table was a nice activity for some good family competition. I highly recommend this property and would definitely stay here again. "
Sensational Beachfront Property Old Orchard Beach, Maine, with indoor elevator

The Moonglow! A beautiful ocean view house in Biddeford!

9.8 out of 10, Exceptional, (95)
"Great location!"
The Moonglow! A beautiful ocean view house in Biddeford!

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

10.0 out of 10, Exceptional, (93)
"Perfect for a family and friends weekend! Lots of room for everyone to be comfortable!"
The Perfect Beach Escape: Cozy 4-Bedroom Retreat

Five miles from the beach, newly remodeled home with lots of privacy.

10.0 out of 10, Exceptional, (48)
"This is a lovely place for us to stay, it is always clean and the owners are really wonderful. It is the place for us to stay while visiting"
Five miles from the beach, newly remodeled home with lots of privacy.

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (74)
"The Globe House was a wonderful Plato spend a couple of days while exploring Portland. The house itself was immaculate and well appointed, with extra touches that put it a step above: the fresh scent from a diffuser welcomed us, a complimentary bottle of wine awaited us in the refrigerator, and luxe amenities like L’Occitane moisturizer were provided. Great location with easily walkable and excellent restaurants. Our hosts left a fabulous “guide to Portland” for us, with many of their favorite...
The Globe House on Munjoy Hill - Walk to Breweries

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

10.0 out of 10, Exceptional, (82)
"Family reunion "
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

Immaculate Beachfront Retreat with Chef’s Kitchen, Ocean Vistas & Firepit

9.4 out of 10, Exceptional, (16)
"We had The Best Time here! The house was perfect – and just what we were looking for. Plenty of space for 9 people – never felt crowded or on top of each other. Having multiple living/hanging out spaces (inside and out) and 2 laundry rooms were great. Super special that we could all sit down to eat together at the big, long kitchen table. All the rooms and beds were so comfortable. Multiple AC units throughout the house was nice to let people adjust as per individual preference. The location was...
Immaculate Beachfront Retreat with Chef’s Kitchen, Ocean Vistas & Firepit

Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access

10.0 out of 10, Exceptional, (20)
"I live in Oregon but grew up and went to college in Maine. I rented Peter and family’s place a few weeks ago to spend some family time with my parents and brothers and my college friend. This was my favorite southern Maine VRBO rental. Beautiful, spacious and clean and we had an amazing time staying here. Well appointed kitchen, comfy beds and amenities. Flawless communication with the owner. I will absolutely rent this home again. Thank you Peter and family! -Kevin"
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access

Lakefront Cottage with Private Beach

9.8 out of 10, Exceptional, (27)
"We enjoyed our stay, the house was beautifully decorated, supplied and comfortable. The views were great, enjoyed watching folks ice fish. Also, had cold enough weather, the lake ice would sing. Enjoyed the area, would return and highly recommend. "
Lakefront Cottage with Private Beach

Modern, Luxury Lakefront Home on Crescent Lake, Maine

10.0 out of 10, Exceptional, (104)
"Comfortable and well equipped house. We loved the sauna and the beautiful view down by the lake."
Modern, Luxury Lakefront Home on Crescent Lake, Maine

Ocean Views! Walk to the Beach!

9.8 out of 10, Exceptional, (13)
"Nice and clean, big and comfortable. Everything you’d need for a group. plenty of towels and a back yard to roast marshmallows. Perfect location with access to beach and the pier!!! "
Ocean Views! Walk to the Beach!

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay in Gray. Thank you for helping us. Most of us were out kayaking on the lake/bay. The grand daughters enjoyed the kayaking and the swimming. the only complaint from everyone was that we had to depart for our return back to SC. You have a beautiful house. thank you for allowing us to visit."
Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger

"Loon Cottage" on Sand Pond

10.0 out of 10, Exceptional, (3)
"The cabin was very clean when we arrived. The beds were very comfortable. The cabin has everything you need including many things in the kitchen to make meals if you want to. Towels, sheets, blankets, and swim towels were also provided. We enjoyed using the paddle boards and paddle boats. The pond was great for swimming and boating. The cabin has windows on all sides so we enjoyed lots of fresh air. It was also very quiet, restful, and peaceful on the pond. "
"Loon Cottage" on Sand Pond

New House on Big Sebago w/ Private beach & dock!

10.0 out of 10, Exceptional, (8)
"We thoroughly enjoyed our stay. The house was perfect and our lake time was so much fun! The paddle board and kayaks were an added plus and they were in great condition."
New House on Big Sebago w/ Private beach & dock!

Point Sebago Gated Golf & Beach Community

10.0 out of 10, Exceptional, (3)
"The house was clean and well appointed. We would definitely stay here again!"
Point Sebago Gated Golf & Beach Community

300 steps to paradise - Enjoy beautiful GooseRocks Beach

10.0 out of 10, Exceptional, (5)
"Debbie and Nick were amazing hosts and we have a great vacation here with our family of 4. They were friendly and helpful, and also gave us privacy to enjoy our vacation. Their home was very comfortable and spacious, plenty of places for our two young kids to play. The kitchen is well appointed with a serene deck for outdoor dining and plenty of seating inside as well. Just a few minutes walk to Goose Rocks Beach; we would recommend this spot to anyone!"
300 steps to paradise - Enjoy beautiful GooseRocks Beach

beautiful home away from home in Orchard Beach

7.8 out of 10, Good, (9)
"Wonderful!..we all had our own comfy bedrooms…The kitchen was fully stocked with everything you might need..Loved the back porch with tv and couches..Big back yard with fire pit which we used twice.Ahmad even gave us the wood.Very clean…and the air conditioning was greatly appreciated.Ahmad was the perfect host. Warning…..owner has a dog on the premises if you’re bringing a pet…and watch out…the hot water is scalding!.If you’re looking for a vacation home near the beach but in a quiet area,this...
beautiful home away from home in Orchard Beach
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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Other property types in Westbrook

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (143)
"Very cozy apartment and super convenient to Munjoy Hill. Walking distance to great dining options and a great coffee shop with Double Great. It was perfect and had everything we needed. "
The price is AED 367
AED 821 total
includes taxes & fees
19 Jan - 20 Jan
Glorious getaway on Portland's Eastern Promenade.

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views
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.