Westbrook Rentals
From $861 per night (USD)VRBO
Private Lakefront Home-Hot Tub-Great for Families-Large Yard-Quiet-Shallow Entry
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This is an Upscale All-Season Vacation Property! This Highland Lake home is on two quiet acres with a small sandy beach, ...
From $861 per night (USD)VRBO
From $1151 per night (USD)Expedia
Kayak, swim, fish, walk to restaurants, breweries, 19 min to Old Port
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Seven house kayaks are waiting for you to take them down to our dock on the Presumpscot river. Visit Portland then rela ...
From $1151 per night (USD)Expedia
From $361 per night (USD)VRBO
Lakefront Cottage with New HOT TUB. . Located 20 minutes from Portland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy 1930's rustic cottage nestled in a private cove 20 minutes from Portland and 40 minutes to Naples. The lake is fres ...
From $361 per night (USD)VRBO
From $756 per night (USD)Expedia
Honeymoon Secret Capital
- Bedrooms:
- 2
- Bathrooms:
- 9
- Sleeps:
- 16
This is a new property built in 2021, with all new features and equipment designed for honeymoon or wedding style. Very ...
From $756 per night (USD)Expedia
From $588 per night (USD)VRBO
Andy's Retreat - Heated outdoor pool, hot tub, central AC, fire pit, bbq
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Our single story, private residence is located in a quiet, residential neighborhood so we do not allow parties or outsid ...
From $588 per night (USD)VRBO
From $384 per night (USD)Expedia
Cozy Year-round House right outside Portland Maine on Highland Lake.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Just finished renovations!!!!! The perfect year round get-a-way. Sit, relax and enjoy the beautiful view of the lake an ...
From $384 per night (USD)Expedia
From $429 per night (USD)VRBO
Nature with in-town living that feels a world away. May-June-July special!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Immerse in the tranquility of nature while allowing your comfort be seduced by this architect's successful attempt at a ...
From $429 per night (USD)VRBO
From $360 per night (USD)Expedia
Home away from home in suburb of Portland
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully maintained 3 bedroom home with 2 and 1/2 baths in upscale community. Open floor plan. Wood floors througho ...
From $360 per night (USD)Expedia
From $545 per night (USD)VRBO
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Guest Reviews: " Loved this place so much we stayed here again and will be back. Can’t say enough great things." Nove ...
From $545 per night (USD)VRBO
From $1117 per night (USD)Expedia
Entire House - three suites - conferences, reunions, retreats
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 22
Guests have the entire house: a Great room. dining room, patio, and 3 separate suites. The Yellow sleeps 5 with bathroom ...
From $1117 per night (USD)Expedia
From $156 per night (USD)VRBO
Fully Furnished Executive\/Garden Apartment In Falmouth, Maine
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Bright and sunny one bedroom, one bathroom apartment with ample parking located in a beautiful garden setting. The Apar ...
From $156 per night (USD)VRBO
From $454 per night (USD)Expedia
Precious house for your special stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 28
1,920 Sq Ft | Washer/Dryer | Dedicated Workspace | Pet Friendly w/ Fee | Duplex Unit Bedroom 1: Queen Bed | Bedroom 2: ...
From $454 per night (USD)Expedia
From $509 per night (USD)VRBO
Honeymoon Secret B
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Honeymoon Secret is super clean house, brand new house built in 2021. Elegantly decorated high standard beddings, plus l ...
From $509 per night (USD)VRBO
From $527 per night (USD)Expedia
Honeymoon Secret A
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
This is a new property, and new furniture includes massage chair and 86 inch TV professional furnished. The space This ...
From $527 per night (USD)Expedia
From $202 per night (USD)VRBO
Westbrook Studio w\/ Grill: 8 Mi to Old Port!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Enjoy the quiet comfort of this 1-bathroom vacation rental in Westbrook, Maine! Featuring a fully equipped kitchen, a co ...
From $202 per night (USD)VRBO
From $278 per night (USD)Expedia
Serenity between the lakes and seashore
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Excellent access and yet woods on both sides. 6 minutes from the airport, 15 minutes to old port, 18 minutes to Sebago l ...
From $278 per night (USD)Expedia
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Cozy Portland Home.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a beautiful two bedroom for kitchen with a washer dryer in the unit in law apartment. Has two private entrances ...
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From $360 per night (USD)Expedia
Falmouth Vacation Rental On Highland Lake!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Travel to this charming Falmouth vacation rental and spend your days relaxing in and by Highland Lake! This 2-bedroom, 1 ...
From $360 per night (USD)Expedia
From $316 per night (USD)VRBO
Classic New England Charm
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy all that Greater Portland has to offer from this cozy, newly renovated apartment with classic New England charm. L ...
From $316 per night (USD)VRBO
From $444 per night (USD)Expedia
Brookside Bliss: A Cozy Westbrook Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to your home away from home in the heart of Westbrook, Maine! Our recently remodeled first-floor apartment offer ...
From $444 per night (USD)Expedia
From $464 per night (USD)VRBO
Modern Lake House Close to Portland
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Experience luxury and comfort in this modern Maine cabin with views and access to Highland Lake. This home was recently ...
From $464 per night (USD)VRBO
From $550 per night (USD)Expedia
Sunny spot minutes from Portland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This house resides in a tranquil & scenic neighborhood and is a short drive to Portland's Eastern Promenade, the Downtow ...
From $550 per night (USD)Expedia
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Stylish condo with a high-end kitchen, washer\/dryer, & large yard
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Pine Tree Treat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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Spacious home with large yard, great for groups, close to Portland & beaches
- Bedrooms:
- 2
- Bathrooms:
- 8
- Sleeps:
- 16
Hawthorne House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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Spacious, upper-level duplex condo near Portland & beautiful beaches
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Westbrook Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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From $468 per night (USD)Expedia
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w\/d, wifi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $468 per night (USD)Expedia
From $141 per night (USD)VRBO
Cozy and Quiet beautiful home 1 Bedroom private bathroom Portland with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to cozy and quiet home in Portland Maine, (✅One Bedroom and one Private Bathroom) with one queen size bedroom, ...
From $141 per night (USD)VRBO
From $381 per night (USD)Expedia
Enjoy Downtown Proximity: Free Airport Shuttle for Your Convenience
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $381 per night (USD)Expedia
From $525 per night (USD)VRBO
Two Family Ready Room | Free Breakfast and Parking | Free Airport Shuttle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $525 per night (USD)VRBO
From $346 per night (USD)Expedia
Relaxing Stay in Portland Right Next to I-95 | Indoor Pool and Free Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $346 per night (USD)Expedia
From $788 per night (USD)VRBO
Convenient Stay Right Next to I-95 and 2 Miles from Jetport | 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $788 per night (USD)VRBO
From $263 per night (USD)Expedia
Begin Your Portland Adventure from Our Family-Friendly, Central Hotel
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $263 per night (USD)Expedia
From $352 per night (USD)VRBO
Discover Downtown Portland - Stay in Comfort w\/ Indoor Pool | Pets are Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $352 per night (USD)VRBO
From $238 per night (USD)Expedia
Easy Downtown Portland Access: Modern Hotel with Indoor Pool, Pets Are Allowed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $238 per night (USD)Expedia
From $288 per night (USD)VRBO
Couple Stay Right Next to I-95 w\/ Complimentary Breakfast | Indoor Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $288 per night (USD)VRBO
From $260 per night (USD)Expedia
Central Location: Free Airport Shuttle and Free Parking | Indoor Swimming Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $260 per night (USD)Expedia
From $296 per night (USD)VRBO
Room Right Next to I-95 Near Jetport & Downtown | Hotel w\/ Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $296 per night (USD)VRBO
From $268 per night (USD)Expedia
Relaxing Portland Stay Close to Downtown | Ideal For Romantic Couple Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $268 per night (USD)Expedia
From $714 per night (USD)VRBO
Three Units Close to Downtown Portland | Hotel w\/ Indoor Pool & Free Breakfast
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $714 per night (USD)VRBO
From $316 per night (USD)Expedia
Relaxing Room w\/ Sofa-bed and Complimentary Breakfast | Free Airport Shuttle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $316 per night (USD)Expedia
From $476 per night (USD)VRBO
2 Rooms in Portland: Hotel with Indoor Pool, Near Jetport & Downtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Explore Portland's charm with us! Located next to I-95 and just two miles from the airport, our hotel sits adjacent to T ...
From $476 per night (USD)VRBO
From $241 per night (USD)Expedia
Countryside Oasis Charming 1BR Farmhouse Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our serene one-bedroom retreat! Tucked away upstairs, this cozy haven features a spacious layout with a large ...
From $241 per night (USD)Expedia
From $293 per night (USD)VRBO
Cozy 3 Bedroom Farmhouse Master bedroom w\/private Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience Westbrook like a local in this 3-bedroom house on quiet residential dead end street. The property boasts a we ...
From $293 per night (USD)VRBO
From $328 per night (USD)Expedia
Enchanting 3BR Farmhouse Retreat Nature Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
10 Min Drive to Maine Mall 25 Min Drive to Pine Point Beach Escape to our newly built three-bedroom, two-full-bath have ...
From $328 per night (USD)Expedia
From $303 per night (USD)VRBO
Newly Constructed Two-BR Retreat Near Portland
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
10 Min Drive to Maine Mall 20 Min Drive to Old Port Indulge in luxury at our recently constructed two-bedroom, one-bat ...
From $303 per night (USD)VRBO
From $402 per night (USD)Expedia
Executive home minutes from Portland
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
Private setting just 10 minutes from downtown Portland. Perfect for a family or the executive looking for good space an ...
From $402 per night (USD)Expedia
From $211 per night (USD)VRBO
Tranquil Executive Studio 10 Min Outside Portland
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This studio is so perfect for a working professional or a quiet couple looking for a cute, clean studio with close proxi ...
From $211 per night (USD)VRBO
From $142 per night (USD)Expedia
Quiet great location 2 bedroom close to Portland Westbrook Condo summer rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover this delightful 2-bedroom gem in Westbrook. This 1250 square ft condo features 1 king bed and 1 queen bed, perf ...
From $142 per night (USD)Expedia
From $340 per night (USD)VRBO
Convenient Room Near Airport & Shopping w\/ Free Shuttle, Breakfast & Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located off I-95, we are just 2 Miles from the airport! Mall across the street, dining and parks from a short drive. Enj ...
From $340 per night (USD)VRBO
From $1374 per night (USD)Expedia
4 Comfortable Rooms w\/ Free Shuttle, Hot Breakfast & Pool Table
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Located off I-95, we are just 2 Miles from the airport! Mall across the street, dining and parks from a short drive. Enj ...
From $1374 per night (USD)Expedia
From $347 per night (USD)VRBO
Cozy Room Next to the Airport w\/ 2 Beds - Free Hot Breakfast & Shuttle
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located off I-95, we are just 2 Miles from the airport! Mall across the street, dining and parks from a short drive. Enj ...
From $347 per night (USD)VRBO
From $1031 per night (USD)Expedia
Enjoy Free Hot Breakfast & Pet-Friendly Rooms next to the Airport - 3 Units
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located off I-95, we are just 2 Miles from the airport! Mall across the street, dining and parks from a short drive. Enj ...
From $1031 per night (USD)Expedia
From $688 per night (USD)VRBO
2 Modern Rooms Perfect for a Relaxing Family Getaway - Next to the Airport
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located off I-95, we are just 2 Miles from the airport! Mall across the street, dining and parks from a short drive. Enj ...
From $688 per night (USD)VRBO
From $1085 per night (USD)Expedia
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Lakefront Retreat Near Portland – Modern Comfort with Classic Charm Discover the perfect blend of relaxation and advent ...
From $1085 per night (USD)Expedia
From $734 per night (USD)VRBO
20 Min to Portland, Deck, Grill & Firepit, DogsOK
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Maine getaway! Our spacious, dog-friendly apartment is ideal for exploring Portland and beyond. ...
From $734 per night (USD)VRBO