Westbrook Rentals
From $752 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 $752 per night (USD)VRBO
From $186 per night (USD)VRBO
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 $186 per night (USD)VRBO
From $358 per night (USD)VRBO
Lakefront Cottage . 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 $358 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 $544 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 $544 per night (USD)VRBO
From $303 per night (USD)VRBO
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 $303 per night (USD)VRBO
From $371 per night (USD)VRBO
Entire Unit, 4-Bedroom Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Relax with the whole family at this peaceful place to stay ...
From $371 per night (USD)VRBO
From $510 per night (USD)Expedia
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 $510 per night (USD)Expedia
From $202 per night (USD)VRBO
Highland Lakefront Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Lakeside Cottage with 1 bedroom and loft area for sleeping. Boat dock, fishing, swimming, enjoying the lake and nearby ...
From $202 per night (USD)VRBO
From $360 per night (USD)VRBO
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)VRBO
From $359 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 $359 per night (USD)VRBO
From $954 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 $954 per night (USD)Expedia
From $138 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 $138 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 $305 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 $305 per night (USD)VRBO
From $139 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 $139 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 $309 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 $309 per night (USD)Expedia
From $353 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 $353 per night (USD)VRBO
From $273 per night (USD)VRBO
Lovely & Bright - 3Br\/1Ba ☆10 min to Portland☆ Parking ☆ W\/D
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
This bright and sunny 1st-floor unit resides in a recently renovated historic 1891 home on a corner lot of the desirable ...
From $273 per night (USD)VRBO
From $341 per night (USD)VRBO
Beautiful Victorian Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Bring the whole family to this great place with lots of room for fun. Baby gate installed, crib available. 4 bedrooms, 3 ...
From $341 per night (USD)VRBO
From $312 per night (USD)Expedia
Modern Lake House close to Portland
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Coined "The Eagles Nest", this beautiful lake house is a quiet and cozy place to enjoy while staying in Maine. Located d ...
From $312 per night (USD)Expedia
From $540 per night (USD)VRBO
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 $540 per night (USD)VRBO
From $471 per night (USD)Expedia
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 ...
From $471 per night (USD)Expedia
From $1043 per night (USD)VRBO
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 ...
From $1043 per night (USD)VRBO
From $471 per night (USD)Expedia
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 ...
From $471 per night (USD)Expedia
From $261 per night (USD)VRBO
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 $261 per night (USD)VRBO
From $226 per night (USD)Expedia
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 $226 per night (USD)Expedia
From $206 per night (USD)VRBO
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 $206 per night (USD)VRBO
From $637 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 $637 per night (USD)Expedia
Click For PricingVRBO
Modern Comfort: Game Room & Access to Portland
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Experience East Coast charm in our freshly built 3-bedroom home! This inviting retreat is designed for enjoyment, featur ...
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From $142 per night (USD)Expedia
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, with one queen size bedroom, full beautiful set of comforter, a nice p ...
From $142 per night (USD)Expedia
From $280 per night (USD)VRBO
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 $280 per night (USD)VRBO
From $293 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 $293 per night (USD)VRBO
From $253 per night (USD)VRBO
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 $253 per night (USD)VRBO
From $391 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 $391 per night (USD)VRBO
From $147 per night (USD)VRBO
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 $147 per night (USD)VRBO
From $211 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 $211 per night (USD)VRBO
From $110 per night (USD)VRBO
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 $110 per night (USD)VRBO
From $162 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 $162 per night (USD)VRBO
From $147 per night (USD)VRBO
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 $147 per night (USD)VRBO
From $188 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 $188 per night (USD)VRBO
From $168 per night (USD)VRBO
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 $168 per night (USD)VRBO
From $440 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 $440 per night (USD)VRBO
From $233 per night (USD)VRBO
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 $233 per night (USD)VRBO
From $261 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 $261 per night (USD)VRBO