
Apartment vacation rentals in Westbrook
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Quick stats about apartment rentals in Westbrook

Total vacation rentals
Explore 30 vacation rentals in Westbrook

Nightly prices starting at
Westbrook vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 2,510 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Westbrook vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Westbrook rentals

4.7 Average rating
Westbrook stays receive an average rating of 4.7 out of 5 from guests
Top-rated apartment rentals in Westbrook
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Quiet Comfy Victorian Escape
Spend your vacation, work-trip, or weekend getaway in this lovely renovated cozy 2 bedroom unit. Apartment 2 is located on the second floor of a three family house where you have access to all the modern appliances: refrigerator, W/D, microwave and TV in the living room. A brand new queen bed each bedroom, with seat in cozy seating in the living room. Located in the very central Oakdale neighborhood, this unit is steps from Deering Park, Sea Dogs stadium, USM Law School and Portland's Old Port.

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
Contemporary styling with old-world charm, the Apartment in the Leonard Bond Chapman House offers a relaxing stay only 10 min to downtown. Whether you plan to soak in the shared hot tub, cool down in our seasonal pool, or relax by one of our fire pits, our half-acre yard offers a tranquil stay. The apartment boasts a newly renovated bathroom, radiant heated floors in both kitchen & bath, and a chef's kitchen. This grand apartment won't disappoint. L2 EV charging outlet on site #allarewelcome

Sopo Abode
Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.

Luxury Retreat In Back Cove | 10 Min to Downtown
Bike to downtown just 2 miles away. Ideal for a couple or family looking for a restorative getaway in a quiet, locals neighborhood. The architect owner designed and built this light-filled spacious eco-suite to meet the needs of the most discerning guest with luxurious accommodations. Organic and down-topped king mattress, linen bedding, spacious marble rain shower, deep soaking tub, fenced in backyard with deck, hammock, and pool - everything you need for a memorable Maine vacation!

Cozy King bed apt near Portland with free parking
Enjoy a comfortable and relaxing getaway in this charming second-floor studio, owned and operated by a local family. Nestled in a quiet neighborhood, yet just minutes from Downtown Portland with easy access to I-95 and I-295, it offers the perfect mix of peace and convenience. This cozy studio features a brand-new King bed with a fresh mattress and pillows, along with a 3/4 bath—perfect for unwinding after a day of exploring the city or coast.

Cozy 2 Bedroom Apartment Close to Portland
This is a newly renovated two bedroom, two story apartment in a great location (15 minutes to downtown Portland). The apartment is in walking distance to eateries, Riverbank Park, grocery stores and local breweries. It is also located across the street from the police station on a dead end street. The unit is child friendly and has a Pack 'n Play and high chair. (Please note that linens are not provided for the Pack n’ Play.)

Peaceful Beach Getaway
Located steps away from the beautiful Willard Beach, this modern dwelling insures a peaceful getaway. Take a walk up the street for freshly baked bagels and mouth watering pastries, or down the Greenbelt Walkway for a lovely lighthouse excursion. Drive 10 minutes into Portland for a night-out on the town, and return to your newly-renovated one-bedroom suite for a restful night on a glorious king bed.

Cozy West End Victorian | EV Charging + Parking
Step into a piece of Portland history in this private apartment inside an 1875 Victorian on quiet Pine Street in the heart of the West End. Original character meets modern comforts just a short walk from the Old Port, waterfront, and Maine Medical Center. WARNING: This is on a third floor of a tall house, guests will need to take 3 flights of stairs

Compact & Complete in residential neighborhood
Completely renovated ground level apartment in Deering section of Portland. Walk to off-peninsula restaurants, coffee and wine shops. Nearby trails for walking or biking. Near UNE's Portland Campus. On bus line to easily reach downtown Old Port area, USM and other attractions. Off street parking for your car. Portland STHR-0010302019

Cozy one bedroom on 2nd floor, close to Portland
Minimalist, boho vibe set in a vintage back drop. The trim, moldings and radiators are original to our 1890 home but with clean design you won't feel the clutter of vintage. Guests looking for a quiet retreat or calm vacation spot will enjoy. 15 minutes to Portland. 30 to LL Bean and Freeport for great shopping. Netflix etc in the room.

INCREDIBLE! Waterfront views. 94 walk score.
Wow! Incredible 3 bedroom, 2 bath apartment with working waterfront views. Spacious apartment nestled in Downtown, between the Old Port, Arts District and West End, just steps away from all the highlights of the peninsula. You are just steps away from everything the City has to offer. STHR-000508-2018

Peaceful 1BR | Reading Nook | Near Portland
This bright second-floor apartment, located in a beautifully renovated 1890s home, offers a peaceful retreat in the heart of Westbrook. Just minutes from Portland’s dining, arts, and waterfront attractions, it’s the perfect balance of small-town charm and city convenience.
Popular amenities for Westbrook apartment rentals
Weekly apartment rentals

Extraordinary Architectural Masterpiece Downtown

Cape Elizabeth Garden Apt+Beach+Close to Portland!

1-bedroom unit (3 beds) with free parking

Portland Back Cove Hideaway-1 BR- With Patio

Beach retreat - bright, cozy, clean, private!

Spacious 1BR w/ In-Unit Laundry

Cozy SoPo Condo

The Yankee Dugout
Private apartment rentals

Back Cove Retreat | 3BR w/ Patio & 2-Car Parking

Cityscape Loft. Central Location

Chic Portland Penthouse, 2BR

Old Port Penthouse Suite - Amazing Harbor Views

Beautiful Kettle Cove Apt Steps to Beaches

Cozy South Portland studio with King bed! REG107

Modern Studio Loft w/ Parking in Perfect Location

Peaks Island Master Bedroom Suite
Apartment rentals with a hot tub

Studio Condo, Deck, Pool, Hot Tub, Playground

Welcome to our BoHo Treehouse! Beaches/Portland

Central Brunswick Carriage House

Sebago Retreat Suite

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Fresh Spring Suite & Hot Tub

Beautiful West End studio, hot tub, park free.
When is the best time to visit Westbrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 536 | ﺩ.ﺇ 551 | ﺩ.ﺇ 536 | ﺩ.ﺇ 433 | ﺩ.ﺇ 507 | ﺩ.ﺇ 514 | ﺩ.ﺇ 617 | ﺩ.ﺇ 624 | ﺩ.ﺇ 584 | ﺩ.ﺇ 514 | ﺩ.ﺇ 569 | ﺩ.ﺇ 566 |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
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