Vacation rentals in Westbrook

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Top-rated vacation rentals in Westbrook

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Guest favorite

Apartment in Gorham

4.96 out of 5 average rating, 194 reviews

Cozy Private 1 Bedroom Apartment - Gorham Village

Enjoy the historical charm of one of Gorham's oldest homes. Come stay in a lovely private second floor, one bedroom apartment with private entry. Just walking distance from restaurants, the grocery store, laundromat, college campus and local trails. It offers private off-street parking for one car and it is located in the heart of Gorham village, a safe and family oriented community. Private bedroom with queen size bed and a full size futon provided. No backyard access. Full Kitchen. Full bath.

Jun 3 – 10

R2,854 ZAR per night

Guest favorite

Tiny home in Portland

4.97 out of 5 average rating, 397 reviews

The Garden Cabin Tiny Home

Love gardens, pine trees, campfires, and birds? Curious about tiny homes? Our 128 sqft cozy cabin is for you! On the spectrum between camping and a hotel room, it's a chill place to call home while visiting Portland. Enjoy our garden while sipping the beverage of your choice from your private deck. It will be a unique and amazing experience and one you will remember! Bonus: 2 super friendly dogs and a cat that will be around the property during your stay. No smoking. No pets. STHR-000718-2018

Sep 17 – 24

R2,889 ZAR per night

Guest favorite

Guest suite in Westbrook

4.93 out of 5 average rating, 208 reviews

Awesome open space in Westbrook near Portland, ME!

Welcome!! We're excited to share our house with you! You'll get the whole ground level of the house - two very large clean modern rooms with a private entrance, bathroom, and direct yard access to the hammock, fire pit, and wildlife. Off-street parking for 2 cars, kitchenette, 300Mbit wifi, smart TV, heat, ping pong, darts, and much more! 15 mins downtown Portland ($15 Uber) 1 mile from I-95 11 mins from the airport We will give you awesome tips on everything in the area and beyond!

Feb 7 – 14

R2,224 ZAR per night

Guest favorite

Guest suite in Portland

4.95 out of 5 average rating, 111 reviews

Sunflower Retreat in North Back Cove

The Sunflower Retreat is a private, self-contained, peaceful hideaway. Located in the back half of an adorable 1920's home, this BnB space has everything you could need. A driveway leads you around to the back of the house, where a stone walkway guides you to your own private patio and entrance. A comfortable queen bed, kitchenette, full bathroom, closet, dining nook, black-out curtains, eatery, and television are included. Free street parking. Located in close proximity of many things!

Sep 12 – 19

R2,223 ZAR per night

Guest favorite

Home in Gorham

4.99 out of 5 average rating, 138 reviews

Beautiful Home In Gorham Maine

Well appointed, bright and sunny apartment for two people in a quiet neighborhood. Large private back yard, formal gardens and pond, elevated deck, well stocked kitchen. 25 mins. to downtown Portland and the seacoast area. Minutes to local nature trails, swimming, kayaking, dining, supermarket & bakeries. ** NO PROFILE/REVIEWS? please provide a little info about whose coming, ie, name/age/occupation, reason of visit, etc, and any other info you wish to provide. Thank you!

Dec 29 – Jan 5

R3,354 ZAR per night

Guest favorite

Farm stay in Buxton

4.96 out of 5 average rating, 202 reviews

Little River Flower Farm - Cottage

Post & Beam Cottage, rustic knotty pine interior. Five miles to Gorham Center close to USM, 20 minutes to St. Josephs College on Sebago Lake, easy 30 minute drive to Portland, 12 miles to the PWM Jetport. Centrally located to many of Maine's finest breweries: Sebago Brewing, Mast Landing, Funky Bow, Nonsuch, Sea Dog, Barrel Souls, Bissell Brothers. Many local hiking trails including trails right here at our farm. Portland boasts of the finest restaurants in the state.

Nov 14 – 21

R2,883 ZAR per night

Guest favorite

Guest suite in Scarborough

4.98 out of 5 average rating, 138 reviews

Beautiful, private apartment!! Great location!

Beautiful 750 square foot in-law apartment with private entrance. Full bedroom, bathroom, kitchen (including dishwasher), washer/dryer, and garage parking. Free wi-fi, cable, and Netflix included! All essentials included in addition to beach towels, chairs, table & cooler for the beach. Private patio includes a grill for use as well (weather permitting). Great location - 10 minutes to downtown Portland, 15 minutes to multiple beaches, 5 minutes to mall & restaurants.

Jan 29 – Feb 5

R2,334 ZAR per night

Superhost

Apartment in Portland

4.78 out of 5 average rating, 303 reviews

Studio w/ Patio, Sauna & Onsite Massage

Cozy daylight basement studio in the center of Rosemont. Relax with your own private patio, sauna, on-site massage & facial. Just minutes to Portland's extensive trail system. Delicious restaurants and markets within a short walk and just 2.5 miles from the historical Old Port and artsy downtown! Perfect for business and leisure! Conveniently located just 10 minutes from the Portland Jetport and less than five minutes from I-295 and I-95. STHR-000170-2018

Sep 5 – 12

R2,064 ZAR per night

Guest favorite

Apartment in Portland

4.93 out of 5 average rating, 552 reviews

Adorable getaway on the Eastern Promenade

Lovely third-floor apartment on the East End just steps from the glorious Eastern Promenade. Cozy and cute, this adorable spot resides in the neighborhood which boasts the best restaurants, breweries, and coffee shops in the city all within walking distance. On a quiet residential street, there is plenty of on-street parking. This apartment is on the 3rd floor of the house . **Please note that the last 9 steps leading up to the apartment are quite steep.

Dec 25 – Jan 1

R1,835 ZAR per night

Guest favorite

Guesthouse in Windham

5.0 out of 5 average rating, 218 reviews

Cottage on Black Brook Preserve

This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

Jul 10 – 17

R2,421 ZAR per night

Guest favorite

Home in Westbrook

4.88 out of 5 average rating, 443 reviews

Reno Barn w/ a lot of Charm! Breweries & Airport

** Cozy Renovated Barn w/ artist loft ** Minutes from airport and within walking distance to the Allagash Brewing Company & other breweries. Lots of hiking trails along the Presumpscot River. Short drive to downtown Portland, restaurants, music venues, beaches, lighthouses and nightlife. Barn is located in a quiet area ~ relax on the back deck with a glass of wine star gazing. Come check us out!!

Feb 9 – 16

R3,447 ZAR per night

Guest favorite

Guest suite in Windham

4.92 out of 5 average rating, 151 reviews

Millers Private Studio on Highland Lake

If you're looking for a quiet, cozy getaway with private Highland Lake access this is the place for you. Private deck to enjoy your morning coffee, close to everything but in a country setting. 15 minutes from 95, Portland ME and Sebago Lake Region. Small boat launch available, Swimming & Fishing . Large back yard and a great window view of the lake. Wifi 100(mbps) for a work from home atmosphere.

Jun 13 – 20

R2,203 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Westbrook vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Westbrook's top sights

Allagash Brewing Company156 locals recommend

Kon Asian Bistro6 locals recommend

Hannaford Supermarket27 locals recommend

Smiling Hill Farm23 locals recommend

Spare Time Entertainment9 locals recommend

Stockhouse Restaurant & Sports5 locals recommend

Other great vacation rentals in Westbrook

Superhost

Apartment in Scarborough

4.82 out of 5 average rating, 615 reviews

Your beach retreat - eat, sleep, beach, repeat!

Apr 21 – 28

R2,066 ZAR per night

Guest favorite

Cottage in Portland

4.9 out of 5 average rating, 488 reviews

Cozy & Quiet Modern Cottage

Jul 27 – Aug 3

R3,336 ZAR per night

Guest favorite

Guest suite in South Portland

5.0 out of 5 average rating, 169 reviews

Bright Guest Studio Near Lighthouses and Beach

Nov 24 – Dec 1

R2,597 ZAR per night

Guest favorite

Home in Lisbon

4.94 out of 5 average rating, 331 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Jan 21 – 28

R1,266 ZAR per night

Guest favorite

Guest suite in Portland

4.91 out of 5 average rating, 196 reviews

Gorgeous Studio 2 Blocks from Eastern Prom!

Nov 3 – 10

R1,945 ZAR per night

Guest favorite

Home in Portland

4.95 out of 5 average rating, 291 reviews

Explore Portland from a 18th-Century Victorian

Dec 10 – 17

R3,289 ZAR per night

Superhost

Apartment in Portland

4.82 out of 5 average rating, 351 reviews

Spacious and Comfortable Private Apartment

Nov 20 – 27

R1,940 ZAR per night

Guest favorite

Loft in Portland

4.93 out of 5 average rating, 202 reviews

Large Loft—Walk to Breweries— Coffee Bar—King Bed

Jun 14 – 21

R6,239 ZAR per night

Show all

Quick stats about vacation rentals in Westbrook

Total rentals
90 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
4.9K reviews
Nightly prices starting at
R765 ZAR before taxes and fees

Frequently Asked Questions

How much does it cost to stay in house rentals in Westbrook?
Experience the best of Westbrook with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Westbrook?
Four-legged friends are welcome in Westbrook. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Westbrook?
Westbrook has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Where should I stay in Westbrook?
Make yourself at home in Westbrook by choosing from our most frequently booked neighborhoods. We have over 400 vacation rentals in Nasons Corner, over 520 vacation rentals in Stroudwater, and over 400 vacation rentals in Riverton.
What are the most popular amenities for Apartment Rentals in Westbrook?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wireless internet, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Westbrook have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Westbrook. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Westbrook?
Yes! Work meets play with ease at over 50 vacation rentals in Westbrook featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Westbrook have wireless internet?
Absolutely! We offer over 20 apartment rentals with wireless internet in Westbrook. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Westbrook

Top-rated vacation rentals in Westbrook

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Westbrook vacation rentals

Stay near Westbrook's top sights

Other great vacation rentals in Westbrook

Apartment in Scarborough

Cottage in Portland

Guest suite in South Portland

Home in Lisbon

Guest suite in Portland

Home in Portland

Apartment in Portland

Loft in Portland

Quick stats about vacation rentals in Westbrook

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in house rentals in Westbrook?

Are there pet-friendly vacation rentals in Westbrook?

Are there family-friendly vacation rentals in Westbrook?

Where should I stay in Westbrook?

What are the most popular amenities for Apartment Rentals in Westbrook?

Do apartment rentals in Westbrook have air conditioning?

Are there vacation rentals with a dedicated workspace in Westbrook?

Do apartment rentals in Westbrook have wireless internet?

Destinations to explore