Vacation rentals with a pool in Bridgton

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Bridgton

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Portland

4.99 out of 5 average rating, 272 reviews

Sunny West End Guest Suite with Harbor Views

Enjoy views of the working harbor from this bright, two floor guest suite in the historic West End. This garden oasis with stone walls and salt water pool (open seasonally) is walking distance to downtown. (Portland City Permit: 20185360-ST) Your safety is important to us! We are following strict guidelines for sanitizing all linens, towels, furniture, objects and surfaces. Airbnb has an incredibly thorough and helpful protocol! All doorknobs, light switches and hand-touched surfaces will also be alcohol sanitized for your arrival! Here is a link to the protocol we are following: https://www.airbnb.com/resources/hosting-homes/a/airbnbs-5-step-cleaning-process-explained-187. Please let us know if you have any questions! This guest suite is a private, two-floor space attached to our house. It has its own front and back entrances and is separated by locked doors upstairs and downstairs from the main part of the house. The suite is light and sunny and a wonderful place to rest. The downstairs sitting room has a table for two and built in seating for relaxing and enjoying the water views or watching tv. The bedroom and bathroom are upstairs with lovely views. You will given your unique code for the guest suite door which enables you to come and go on your own timing. Parking is always available in front of the house or within a block. Please note that parking is prohibited on our side of the street on Monday nights through Tuesday mornings the 2nd and 4th Monday of the month. You can park on the opposite side of the street. The guest suite is attached to our house, but with its own front and back entrances. The day before you arrive we will send you instructions about your arrival. There is a key code so you can enter on your own. We may see each other on the back deck or in the yard at the pool. We have two dogs and you might see them in the yard and also coming up the stairs to our back deck door. We are right next door if you need anything or have any questions, and are also very conscious of your privacy. Please feel free to reach out if you need anything. We love Portland! Just let us know if you would like advice on local hikes, beaches, entertainment or great food. Portland has incredible restaurants! Most within walking distance from the house. The house is in the historic West End neighborhood overlooking the working harbor of the Fore River. Within walking distance are Portland's Old Port and Arts Districts, as well as the Saturday Farmers' Market in Deering Oaks Park. Parking is very easy on the street in front of the house. You can drive to local spots like the beautiful lighthouse at Fort Williams in Cape Elizabeth or the beaches in Scarborough, but you can walk to downtown Portland in 15-20 minutes. It's great to visit Portland on foot. You can walk Danforth Street all the way down to the Old Port shopping area. Here are directions for a nice walk to the Old Port: Turn right on Danforth when leaving the house. Take your first left on Emery Street. At the four way stop, turn right on Spring Street. Take Spring Street for just over a mile. After passing Temple Street, take your first right onto Exchange Street. This is the heart of the Old Port. Have fun!! Please Note: All Guests agree to indemnify and hold the Property Owners harmless from any liability for personal injury or property damage sustained by Guest or parties invited onto the property by Guest.

May 10 – 15

ﺩ.ﺇ696 per night

Guest favorite

Condo in Bartlett

4.91 out of 5 average rating, 151 reviews

Bartlett Condo; Great Views, Resort Access

Located at one of Mount Washington Valley's Premier resorts, this 1 BR condo is the perfect destination for a family weekend or romantic getaway. Enjoy all that MWV has to offer and then return home to a cozy space to relax and unwind. Access to full resort amenities is available (add fee), incl. pools, rec room, trails and more. Minutes from Storyland and Jackson Village. Just a short drive to numerous downhill and x-country skiing venues as well as tax free shopping and dining in North Conway.

May 12 – 19

ﺩ.ﺇ603 per night

Guest favorite

Condo in Bartlett

4.99 out of 5 average rating, 116 reviews

KimBills’ on the Saco

KimBills' is a newly renovated, cozy, first floor condo located at Attitash Mtn. Village, just minutes from the Saco River. Full kitchen well stocked with necessities, gas fireplace, A/C, Murphy bed and pull-out sofa bed with new, comfortable mattresses. Cable/internet, 55" TV, & board games. Large deck with lighting. Guests enjoy full use of all Attitash Mtn. Village amenities including river access, pools, sauna, hot tubs, gym, tennis & basketball. Close to shopping and area attractions.

Dec 24 – 31

ﺩ.ﺇ582 per night

Guest favorite

Home in Bridgton

4.89 out of 5 average rating, 152 reviews

Moose Pond Mountain Escape

A two minute walk to Moose Pond and one mile from Pleasant Mtn skiing in picturesque Bridgton, Maine. This cozy retreat is perfect for those who want a relaxing getaway in a fun-filled area in the heart of the lakes region. Guests enjoy a short walk to Association's beach/dock access and kayaks, and a short drive to tennis courts and pool. Hike, bike and explore Western Maine's mountains, lakes and villages. Bridgton shops are 5 miles away while N. Conway's outlets are 20 miles to the east.

Aug 22 – 29

ﺩ.ﺇ746 per night

Guest favorite

Tiny home in Harrison

4.9 out of 5 average rating, 280 reviews

MILLION$ views, HOT TUB, Crooked RIVER, 14 acres

Pets Welcome. Hot tub with a EPIC view. Escape to complete privacy on 14 acres of stunning riverfront property on the Crooked River. This A-frame cabin offers plenty of outdoor activities, a pond, riverfront access, and trails for picking berries. Relax by the river, go camping, or spot wildlife from the front porch or hot tub. The home is clean, modern, and tidy with a new bathroom and furniture. It also has air conditioning and fast wifi. Don't miss out on this unique getaway opportunity.

Sep 15 – 22

ﺩ.ﺇ1,977 per night

Guest favorite

Condo in Intervale

4.88 out of 5 average rating, 123 reviews

Top Floor! Incredible views/ close to town/hiking

Newly renovated cozy 1 king bedroom /1 bath condo less than 2 miles from the center of North Conway! 10 minute drive to Attitash and Cranmore ski resorts. Enjoy stunning views of Mount Washington Valley from your private deck. Relax by the cozy fireplace as you watch the sun set over the mountains. Head into town to enjoy local restaurants, shops, and breweries. Hiking trails/ cross country ski trails and downhill skiing just a short distance away. Living room has a queen sleeper sofa

Feb 6 – 13

ﺩ.ﺇ500 per night

Guest favorite

Condo in Conway

4.92 out of 5 average rating, 105 reviews

Cozy Family Retreat with Saco River Access

An ideal setting to enjoy Mt. Washington Valley's many year round outdoor activities or rest, relax and enjoy the peace. This cozy, comfortable condo has everything you and your guests might need to enjoy themselves. An upstairs, end unit with lots of natural light, and front and back decks. The inground pool is open in summer as are the tennis, shuffleboard and basketball courts. The common fields behind the condo are ideal for snowshoeing in the winter or walking in warm weather.

Sep 3 – 10

ﺩ.ﺇ690 per night

Guest favorite

Chalet in Bartlett

4.99 out of 5 average rating, 148 reviews

The Gem of Linderhof

Welcome to The Gem of Linderhof! LOCATION AND VIEWS! Our cozy retreat is the perfect place for a Couples Get-away or a family vacation! We are a short 10 minute drive to North Conway and all it has to offer, close to all ski resorts, hiking trails and across the street from Story Land! Our back patio showcases a breath taking view overlooking the golf course and mountains. We hope you come, make yourself at home and make memories! Follow on Insta for more @the_linderhof_chalet

May 9 – 16

ﺩ.ﺇ644 per night

Guest favorite

Townhouse in Bartlett

4.98 out of 5 average rating, 137 reviews

3 Bears Glen-Storyland & Living Shores across St.

Welcome to Three Bears Glen! A cozy condo nestled in the heart of the White Mountains! This 2 Bedroom 1st floor end unit condo is located right across the street from StoryLand and Living Shores Aquarium! Golf our 9 hole course located right outside the front door. Hiking and mountain biking available near the condo. This family friendly home features a private entrance, fully equipped kitchen, A/C, Wi-Fi, 3 Roku enabled TVs, games(adults & kids), washer/dryer & patio seating.

Mar 2 – 9

ﺩ.ﺇ542 per night

Guest favorite

Home in Scarborough

4.98 out of 5 average rating, 229 reviews

Swim spa under the starry night pool/hot tub/sauna

Dreams do come true! Stay here and experience the pleasure of your own private Solar powered and Eco friendly spa resort getaway in Maine! Experience your own private spa in a four season sunroom with a heated indoor fitness pool of 90 degrees and a hot tub at 101 degrees. Boost your immune system with hydrotherapy. With an outdoor sauna steps away, and a fire pit this is truly a treat. We are close to beaches, lighthouses and Portland's Old Port just minutes away.

Feb 17 – 24

ﺩ.ﺇ1,437 per night

Superhost

Condo in Bartlett

4.84 out of 5 average rating, 224 reviews

Peaceful Condo Near Storyland & Attitash Skiing

Comfortable and cozy two-bedroom, two-bath condo ready to fulfill your vacation needs. Located in a quiet spot close to the Clubhouse at The Seasons at Attitash, this condo offers seclusion while being located conveniently close to the shopping, dining and other fun activities found in N. Conway. Several Washington Valley Ski areas (Attitisash is only a 5-minute drive!), Santa’s Village, hiking, and beautiful scenic views can all be found within a short drive.

Jan 16 – 23

ﺩ.ﺇ510 per night

Guest favorite

Condo in Bartlett

4.94 out of 5 average rating, 182 reviews

An Amazing Mountain Getaway!

Come and relax at our Nordic Village vacation condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck! Nordic Village amenities include pools, hot tubs, a sauna and more when you're not skiing at Attitash, Cranmore, Wildcat or Black Mountain! With Story Land 1 mile away, idyllic North Conway and all that's best of White Mountain National Forest within minutes, this getaway has it all!

Oct 23 – 30

ﺩ.ﺇ643 per night