Holiday rentals with a pool in Bridgton

4.95 out of 5 average rating, 622 reviews

Loft in Falmouth

Loft Apartment on Tree-Lined Street in Falmouth

Staying in this huge second floor loft (32'x25’), you will find a quiet oasis in the treetops. The 16' ceilings and stylish decor provide sanctuary after a busy day of sight seeing. We offer a queen bed and two twins. You are surprisingly close to Portland's restaurants and shops, well located for day trips up and down the Maine coast. Start the day with a self-brewed local coffee. Relax at the end of the day streaming your favorite entertainment on a 55" 4K-HD TV paired with a Sony sound bar. Soak in the secluded backyard HOT TUB, OPEN YEAR ROUND, with a pool available in the summer. The loft is bright and airy given its 16 foot cathedral ceilings, four sky lights and five large windows. Each window has room darkening blinds and full curtains that can darken the room for an afternoon nap. It is accessed through a private entrance up a wide stairwell in the stand alone garage. An In-Suite thermostat allows you to control a comfortable room temperature. The newly renovated space is equipped with queen bed and a twin trundle bed, which pulls out a second twin bed (sleeps two). The beds are fitted with 100% cotton sheets. The living room lounge area has a 55" 4K Ultra UHD flat screen TV equipped with a Roku streaming device. Spectrum TV streaming app provides the broadcast networks, as well as ESPN, TNT, AMC, Bravo and others. Bring your log-in ID to access your favorites programming, such as NETFLIX, HBO-Go, HULU and SlingTV. A Blu-ray/DVD player is available upon request. (There are 3 redbox locations within 2 miles.) The full bath has a shower stall (no tub). Plush towels and premium soap, shampoo and conditioner are provided. Enjoy use of backyard hot tub year round and in ground pool during summer season. Children are welcome. The loft is stocked with books and board games. There is a baby gate available. We are happy to assist you in making plans to see the area. Please ask us if you need recommendations to things to do during your stay. While you will have your own private space and free standing four walls, we will generally be nearby and available. The setting of this property is a long and winding street with large, open lots and eye-catching homes. Stroll to the mouth of the Presumpscot River, which empties into Casco Bay. Dine and shop in the heart of the Old Port, only 14 minutes away. There are no bus lines close to the house. One could manage navigating the area via Uber if not driving a car. The loft has an efficiency kitchen with toaster oven, mini fridge, coffee maker, electric tea kettle, two burner hot-plate, pans, utensils, plates and silverware. We keep the loft stocked with Wicked Joe Sumatra blend. Wicked Joe is a local family-owned company committed to producing exceptional coffees using sustainable business practices from crop to cup. Additional large beach towels provided for hot tub and pool use. We can connect you with local area shops for surf board, stand-up paddle board and bike rentals. We have plenty of ideas on restaurants, shops and points of interest which we are happy to share. Local area magazines and tourist information available in the loft.

4.89 out of 5 average rating, 263 reviews

Flat in Bartlett

Attitash Retreat

Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, no cats. Thank you for understanding.

4.92 out of 5 average rating, 212 reviews

Chalet in Bartlett

*Chalet in the Sky|NorthConway+StoryLand|Outlets

This stunning 2-bedroom chalet, styled by the Homme team, is the perfect Family and Friends retreat! Nestled in North Conway’s White Mountains, down the street from Story Land and the Outlet shopping plaza. This home is ideal for families, friends, or ski lovers. Enjoy breathtaking views, free onsite parking, modern amenities, and easy access to top attractions for a trip to remember! 🌿✨ 🎢 Story Land - 10 Min ✨ Santa's Village- 20 Min 🌿 Diana’s Baths - 10 Min 🚠 Mt. Washington Auto Rd - 35 M

4.94 out of 5 average rating, 169 reviews

Apartment in Intervale

Upscale retreat w/ panoramic White Mountain views

• 2 BR, 2 bath condo, w/ new AC • Majestic Mt. Washington to Attitash views • Peaceful mountaintop setting with spectacular sunsets • 2 miles to Storyland • Close to Jackson, North Conway, hiking, shopping and restaurants • Clean and bright, with comfortable furniture and Tempur-Pedic beds • 300 Mbps mesh Wi-Fi with streaming • Remote work friendly w/ monitor • Outdoor deck and grill • Pack ‘N Play, infant/toddler booster seat • Access to Linderhof par 3 golf, pool and playground

4.82 out of 5 average rating, 124 reviews

Flat in Bartlett

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools

This beautiful mountain retreat offers access to pools and a fitness center. The top floor features a spacious master bedroom with a cathedral ceiling, king bed, gas fireplace, TV, a/c, and a private balcony with stunning valley and mountain views. The master bath includes a jetted tub, and the dry bar comes equipped with a small refrigerator, microwave, & coffee maker. Enjoy nearby hiking trails, waterfalls in Jackson Village, &more. Please note, the unit is accessed by two flights of stairs.

4.88 out of 5 average rating, 162 reviews

Home in Bridgton

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.

4.94 out of 5 average rating, 108 reviews

Townhouse in Intervale

Family Fave | Storyland | Game room, gas fireplace

Enjoy this thoughtfully-designed contemporary townhouse centrally located to your mountain playground. Perfect for family getaways. 7 mins to North Conway Village, 10 min to Attitash, Black Mountain, Cranmore; x-country Intervale trail in our backyard. After a day out, come home to game night: PacMan, Billiards, foosball, or XBox. Movie night? Stream or enjoy our collection of family-friendly DVDs with cocoa by the gas-powered fireplace. Explore a private stretch of Saco River a 2 min walk!

4.93 out of 5 average rating, 201 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 including 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.

4.99 out of 5 average rating, 143 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, tennis & basketball. Close to shopping and area attractions.

4.9 out of 5 average rating, 308 reviews

Home in Harrison

Riverfront Luxury in the woods, Million $ Views.

Secluded A-frame nestled along Crooked River, breathtaking views and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

4.98 out of 5 average rating, 182 reviews

Chalet in Bartlett

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

4.93 out of 5 average rating, 106 reviews

Guest suite in Standish

Steep Falls Escape, river & falls just steps away

Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

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Quaint homes, peaceful surroundings

Popular amenities for Bridgton rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 6 reviews

Home in Windham

Nature, Pool, Hot tub&Lakes! Mins to Sebago &More

KimRating, 5 stars1 month ago

We would 100% recommend Dina’s place to ANYONE (and we hope to be back)! The place is beautiful and would accommodate a small to large family. The pool and hot tub are incredibly nice and peaceful surrounded by trees. The furniture is incredibly comfortable and the kitchen great to use. Dina is also incredibly thoughtful and quick with her replies. We got a little turned around arriving at night (the GPS lead us up the road a bit), but we found it!

5 out of 5 average rating, 20 reviews

Home in Mechanic Falls

Lovely home with hot tub and pool

ErnieRating, 5 stars1 week ago

I had a wonderful stay., they were fantastic in accommodations for me and my service dog who loved the yard. The home is beautiful and the host was very accommodating. communication was great. I look forward to staying there when I’m in that area again.

4.97 out of 5 average rating, 32 reviews

Home in Fryeburg

The Lodge at Hidden Pines

MikeRating, 5 stars1 week ago

The place is paradise. The property is huge and there a plenty of created spaces to hangout. The pool house for example is one of a kind. It has 3 separate rooms that are all very comfortable. The built in indoor grill is top notch! We had everything we needed while staying here for the weekend.

4.81 out of 5 average rating, 122 reviews

Home in Bartlett

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

MeghanRating, 5 stars3 days ago

This was the perfect condo for our family of four! We were visiting StoryLand and being able to stay directly across the street was convenient! The condo was clean, TV in all the rooms and comfy beds! Keith was very responsive and helpful! We'd stay here again next year when we come back to StoryLand! Highly recommend!

4.95 out of 5 average rating, 129 reviews

Home in Portland

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

TrishaRating, 5 stars6 days ago

We loved staying here! Everything was clean and well stocked, and Angela was extremely responsive and helpful!

4.93 out of 5 average rating, 327 reviews

Home in Campton

Spectacular log home with private pool and hot tub

JeffreyRating, 5 stars3 weeks ago

My group had a wonderful time staying at Tim's place, pictures do not do this place justice will definitely be recommending and possibly returning as well

4.9 out of 5 average rating, 202 reviews

Home in Bartlett

Fireplaced Mountain King Suite w/Hot Tubs & Pools

JenniferRating, 5 stars1 week ago

Loved staying in this room! Perfect for families with small kids, right across from the playground and so close to story land. Had a blast and would def stay here again!

4.94 out of 5 average rating, 16 reviews

Home in Bethel

NEW Marty's Magic Haus Ski, Bike & Hike Retreat

AdamRating, 5 stars1 week ago

Marty’s Magic Haus was exactly as advertised. We had a wonderful family vacation with multiple family members spanning teens to 70s enjoying all the home had to offer. The home was well stocked with everything we needed to make meals and enjoy our time together. We loved the pool, the hot tub, the sauna and all of the games. We had great relaxing times on the deck and around the fire pit. It was very clean and we were very happy with the stocked items that we did not have to bring along such as towels, beach towels and soaps. It was so beautiful! Thanks for such a well maintained place to vacation!

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Apartment rentals with a pool

4.87 out of 5 average rating, 305 reviews

Attitash Studio | 5min to Storyland| Pools

StaceyRating, 5 stars4 days ago

Great location and lots of amenities to keep everyone busy! Condo was clean, spacious and comfortable. There was clear communication and we'll definitely be staying again when we come back to the area!

4.91 out of 5 average rating, 100 reviews

White Mountains Hiking Dogs Storyland Family

WilliamRating, 5 stars7 months ago

Wife and I had a great time at Fairley’s place. Condo was as advertised, clean with all the utensils you need. The resort has a clubhouse with all great amenities. Location is great! We would definitely like to rent again.

4.9 out of 5 average rating, 280 reviews

Apartment in Campton

The Alpine Oasis

HaleyRating, 5 stars1 week ago

My husband and I loved our stay, beautiful area and comfortable space. Hosts were very responsive and respectful. Beautiful view with Oasis being the perfect description for this destination.

4.93 out of 5 average rating, 132 reviews

•Spectacular Views•Modern•Spacious•Pools (in/out)

SusanRating, 5 stars2 days ago

We had 6 adults, 3 year old and an infant. Everyone had their own floor with bedroom and bathroom. The house was perfect for having seperate space for each family. If we are ever in the area again, we would definitley stay again. Storyland was right down the highway, maybe 10 minutes. I assumed from the description of the property that the pool / facilities would be within walking distance. It was necessary to take the car down to the resort.

4.96 out of 5 average rating, 111 reviews

Apartment in Conway

Cozy, clean, 2nd floor condo in Conway, NH!

RachelRating, 5 stars5 months ago

A beautiful condo, just 20 minutes away from the heart of North Conway. Everything was in pristine condition and it is always amazing to have a kitchen at our fingertips. Beautiful views of the woods out back. Would definitely recommend to those coming to visit the North Conway, New Hampshire area and surroundings!!!!

4.93 out of 5 average rating, 269 reviews

An Amazing Mountain Getaway!

KelseyRating, 5 stars2 weeks ago

Peter & Melissa were excellent hosts, they were extremely responsive and super helpful! 10/10 would stay at their place again! It was the perfect location and very family friendly, we had a great weekend!

4.89 out of 5 average rating, 104 reviews

Entire Condo with pools close to Story Land/Skiing

NoamRating, 5 stars2 months ago

Had a nice stay for a few days, easy access to North Conway, pool was a nice plus, would return!