
Holiday rentals with a pool in Lake Winnipesaukee
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lake Winnipesaukee
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

Mountain Paradise•PanoramicViews•WatervilleEstates
Experience elevated mountain living in this gorgeous new contemporary rustic home. Relax in the covered-deck hot tub, gather around the fire pit, and take in sweeping views of Campton Valley, the golf course, and surrounding mountains from the 60’ deck and every room. With west-facing exposure, enjoy unforgettable sunsets every evening. Immaculately designed with refined finishes throughout. Bookings after January 1, 2026 include the lower-level living and dining rooms. An exceptional retreat

Secluded Paradise on the Connecticut River, VT
Close to heaven for artists and nature lovers. Guest space is the entire first floor of 47' round house with six foot picture windows which allow a 180 degree views on a private half mile on the Connecticut River. Extensive gardens, 30' private guest porch overlooking sandy beach and natural swimming vortex. 4 kayaks, firepit on river's edge, rope hammocks on riverbank. Northlight studio, queen bed ,and foldout couch,divided from bedroom by curtains. Small kitchenette and dining room area.

Summit Vista | 3br Mountain Paradise | Epic Views
Escape to Summit Vista, a classic chalet-style home in the heart of the White Mountains. With 3 bedrooms, 2 baths, a loft, and many thoughtful upgrades, this home is built for comfort, connection, and mountain adventure. Just minutes from Story Land, Attitash, and North Conway, Summit Vista offers access to top ski resorts, hiking trails, restaurants, and shopping. Blending mountain style with modern comfort, Summit Vista celebrates the natural beauty and timeless charm of the White Mountains.

Great Condo near Gunstock, Lake Access & Concerts
Location and Amenities! We are the closest condo to the concert path on Misty Harbor!! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot

Loon Mtn Loft w/Pool, Jacuzzi Access, Mtn Shuttle
Perfectly located directly at the base of Loon Mountain and the Kancamagus Highway, this cozy condo is the perfect vacation spot. It's minutes from the highway and a 4 minute, complimentary shuttle to the Ski area. Guests have access to the jacuzzi, game room, indoor/ outdoor pools, and laundry. It also sits directly on The Pemigewasset River, the best swimming hole in the back yard! The town's best restaurants are within walking distance. The Lodge at Lincoln Station, the ideal place to stay!

Fantastic Location in the White Mountains
Pack your bathing suit and come splash at the indoor pool and jacuzzi in our fully renovated club house. Enjoy all the numerous activities that DEER PARK RESORT has to offer with this condo. Two bedrooms, two baths, fully functional kitchen and wood burning fire. The deck off the living room is where you can spend your evening sipping wine or tea listening to the sound of the river flowing. 2 mi from Clark's Trading Post 4 mi from Loon Mountain 6 mi from Flume Gorge and Lost River Gorge.

White Mountain Farmhouse
This freshly renovated farmhouse inspired condo is packed with character. Ideally located, It literally sits at the foot of Loon Mountain and the Kancamagus Highway. Minutes from the highway and the Ski area. The Pemigewasset River and its best swimming hole are right in the back yard. You will have access to the facility pools, hot tub, game room, and laundry facilities. Some of the town's best restaurants are within walking distance. The Lodge at Lincoln Station is the ideal place to stay!

Historic Schoolhouse c1866 Winter & Summer Dates
Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

Million $ View of Lake Winni Flexible check in/out
This top floor-corner unit is a peaceful oasis. The elevator will whisk you up to your private studio apartment. Your view is breathtaking in any season....See the autumn leaves change in New England.....Ski nearby Gunstock in the winter, enjoy the (hilly!) walk to Weirs Beach in the summer. Centrally located in the Lakes Region and all its attractions, shopping and restaurants! close to Weirs Beach, 4 miles to the Bank of NH Pavilion/Meadowbrook concert venue, 8 miles to Gunstock Mountain.

Charming Pool/Garden Guest House
A little Paradise! Charming pool and guesthouse in country setting, birds and flowers galore. Much to do in the area, or just quiet, settling into some refresh-your-soul time. The guesthouse has all you need to feel at home. Within 15 minutes you'll find Gunstock Recreational Area, Highlands Mtn. Bike Park, Hermit Woods Winery, Funspot bowling and arcades, hiking, fishing, Shaker Village, Lakes Region Casino, NH Speedway, Bank of America Pavillion (concerts) and Tanger Outlet Shopping.

Luxury Suite Jacuzzi Pool White Mtns. River Front
Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.
Popular amenities for Lake Winnipesaukee rentals with a pool
House rentals with a pool

Charming Townhouse + Shared POOL

Cozy & updated Loon MTN condo

Gilford Getaway - Pool & Hot Tub + Sleeps 18

Sleeps 6, 2 Bath, Large Private Deck, Beach & Pool

Birchwood Retreat: spacious & modern forest refuge

Spectacular log home with private pool and hot tub

On Attitash - Ski, Hike, Swim!

Stylish Mtn Home-Indoor Pools/ Hot Tubs & Fire Pit
Condo rentals with a pool

Private 3 Br-2 level-Townhouse in Forest Ridge

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Studio w/hot tub, pool, sauna, arcade & gym

Loon Mountain Cozy Condo

Ski Loon | Free Shuttle • Hot Tub • Pool • Sauna

An Amazing Mountain Getaway!

Mountain getaway!Remodeled 1 bedroom,Pool, hot tub

Mountain/Riverview 1 King Bdrm with Loft. 2 Pools
Other holiday rentals with a pool

Vacation Condo In Gilford

2 Bed Beachfront Condo Walk to Bank of NH Pavilion

2 BR Condo Beachfront Walk to NH Pavilion

Lake-Beach-Concerts Summer is almost here!

Lakeview Retreat for the Whole Family

Condo in Laconia

Cozy 2bed/2bath condo in the heart of Lake Winni!

Walk to Weirs from this Spacious Condo!
Destinations to explore
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- Rentals with a hot tub Lake Winnipesaukee
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- Rentals with a fire pit Lake Winnipesaukee
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- Cabin rentals Lake Winnipesaukee
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- Rentals with pools New Hampshire
- Rentals with pools United States
- White Mountain National Forest
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Pats Peak Ski Area
- Long Sands Beach
- Loon Mountain Resort
- Scarborough Beach
- York Harbor Beach
- Mount Washington Cog Railway
- North Hampton Beach
- Cranmore Mountain Resort
- Willard Beach
- Tenney Mountain Resort
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Franconia Notch State Park
- Gooch's Beach
- East End Beach




