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.

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Top Guest favourite
Condo in Woodstock
4.93 out of 5 average rating, 411 reviews

Luxury Studio White Mtns Jacuzzi Pool Pond River

Welcome to "PEMIWOOD" at Deer Park Resort In heart the White Mountains! Best Resort Amenities In the Area! River, Beach, Pond, Pool, Hot Tub, Sauna, Pickle Ball, Tennis, Racquetball, Wally-Ball, Gym, Game Rooms, Grills, Nature Trails, Ice Skating, Loon Shuttle, & more. Perfect for Romantic Retreat/Hiking/Skiing. River view, Jacuzzi tub, spa shower & zen design in unit! Close to Kancamagus, hikes, Loon, waterpark, & Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

Top Guest favourite
A welcoming entryway is framed by flowering shrubs and greenery. A small brick path leads to a light-colored door, accented by decorative lanterns. Potted plants add color, while a charming garden statue is positioned on the ground, contributing to the inviting exterior.
Guesthouse in Belmont
4.98 out of 5 average rating, 250 reviews

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 NH Pavillion (star-studded concerts) and Tanger Outlet Shopping.

Top Guest favourite
Condo in Bartlett
4.97 out of 5 average rating, 118 reviews

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.

Guest favourite
An aerial view captures a serene lakeside setting, featuring a sandy beach lined with lounge chairs. Several boats are docked along the shore, while trees and buildings provide a natural backdrop, creating an inviting space for outdoor relaxation and activities.
Condo in Gilford
4.9 out of 5 average rating, 267 reviews

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

Top Guest favourite
Place to stay in Shapleigh
5 out of 5 average rating, 134 reviews

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

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.

Superhost
A log cabin surrounded by lush greenery features a private hot tub in the foreground. A spacious deck with outdoor seating is visible, alongside a stone fire pit area. The cabin's warm wood exterior is complemented by a bright red door, inviting guests to enjoy the tranquil setting.
Cabin in Bretton Woods
4.86 out of 5 average rating, 187 reviews

BC Fairytale cabin, hot tub, beach, trails

Fairy tale cabin in Hallmark-movie setting. Log cabin with modern comforts, 9 beds, bear-themed design. Masonry firepit, private beach, 32 acres of wildlife-filled land. Trails to wetlands, riverfront walks. Skiing, fishing, hiking, river tubing. Cozy wood stove, hot tub, and seasonal ice skating and volleyball. Views of the West Mountain ski trail Enjoy the deck and watch for resident bald eagle flying by. Moose sightings at front gate. Feel away from it all in Bretton Woods. Dogs welcome!

Top Guest favourite
A modern kitchen is visible, featuring stainless steel appliances, including a refrigerator and stove. Dark cabinetry offers storage, while a dining table with four wooden chairs is positioned nearby. Natural light enters through a window, illuminating the marble floor.
Condo in Laconia
4.91 out of 5 average rating, 387 reviews

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.

Guest favourite
A scenic view features a charming building with a green roof adjacent to a white steepled church. Fall foliage showcases vibrant orange, yellow, and red leaves surrounding the structures, creating a picturesque backdrop against a clear sky.
Home in Meredith
4.85 out of 5 average rating, 159 reviews

Walk to Downtown Meredith | Private Pool & Hot Tub

The ultimate in relaxation and comfort! When it's time to explore, you'll love being minutes away from the town center. Stroll along the streets lined with shops, restaurants, and cafes, or head to the nearby lake for swimming, fishing, or boating. In the evening, relax by the pool or hottub. Fall asleep to the sounds of nature and wake up feeling refreshed, ready to embark on another day of adventure. With its unbeatable location and amenities our place is perfect for your next getaway!

Top Guest favourite
Guesthouse in Woodstock
5 out of 5 average rating, 101 reviews

Peaks Perch Studio

** No checkout chores! ** Newly built studio 12 minutes from Loon Mountain Resort. Full kitchen, king bed, AC, Smart TV, and Gigabit fiber internet. Located at the end of a shared drive and along a large wooded area, our home is peaceful with minimal noise and light pollution. Close to many local attractions like the Ice Castles, Flume Gorge, Franconia Notch State Park, and Cannon Mountain Ski Resort. Short drive to many great restaurants and breweries in North Woodstock and Lincoln.

Top Guest favourite
Condo in Gilford
4.95 out of 5 average rating, 19 reviews

2 BR Lakefront/Walk to NH Pavilion/BEACH AND VIEWS

Wake up to panoramic views of lake and mountains in this beautifully appointed 2-bed, 1-bath condo that sleeps 8. Sip coffee on the balcony and take in the scenery. The condo features a stocked kitchen, open living space, two cozy bedrooms and a clean, modern bathroom. Enjoy the sugar sand beach, new salt-water pool, tennis, b-ball and volleyball courts. Picnic tables, lounge chairs, and charcoal BBQ grills available. Surrounded by NH foliage, Gunstock, hiking trails and more!

Superhost
A cozy loft area features a comfortable seating arrangement with a plush chaise lounge, inviting relaxation. Natural light filters through a skylight, highlighting warm wooden beams and connecting to a private deck that offers scenic mountain views.
Cabin in Campton
4.84 out of 5 average rating, 150 reviews

The Golden Eagle - Mountain Lodge

Stunning cabin in the heart of the White Mountains of NH. Cozy up in this beautiful luxury lodge which offers great views of the mountains and privacy throughout your stay. This gorgeous cabin boasts three bedrooms, three private decks, a loft for studying or relaxing with a dedicated work space, and a private outdoor area for grilling or having a campfire. Elegantly placed on the side of Campton Mountain the home is just minutes from I-93 and Waterville Valley.

Top Guest favourite
Home in Gilford
4.98 out of 5 average rating, 47 reviews

Lakeview Paradise-Pool-Tennis-Fireplace

Welcome to our cozy Lake Winnipesaukee townhouse, offering stunning mountain views along with community lake access. Perfect for families or small groups, this getaway is nestled within a vibrant resort featuring a range of amenities like a pool, sports courts, a clubhouse, dock, beach and sun tanning deck for endless fun. Our home is minutes from skiing at Gunstock, concerts at BankNH Pavilion, Weirs Beach, shopping, restaurants and much more.

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