Vacation 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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Guest favorite
Condo in Woodstock
4.92 out of 5 average rating, 420 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.

Guest favorite
Townhouse in Lincoln
5.0 out of 5 average rating, 146 reviews

Loon Views · 3BR King + Bunkroom

Modern 3 bedroom, 2.5 bathroom townhome across from Loon Mountain with the ski shuttle conveniently outside your door. Renovated with high-end finishes, luxury appliances, and cozy spaces for guests to relax. Refined, comfortable, and family-friendly, this 4 season retreat offers easy access to skiing, hiking, biking, and stunning mountain views. *Access to sauna, hot tub, indoor/outdoor pools, gym *Swim/Tennis Club passes included *Games room *Office + fast Wifi for remote work *Parking onsite

Top guest favorite
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, 254 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 favorite
An aerial view of the equine estate showcases a blend of green fields and autumn foliage. The main building, featuring a dark roof, is bordered by trees and leads to a well-maintained driveway. Nearby, two red barns complement the rural landscape.
Farm stay in Loudon
4.95 out of 5 average rating, 108 reviews

Unique Equine Estate w/an Indoor Pool & Hot Tub.

One of a kind equine estate w/indoor pool, hot tub, billiards, cooks kitchen, new TVs & upgraded internet. The 4 bdrm, loft & common areas sleep 17 ppl. and w/6,000 sq. ft. everyone will have space to relax. This estate is literally a home w/in a home. The addition was built around the original log cabin. Wind Hill Farm is a 78 acre working equestrian facility, schedule a riding lesson on property. Local attractions: apple orchards, NH Speedway, wedding venues, Lakes Region, Gunstock Mountain.

Guest favorite
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
4.91 out of 5 average rating, 286 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 favorite
An aerial view of the property displays a spacious yard with a well-maintained in-ground saltwater pool surrounded by wooden decking. A barrel sauna and fire pit are positioned nearby, complemented by manicured greenery and tall coniferous trees in the background.
Home in Meredith
5.0 out of 5 average rating, 100 reviews

1840 Meredith Farmhouse w/ outdoor Sauna & Pool

This beautifully renovated antique 1840 Meredith Farmhouse combines timeless charm with modern comforts. Nestled on over 3 acres in the lakes and mountains, it features a snowmobiling trail in the backyard, easy access to hiking, skiing & lakes, and is less than 10 minutes from Mill Falls in downtown Meredith. Outdoor amenities include a barrel sauna, cozy fire pit, in-ground saltwater pool & a game room. Inside, the chef’s kitchen boasts Thermador appliances, a coffee & tea nook & a bar area

Top guest favorite
Place to stay in Shapleigh
5.0 out of 5 average rating, 139 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.

Top guest favorite
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, 396 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 favorite
A three-story lodge is nestled among lush greenery, featuring a spacious balcony with wooden railing. Natural stone leads to the entrance, framed by trees, emphasizing the serene woodland setting. Sunlight filters through the leaves, brightening the facade.
Home in Campton
4.83 out of 5 average rating, 292 reviews

Come in & Cozy up in Waterville Valley Estates

Cozy up in this stunning three-floor lodge nestled in the hillside woods of Waterville Valley, just minutes from I-93 and 8 minutes from Owl’s Nest. This spacious 5-bedroom, 3-bath home features multiple inviting living rooms, offering the perfect escape. Enjoy year-round outdoor & indoor activities and access to the Waterville Estates Recreational Center with one guest pass included. A one-time $150 pet fee applies for our furry friends. Relax and unwind in this beautiful mountain retreat!

Guest favorite
A spacious living area features comfortable seating arrangements including a sectional sofa and two armchairs. Natural light fills the room through multiple windows. A wooden coffee table sits at the center, surrounded by a textured area rug and light hardwood flooring.
Cabin in Campton
4.91 out of 5 average rating, 124 reviews

Spacious cabin in the heart of White Mountains

This is a beautiful 3 bedroom +loft, 2.5 bath home nestled in the revered White Mountains of New Hampshire, in a private, natural setting and over an 1.5 acres of pristine woodlands. Situated within Waterville Estates in Campton, very close to the recreation center and own ski area perfect for young skiers. Local pond offers swimming, fishing and kayaking during summer. This home is the ideal year-round family retreat. Bring the whole family to this great place with lots of room for fun.

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
4.83 out of 5 average rating, 157 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.

Guest favorite
Condo in Laconia
4.91 out of 5 average rating, 128 reviews

Lake Views | Pool | Walk to Weirs & Pavilion

Discover the magic of autumn at our charming lakeview retreat. Nestled amongst vibrant fall foliage, this cozy getaway offers the perfect mix of relaxation and seasonal adventure. Enjoy peaceful mornings on the deck with a warm cup of coffee, and scenic walks along the shore. Experience the colors, crisp air, and tranquility of Lake Winnipesaukee this fall—your cozy seasonal retreat awaits! Comfortably sleeps 6 guests.

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