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.

1 of 1 pages1 / 1

Guest favourite

Condo in Woodstock

4.92 out of 5 average rating, 419 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.

LocationValueQuiet

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, 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.

LocationFamilyNearby

Top Guest favourite

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.

ValueFamilyPool

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, 284 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

FamilyValueAir conditioning

Top Guest favourite

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, 99 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

ValueLocationAccuracy

Top Guest favourite

Place to stay in Shapleigh

5.0 out of 5 average rating, 138 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.

LocationFamilyAccuracy

Superhost

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.

ValueFamilyHospitality

Guest favourite

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!

FamilyValueComfort

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, 162 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!

LocationValueParking

Guest favourite

Home in Laconia

4.96 out of 5 average rating, 27 reviews

Weirs Beach Condo w/ Pool Near Lake & Gunstock

Escape to our stylish 2 bedroom condo in Laconia, the heart of the Lakes Region! Perfect for up to 6 guests, this top floor retreat offers a private balcony, a fully equipped kitchen, and a saltwater pool (Open Memorial Day to Columbus Day), tennis courts/pickleball, and the lake. Just minutes from Weirs Beach (10min walk), Bank of NH Pavilion(9min), and Gunstock Mountain(17min), it's the ideal home for your year round adventures. Enjoy comfort, convenience, and serene tree lined views.

FamilyValueAccuracy

Superhost

Condo in Gilford

4.97 out of 5 average rating, 29 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!

LocationFamilyComfort

Guest favourite

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.

ValueFamilyLaundry