
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.

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.
4.92 out of 5 average rating, 422 reviews
Charming Pool/Garden Guest House
Note: Price as of Sept 15, 2026, now includes Airbnb fees in the nightly fee, not broken out separately. For Fall and Winter interest: This warm, cozy and charming guesthouse is in a pvt. country setting boasting beautiful New England Fall foliage, local fairs, apple picking and farmers goods. GUNSTOCK SKIING & Funspot within 20 mins. Tanger Outlet, Lakes Region Casino, Exit 20 & many restaurants within 10 minutes. NEW: November 1 thru March 31 allow for 2-night minimum stays rather than 3.
4.98 out of 5 average rating, 257 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
5.0 out of 5 average rating, 101 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.
5.0 out of 5 average rating, 144 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!
4.83 out of 5 average rating, 295 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!
4.85 out of 5 average rating, 162 reviews
Stunning 2BR with Mountain Views | Nordic Village
Come and relax at our Nordic Village condo! The 2-bedroom, 2-bath end unit features 2 stories with a spiral staircase, fireplace and a deck with stunning views! Nordic Village amenities include pools, hot tubs, sauna, steam room and so much more when you're not enjoying the outdoors at Attitash, Cranmore, Wildcat or Black Mountain! With Story Land 1 mile away, idyllic North Conway and all that's best of White Mountain National Forest within minutes, this getaway has what you need!
4.99 out of 5 average rating, 168 reviews
The Alpine Oasis
Escape, relax and enjoy White Mountain views and postcard quality sunsets from our cozy mountainside condo. Bordering the White Mountain National forest with over twelve hundred miles of hiking trails. We are minutes from New Hampshire's world famous outdoor playground. Ski, snowboard or tube at one of three ski areas within a 25 minute drive; Waterville Valley, Loon and Tenney. We humbly invite you to come and stay, unwind and make friends with yourself again.
4.91 out of 5 average rating, 337 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.
4.83 out of 5 average rating, 157 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.
4.91 out of 5 average rating, 129 reviews
3 BR Cozy + Renovated Cabin in the White Mountains
Welcome to Birchwood Lodge, located in the cherished Waterville Estates neighborhood! Enjoy the comforts of home, coupled with the amenities of a resort! Relax in front of the warm pellet stove, curl up with a book on the loft, or create home-cooked meals in the brand new, open-concept kitchen. Enjoy unique details and design throughout the space, and then head out to explore the White Mountain region all year long.
4.97 out of 5 average rating, 168 reviews
Great night sleep is our specialty!
Condo is located in the heart of the lakes region with attractions sure to please everyone. Endless nature trails surround the area with breathtaking views of the lakes and mountains. Numerous fine dining establishments, local spas, boat rentals, parks and beaches are only minutes away. If adrenaline rush is more your speed you will love the zip lines, mountain coasters, treetop arial adventures, and the ski resorts.
4.88 out of 5 average rating, 121 reviewsPopular amenities for Lake Winnipesaukee rentals with a pool
House rentals with a pool

Spectacular log home with private pool and hot tub
4.92 out of 5 average rating, 367 reviews
Boo Bear Cabin, a Cozy Fall Mountain Retreat
4.93 out of 5 average rating, 107 reviews
Large house, good for families, in Lincoln, NH
4.99 out of 5 average rating, 126 reviews
Loft sleeps 6 | private king bed | pool & hot tub
4.86 out of 5 average rating, 139 reviews
Weirs Beach Condo w/ Pool Near Lake & Gunstock
4.97 out of 5 average rating, 31 reviews
Heated Pool - mins to Beach & Gunstock - Sleeps 13
4.94 out of 5 average rating, 51 reviews
Mins to Gunstock~Fireplace~Winter Monthly Rental
4.88 out of 5 average rating, 60 reviews
Memory Lane NH
4.94 out of 5 average rating, 52 reviewsApartment rentals with a pool

Loon Mountain Cozy Condo
4.94 out of 5 average rating, 295 reviews
Cozy Lake Condo | 15 Min to Gunstock Ski Area
4.93 out of 5 average rating, 103 reviews
Riverside studio for 2 | Loon view balcony & pool
4.97 out of 5 average rating, 203 reviews
River view studio sleeps 3 | pool & hot tub | Loon
4.96 out of 5 average rating, 207 reviews
Studio w/hot tub, pool, sauna, arcade & gym
4.93 out of 5 average rating, 323 reviews
Fresh mountain air and views of Loon Mountain
4.94 out of 5 average rating, 337 reviews
White Mountain Farmhouse
4.87 out of 5 average rating, 304 reviews
Loon Mountain Area Rental - 2Br/2Ba
4.91 out of 5 average rating, 243 reviewsOther holiday rentals with a pool

Mountain cabin with views, privacy, and more.
4.9 out of 5 average rating, 449 reviews
2 BR Lakefront/Walk to NH Pavilion/BEACH AND VIEWS
4.97 out of 5 average rating, 35 reviews
Lake Winni Condo Retreat- Walk to Weirs Beach!
5.0 out of 5 average rating, 22 reviews
Cozy Condo-Private path to BankNH concert pavilion
4.96 out of 5 average rating, 54 reviews
Ellis Riverfront Glamping Pod
4.82 out of 5 average rating, 50 reviews
Vacation Condo In Gilford
4.97 out of 5 average rating, 39 reviews
Lake Winnipesaukee access + Gunstock Ski Condo
4.9 out of 5 average rating, 40 reviews
Cabin in the woods with Amazing Saltwater pool
4.96 out of 5 average rating, 71 reviewsDestinations to explore
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- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Short Sands Beach
- Loon Mountain Resort
- Willard Beach
- Pats Peak Ski Area
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Mount Washington Cog Railway
- Snhu Arena
- Jenness Beach
- Cranmore Mountain Resort
- Hills Beach
- Gooch's Beach





