
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
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
5.0 out of 5 average rating, 147 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.
4.95 out of 5 average rating, 110 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
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, 294 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.
4.91 out of 5 average rating, 127 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 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
River Access|Gas stove|Min to N. Conway, Attitash
4.98 out of 5 average rating, 134 reviews
On Mtn. 10 Beds w Gym/Pool Access- Walk to Lifts!
4.92 out of 5 average rating, 127 reviews
Weirs Beach Condo w/ Pool Near Lake & Gunstock
4.97 out of 5 average rating, 31 reviews
Memory Lane NH
4.94 out of 5 average rating, 52 reviews
Heated Pool - mins to Beach & Gunstock - Sleeps 13
4.94 out of 5 average rating, 51 reviews
4-Season Lake Winni Townhome + Pool, Hiking + Ski
4.92 out of 5 average rating, 64 reviews
Sauna, Hot Tub & Mountain Views!
5.0 out of 5 average rating, 26 reviewsApartment rentals with a pool

Cozy Lake Condo | 15 Min to Gunstock Ski Area
4.93 out of 5 average rating, 103 reviews
Loon Mountain Cozy Condo
4.94 out of 5 average rating, 295 reviews
Views of Lake and Mountain
4.83 out of 5 average rating, 261 reviews
River view studio sleeps 3 | pool & hot tub | Loon
4.96 out of 5 average rating, 207 reviews
Summit Vista | 3br Mountain Paradise | Epic Views
4.97 out of 5 average rating, 126 reviews
Fall nights are booking fast! Cozy fireplace!
4.98 out of 5 average rating, 155 reviews
Deer Park Resort Condo -4mi to Loon Mountain."
4.99 out of 5 average rating, 132 reviews
Loon Mountain Area Rental - 2Br/2Ba
4.91 out of 5 average rating, 243 reviewsOther holiday rentals with a pool

Large vacation home with a view
4.89 out of 5 average rating, 158 reviews
Mountain cabin with views, privacy, and more.
4.9 out of 5 average rating, 449 reviews
Family friendly + Mountain Views @amountainplace
4.96 out of 5 average rating, 404 reviews
2 BR Lakefront/Walk to NH Pavilion/BEACH AND VIEWS
4.97 out of 5 average rating, 34 reviews
Lake Winni Condo Retreat- Walk to Weirs Beach!
5.0 out of 5 average rating, 22 reviews
Cabin in the woods with Amazing Saltwater pool
4.96 out of 5 average rating, 71 reviews
Cozy Condo-Private path to BankNH concert pavilion
4.96 out of 5 average rating, 54 reviews
Paugus Bay Chalet: Prime Lake Winni Location!
5.0 out of 5 average rating, 41 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





