
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.

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.

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

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

Heated Pool - mins to Beach & Gunstock - Sleeps 13
Your home away from home! This beautiful house has all the fixings for a good time. Whether it’s gathering around the fire pit, testing your luck at shuffleboard, taking a kayak out from the private dock, or a refreshing dip in the pool, you will be sure to enjoy all this lake house has to offer! Conveniently located 1 street from the water, this charming retreat is within minutes of famous Weirs Beach, Gunstock Mountain, Bank of NH Pavilion, & many restaurants. *Pool open April 1 - Oct 31*

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

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.

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.

Spectacular log home with private pool and hot tub
Indoor pool and hot tub, and basketball court is good for couples,families, and small groups. 5 minutes to White mountain National Forest and Owls nest Golf course. 15 minutes to Clarke's trading post and Whales Tail Water park. Take the Kancamacus Hwy to Conway and Storyland. Kayaking, trekking, fishing and wildlife interaction within 5 mins. World class winter activities at Waterville Valley 10 mins away.Boogie and Blues festival in late August and awesome foliage in late Sept/ early Oct

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!

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!

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.
Popular amenities for Lake Winnipesaukee rentals with a pool
House rentals with a pool

Come in & Cozy up in Waterville Valley Estates

ML home w beach, great views, hot tub, Pool/gym!

Large house, good for families, in Lincoln, NH

Weirs Beach Condo w/ Pool Near Lake & Gunstock

Sleeps 6, 2 Bath, Large Private Deck, Beach & Pool

Lake Winni/Ski Oasis w/ HotTub+Pool by Weirs Beach

Charming Townhouse

Lake Resort Paradise-Pool-Tennis-Fireplace
Condo rentals with a pool

Cozy Lake Condo | 15 Min to Gunstock Ski Area

An Amazing Mountain Getaway!

Newly remodeled studio | pool & hot tub | Loon

The Alpine Oasis

Mountain/Riverview 1 King Bdrm with Loft. 2 Pools

White Mountain Resort 2 Pools & HotTub Kitchen

🔷 Cozy Ski Condo 🔷

White Mountain Farmhouse
Other holiday rentals with a pool

Winnipesaukee All Season Getaway

Lake Winnipesaukee Townhouse at Samoset

Paugus Bay Chalet: Prime Lake Winni Location!

Lake Winni Condo Retreat- Walk to Weirs Beach!

Cozy Condo-Private path to BankNH concert pavilion

Perfect Lake View Now Booking Fall - Samoset Condo

Lake Winnipesaukee access + Gunstock Ski Condo

Sunrise & Lake Winni view on your private balcony!
Destinations 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
- Footbridge Beach
- Mount Washington Cog Railway
- Cape Neddick Beach
- Jenness Beach
- East End Beach
- Cranmore Mountain Resort
- Snhu Arena
- Gooch's Beach





