
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.

Attitash Retreat
Cozy spot for 4, plus your furry friend! (Must be 21 to check-in, no cats) Less than a mile from Attitash Mountain Resort, this spot is home base for your next adventure. IF YOUR DOG IS JOINING YOU, please provide advanced notice, a $25/night pet fee for the first 4 nights (max$100), that rabies vaccination records be provided at check in, and that your dog have access to a crate for times that you must leave him/her behind! One dog is permitted per room, no cats. Thank you for understanding.

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Stunning 2BR with Mountain Views | Nordic Village
Come and relax at our NEWLY UPDATED 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!

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.

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

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

Winnipesaukee Lakefront Home w Hot Tub/Pool
This spacious 4Bd/4Bath Lake Winnipesaukee waterfront home #9 is part of all season luxury resort 808Weirs at Paugus bay w stunning sunset views! It sleeps up to 16 ! Great room w gas fireplace, lovely kitchen, smart TVs, Karaoke, washer/dryer, all season hot tub, game room, fire pit, barbeque grill, seasonal pool with giant glass window, 5 cars parking. Offsite free trailer parking, Near to Gunstock Ski Resort, Weirs Beach, NH Bank Pavilion. Boat slip rental fee $300 & Pet Fee $200 (Max 2)

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.

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!

Pemiwood in the White Mtns Jacuzzi Pool Pond River
Amazing location in heart the White Mountains Clubhouse, Beach, Lake, Pool, Hot Tub, River, Tennis, Racquetball, Gym, Sauna, Wally-ball, Game rooms, Grills, nature trails on site, Ice skating, and more. Shuttle to Loon River View Best Amenities In the Area Perfect for Romantic Retreat/Skiing/ Hiking. Jacuzzi tub, spa shower and zen design in unit! Close to-Scenic Kancamagus, hikes, Loon, waterpark, and Ice Castles. Walk to Cafe Lafayette Dinner Train & Woodstock Inn Brewery.

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

Gilford Getaway - Pool & Hot Tub + Sleeps 18

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

The Lodge at Hidden Pines

Birchwood Retreat: spacious & modern forest refuge

Modern Mountain Luxury Escape

Spectacular log home with private pool and hot tub

Large house, good for families, in Lincoln, NH

On Mtn. 10 Beds w Gym/Pool Access- Walk to Lifts!
Condo rentals with a pool

Deer Park Resort Condo -4mi to Loon Mountain."

The Alpine Oasis

Private 3 Br-2 level-Townhouse in Forest Ridge

Ski Condo on Cranmore Mountain-Pool and Hot tub!

White Mountain Farmhouse

Bartlett Condo; Great Views, Resort Access

Studio w/hot tub, pool, sauna, arcade & gym

Loon Mountain Area Rental - 2Br/2Ba
Other vacation rentals with a pool

Misty Harbor Resort- Condo

Vacation Condo In Gilford

Lakeview Retreat for the Whole Family

Walk to lake, close to Gunstock Mt, balcony, Wi-Fi

Studio, concerts, pool, close to everything!

It’s "Lake Time" you just found your happy place!

Condo in Laconia

Lake Winnipesaukee access + Gunstock Ski Condo
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- White Mountain National Forest
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Scarborough Beach
- York Harbor Beach
- Mount Washington Cog Railway
- North Hampton Beach
- Willard Beach
- Short Sands Beach
- East End Beach
- Cape Neddick Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- King Pine Ski Area
- Gooch's Beach
- Omni Mount Washington Resort





