
Holiday rentals with a pool in Lake Winnipesaukee
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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.

Stylish Loon Mountain Studio apt w/Pool & Hot Tub
This beautifully renovated resort condo is a perfect getaway for up to 4 guests. Located at the base of Loon Mountain’s South Peak, amidst the White Mountains of New Hampshire, guests can immerse themselves in nature’s beauty during romantic hikes and a variety of other awe-inspiring outdoor activities. Enjoy delicious food at nearby restaurants, and take advantage of the resort’s two swimming pools and Jacuzzi for rest and relaxation. Relax by the Pemigewasset River in the back of our complex!

Lake, Ski, or Concert Condo. Near Gunstock & Lake
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

Locke Lake Ski & Swim
Completely renovated home with private beach and waterfront. The water drops off gently making it great for young children. Variety of rafts, beach toys, kayaks, paddle boards, pedal and row boat available for use. Great fishing in the summer, and ice fishing in the winter. Outdoor deck is wonderful for entertaining. Seasonal game room in garage with shuffleboard and more. Located about 15 mins south of Lake Winnipesaukee and 30 mins from Gunstock Mountain. *Linens and Towels now included!*

Romantic New England Historic Schoolhouse c1866
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond and tennis court.

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 America Pavillion (concerts) and Tanger Outlet Shopping.

Luxury Suite Jacuzzi Pool White Mtns. River Front
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.

Mountain Paradise,Views,Hot Tub,Waterville Estates
Gorgeous New Home, Contemporary Rustic Style, everything you could wish for including HOT TUB on the covered part of the deck! Upscale everything with breathtaking views of Campton Valley, Golf Course and all Mountains in the Region from 60+ deck and every room in the house! Westerly exposure gives you opportunity to enjoy unforgettable sunset every night! Immaculately decorated with too many beautiful features to count. Brand new Weber grill and gas Fire pit on the deck.

Loon Mountain Cozy Condo
You will be close to everything when you stay at at this centrally located condo. Take the ski shuttle to ski Loon. Walk to restaurants. Swim along the Pemi river located right behind the resort. Go for a hike or take a ride along the Kancamagus Highway. Summer activities near by include Clark's Trading post and Whale's Tale. Just enjoy the amenities at the resort, pool, sauna, hot tub, game room, fireplace. There are so many things to do, the list is endless.

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.

White Mountain Resort Pool/HotTub Shuttle to Loon
Perfect for a single or couple Luxurious but affordable Private but located inside a resort with top notch amenities Quiet & Clean Queen bed with sofa suitable for a child Updated / Modern Studio Condo directly on “ The Kanc” Main st Lincoln Walking to restaurants and shops, easy access to The White Mountains - Lincoln NH Hiking skiing, zip-lining, ice castles, shopping, Clarks Trading Post, Cannon and Loon Mountain, Santa’s Village, and more

*NEW Chalet in the Sky|2BR|North Conway| Cranmore
❄️ Embrace the beauty of winter in the White Mountains! ⛄ This cozy 2-bedroom chalet in Bartlett is perfect for families and friends. Wake up to snowy mountain views, enjoy modern comforts, and explore nearby favorites like Story Land and scenic White Mountains trails. Your winter escape starts here! ⛷️ Attitash Mountain Resort - 10 min drive 🏔️ Cranmore Mountain Resort - 10 min drive ❄️ Wildcat Mountain - 30 min drive ✨ Santa's Village-30 Min drive
Popular amenities for Lake Winnipesaukee rentals with a pool
House rentals with a pool

Townhouse near Gunstock, Bank of NH Pav, Ellacoya

Cozy & updated Loon MTN condo

Gilford Getaway - Pool & Hot Tub + Sleeps 18

Spectacular log home with private pool and hot tub

Fireplaced Mountain King Suite w/Hot Tubs & Pools

Large house, good for families, in Lincoln, NH

Relaxing Winnipesaukee Condo!

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH
Condo rentals with a pool

Fantastic Location in the White Mountains

Attitash Studio | 5min to Storyland| Pools

The Alpine Oasis

Stunning Mountain Views! Cozy Studio Resort Condo

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee

KimBills’ on the Saco

Riverfront Condo -walk to Loon Mountain

Riverfront updated condo 3b2b walk to Loon mtn
Other holiday rentals with a pool

Lake Winnipesaukee Townhouse at Samoset

Beautiful Condo! Close to everything!

Condo with stunning views of lake Winnipesaukee

Cozy Condo-minutes to Gunstock ski resort

Retreat by the lake 3Bed 2Bath

Secret Nook • Indoor Pools • Mt. Views • Fireplace

Gilford Retreat

Entire Condo in Gilford at Misty Harbor
Destinations to explore
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- Rentals with pools New Hampshire
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Story Land
- Scarborough Beach
- York Harbor Beach
- Long Sands Beach
- Loon Mountain Resort
- Weirs Beach
- Mount Washington Cog Railway
- Pats Peak Ski Area
- Jenness State Beach
- Rye North Beach
- North Hampton Beach
- Franconia Notch State Park
- East End Beach
- Tenney Mountain Resort
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Dunegrass Golf Club
- Willard Beach




