
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.

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!

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

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym
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, gym and tennis court.

Stylish Mtn Home-Ski/ Pools/ Hot Tubs & Fire Pit
Imagine waking up in a luxurious 3-bedroom retreat in Waterville Estates, surrounded by the White Mountains. Spend your day exploring nearby hiking trails, swimming in pools, or relaxing in the hot tub and sauna. Enjoy a BBQ on the gas grill, play cornhole in the backyard, and end your day stargazing by the stone fire pit. With modern, high-end finishes and rustic charm, plus access to a ski lodge, game room, restaurant, and Community Center just a 2-minute walk away, this property has it all!

White Mountain Farmhouse
This freshly renovated farmhouse inspired condo is packed with character. Ideally located, It literally sits at the foot of Loon Mountain and the Kancamagus Highway. Minutes from the highway and the Ski area. The Pemigewasset River and its best swimming hole are right in the back yard. You will have access to the facility pools, hot tub, game room, and laundry facilities. Some of the town's best restaurants are within walking distance. The Lodge at Lincoln Station is the ideal place to stay!

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.

Secluded Cabin Getaway Mountain Lake Community!
Relax and unwind at our private cozy cabin in the White Mountains! Woodsville, Lincoln or Littleton 10-25 min away for bars, shops and local eats! A mile from Rt 112, the Kancamagus Byway. It's rated the best scenic drive in New England! And only 30 min to Loon & Cannon Ski Resorts. It's a 5 min walk to the lake, pool and beach. Only residents and guests have access. This place is 4 miles outside the White Mountain National Forest. Groceries, coffee shops and all the amenities nearby!

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 cabin with views, privacy, and more.
Cabin in the woods with amazing mountain views. Situated on 2.5 acres and surrounded on 3 sides with 30 additional steep wooded acres; peace and privacy. NOTE: winter driving will require snow tires or 4wheel drive as the house is on an incline road. Skiing, Snowboarding: - 25 minute drive to Loon Mountain - 25 minute drive to Waterville Valley - 25 minute drive to Tenney Mountain Resort Cabin professionally cleaned between stays w/extra attn on high touch areas.

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.

*New Chalet Mountain in the Sky|Sleeps 8|Attitash
Winter adventures await in the White Mountains! ⛄ Stay in this cozy 2-bedroom Bartlett chalet, wake up to snow-covered peaks, explore nearby trails, and unwind after a day on the slopes. Cranmore Mountain Resort is just 10 minutes away! ❄️🏔️ ⛷️ 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

Cozy & updated Loon MTN condo

Dog Friendly Private Waterfront Luxury Smarthome

Cozy Hideaway at Waterville Estates!

Gilford Getaway - Pool & Hot Tub + Sleeps 18

Spectacular log home with private pool and hot tub

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH

Heated Pool - mins to Beach & Gunstock - Sleeps 13

Waterville Estates | Resort Access | Fast Wifi
Apartment rentals with a pool

Attitash Studio | 5min to Storyland| Pools

The Alpine Oasis

Loon Mountain Getaway

Cozy mountain getaway

AttitashResort! 1-flr, studio, secure check-in

Loon Mountain Area Rental - 2Br/2Ba

Free Shuttle to Loon-Hot Tub-Pool-Sauna Ice Castle

Serene Winter Escape - Lake Winnipesaukee
Other holiday rentals with a pool

Sunrise & Lake Winni view on your private balcony!

2-bdrm/2-bath condo near Weirs Beach w/pool

2 bedrooms plus loft, sleeps 6 at Samoset!

Condo in Laconia

Retreat by the lake 3Bed 2Bath

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

Lakeview Condo in Laconia

Cozy Winter Escape
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- Rentals with pools New Hampshire
- Rentals with pools United States
- White Mountain National Forest
- Hampton Beach
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Scarborough Beach
- Loon Mountain Resort
- Long Sands Beach
- Weirs Beach
- York Harbor Beach
- Mount Washington Cog Railway
- North Hampton Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Willard Beach
- East End Beach
- Short Sands Beach
- Omni Mount Washington Resort
- Gooch's Beach




