Vacation 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.

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Top guest favorite
Condo in Lincoln
4.97 out of 5 average rating, 609 reviews

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!

Superhost
An aerial view captures a serene lakeside setting, featuring a sandy beach lined with lounge chairs. Several boats are docked along the shore, while trees and buildings provide a natural backdrop, creating an inviting space for outdoor relaxation and activities.
Condo in Gilford
4.9 out of 5 average rating, 248 reviews

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

Top guest favorite
Home in Campton
5 out of 5 average rating, 106 reviews

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!

Guest favorite
A sandy beach area is visible, surrounded by several red adirondack chairs arranged around a small fire pit. A black lounge chair sits nearby. A pontoon boat is docked on the water, with a paddle board lying on the grass beside the seating area.
Home in Barnstead
4.86 out of 5 average rating, 115 reviews

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!*

Top guest favorite
A charming red schoolhouse, dating back to 1866, is surrounded by tall trees and a well-kept grassy area. The structure features white trim, large entrance doors, and a bell tower, evoking a sense of history and nostalgia.
Place to stay in Shapleigh
5 out of 5 average rating, 107 reviews

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.

Top guest favorite
A welcoming entryway is framed by flowering shrubs and greenery. A small brick path leads to a light-colored door, accented by decorative lanterns. Potted plants add color, while a charming garden statue is positioned on the ground, contributing to the inviting exterior.
Guesthouse in Belmont
4.98 out of 5 average rating, 246 reviews

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.

Guest favorite
Condo in Woodstock
4.92 out of 5 average rating, 370 reviews

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.

Guest favorite
Cabin in Haverhill
4.85 out of 5 average rating, 311 reviews

Lazy Moose Log Cabin w/ hot tub, fireplace & lake

Welcome to the Lazy Moose Cabin! This 3BR, 1BA log retreat in Mountain Lakes blends rustic charm with modern comforts. Unwind in the private hot tub, gather around the fire pit, or cozy up by the gas fireplace. Guests enjoy two lakes with boats, kayaks, and fishing, plus an in ground pool, tennis, down hill mountain biking trails and hiking. Close to ski resorts, breweries, and White Mountains adventures—perfect for families and friends seeking a true mountain getaway.

Guest favorite
A cozy loft area features a comfortable seating arrangement with a plush chaise lounge, inviting relaxation. Natural light filters through a skylight, highlighting warm wooden beams and connecting to a private deck that offers scenic mountain views.
Cabin in Campton
4.84 out of 5 average rating, 135 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.

Top guest favorite
A spacious living area features a stone fireplace, surrounded by windows offering views of the snowy landscape. Natural wood accents and warm tones create a cozy environment, while a comfortable chair and woolen blanket invite relaxation.
Chalet in Campton
4.9 out of 5 average rating, 405 reviews

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 (discounted lift tickets available) Cabin professionally cleaned between stays w/extra attn on high touch areas.

Top guest favorite
A cozy room features a spacious bed adorned with a patterned blanket, complemented by wooden bedside tables that each hold a lamp. A small wooden bench is positioned at the foot of the bed. Natural light enters through a nearby window, creating a bright atmosphere.
Hotel room in Lincoln
4.91 out of 5 average rating, 158 reviews

Hotel Resort Condo at Loon Mtn! Amazing amenties!

Stylishly renovated hotel resort condo sleeps 2. Seated at the base of Loon Mountain’s South Peak, in New Hampshire's gorgeous White Mountains. Enjoy nature, hiking and lovely mountain scenery! Great area dining, and outdoor activities. within walking distance. Indoor pool and Jacuzzi are open and located in our facility. Free shuttle bus service to Loon Lift gate. during ski season! Pemigewasset River in back with fun swimming hole! Edit

Top guest favorite
A comfortable living area features a light-colored sectional sofa adorned with decorative pillows. A round woven coffee table sits at the center, complemented by a small vase with fresh greenery. Framed artwork depicting scenic landscapes is displayed on the wall, enhancing visual interest.
Condo in Laconia
4.84 out of 5 average rating, 160 reviews

Cozy Lakeview Condo – Foliage Views, Nearby Trails

Escape to the beauty of New Hampshire’s Lakes Region this autumn! Our lake view retreat offers the perfect balance of comfort and adventure—whether you want to soak in the vibrant foliage, sip coffee on the deck overlooking the water, or explore charming nearby towns. Wake up to crisp mornings by the lake, enjoy scenic hikes with breathtaking views, and unwind as the sun sets over the colorful treetops. Comfortably sleeps 6 guests.

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