Holiday rentals with a pool in Gilford

4.98 out of 5 average rating, 252 reviews

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

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.

A kitchen area features a bar counter with three high-backed wooden stools. The light-colored cabinets and appliances are visible in the background, while a modern television sits nearby on a stand. Natural light fills the space, enhancing the open layout.

4.82 out of 5 average rating, 103 reviews

Lake Winnipesaukee All Year Round!

One bedroom, full bathroom, large living area with full kitchen and living room w/pull out couch. You will find all the essentials have been provided. Very comfortable overlooking Paugus Bay of Lake Winnipesaukee. Minutes from Gunstock Ski area. Restaurants, entertainment - all close by! Enjoy New Hampshire in all seasons in comfort. Weirs Beach in the summer, and skiing, skating or snowmobile in the winter. This is the place to be, all year round. Covered parking lot, cozy condo, check it out!

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.

4.9 out of 5 average rating, 273 reviews

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

A modern kitchen is visible, featuring stainless steel appliances, including a refrigerator and stove. Dark cabinetry offers storage, while a dining table with four wooden chairs is positioned nearby. Natural light enters through a window, illuminating the marble floor.

4.92 out of 5 average rating, 389 reviews

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.

4.93 out of 5 average rating, 27 reviews

Misty Harbor - Concert & Lake Access

Enjoy Lake Winni in a beautiful 1-bedroom condo. Short walk to private sandy Barefoot Beach or enjoy the new outdoor pool & tennis courts behind the condo. Access to walking path to the Bank of NH Pavilion. Too much sun? Sit on the deck and listen to the music. Inviting condo sleeps 2-4 with full amenities, including, newly updated large bathroom and shower, 1 free parking spot, fully-appliance kitchen, private balcony, free wifi, double sofa bed, and convertible ottoman for a small twin.

4.9 out of 5 average rating, 41 reviews

Lake-Beach-Concerts Summer is almost here!

If you're looking for a place to stay that in the heart of all the things loved about the Lakes Region, this is it! Perfectly situated w/a private beach, near Bank of NH Pavilion & Weirs Beach, this location is everything you hoped for! 1 bedroom condo w/NEW, comfortable convertible couch.Unit sleeps 4 comfortably. Kitchen has everything you'll need for hosting dinner/friends! The island overlooks living room which leads to slider and private deck. Perfect for enjoying the warmer nights!

4.96 out of 5 average rating, 23 reviews

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!

4.96 out of 5 average rating, 50 reviews

A cozy bedroom is depicted with a queen size bed centered against the wall. Decorative pillows in varying colors are arranged atop the neatly made bed. Light gray walls complement the modern decor, with a glimpse of a bathroom door and sliding glass doors leading to a balcony.

Apartment in Gilford

Perfect Spot for a Lake Weekend

This wonderful little condo is nestled between Lake Winni and the Bank of NH Pavilion. Stay here and enjoy a day at our private beach, and then spend the evening seeing a concert. This condo has a queen size bed and a pullout bed under the couch. Convenient check in and check out with staff on site to help with anything you might need. Balcony overlooking the pool and tennis courts, and a fully stocked kitchen and newly renovated bathroom. ONLY ONE PARKING SPOT AVAILABLE.

5.0 out of 5 average rating, 15 reviews

Winnipesaukee All Season Getaway

Escape to a charming Winnipesaukee hideaway with beach access, a private balcony to unwind and a refreshing pool. Head over to NH Pavilion for concerts with a private walking path. Just 10 minutes from Gunstock for thrilling ski days and mountain views. Only 3.4 miles down the road from Weirs Beach for Laconia bike week. Thoughtfully stocked with comforts for a relaxing stay. A peaceful, all-season retreat for lakeside leisure and alpine adventures.

A serene view of Lake Winnipesaukee features a sandy beach leading to calm waters. Soft waves gently lap at the shore, with a buoy line marking an area for swimming. The sky is partly cloudy, and distant hills are visible along the horizon.

4.97 out of 5 average rating, 29 reviews

Vacation Condo In Gilford

Explore Lake Winnipesaukee! Ski, Boat, Swim, Enjoy a concert! One bed condo in Misty Harbor Resort-sleeps 4. Queen bed and queen sofa pullout. Two TV's full kitchen, Keurig, HD Cable, AC. There is a private balcony, a numbered parking spot, outdoor pool, basketball and tennis court. The private beach with crystal clear water is a short walk away. The condo is also a short minute walk into the Bank Of New Hampshire Pavilion on a paved path.

A sleeping area features a spacious bed with patterned linens. A knit throw is draped over a metal bench at the foot of the bed. A decorative pillow with the word 'Family' sits prominently on the bench. Natural light enters through sliding glass doors.

4.89 out of 5 average rating, 37 reviews

Lake Winnipesaukee access + Gunstock Ski Condo

Enjoy an Idyllic Retreat in Gilford, NH conveniently located next to Bank NH Pavilion concert venue, private lake access, and 9 min to Gunstock! This condo offers an array of fall, winter, spring, and summer activities near by. Such as a corn maze, movie theatre, skiing, snowmobiling, skating, ice fishing, hiking, swimming, and more ….Or, if you just want to stay in and relax, we've got all your streaming services covered too.

4.9 out of 5 average rating, 124 reviews

Lake Views | Pool | Walk to Weirs & Pavilion

Discover the magic of autumn at our charming lakeview retreat. Nestled amongst vibrant fall foliage, this cozy getaway offers the perfect mix of relaxation and seasonal adventure. Enjoy peaceful mornings on the deck with a warm cup of coffee, and scenic walks along the shore. Experience the colors, crisp air, and tranquility of Lake Winnipesaukee this fall—your cozy seasonal retreat awaits! Comfortably sleeps 6 guests.

Popular amenities for Gilford rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.85 out of 5 average rating, 161 reviews

A scenic view features a charming building with a green roof adjacent to a white steepled church. Fall foliage showcases vibrant orange, yellow, and red leaves surrounding the structures, creating a picturesque backdrop against a clear sky.

Home in Meredith

Walk to Downtown Meredith | Private Pool & Hot Tub

4.83 out of 5 average rating, 286 reviews

A three-story lodge is nestled among lush greenery, featuring a spacious balcony with wooden railing. Natural stone leads to the entrance, framed by trees, emphasizing the serene woodland setting. Sunlight filters through the leaves, brightening the facade.

Home in Campton

Come in & Cozy up in Waterville Valley Estates

4.93 out of 5 average rating, 362 reviews

A rustic wooden cabin features a natural wooden exterior, complemented by large windows allowing light to filter through. The structure is framed by a tree-lined background, with a gentle walkway leading to the entrance and well-maintained greenery surrounding the property.

Home in Campton

Spectacular log home with private pool and hot tub

4.95 out of 5 average rating, 113 reviews

A spacious outdoor deck features a wooden chair, complemented by two snowboards propped against the railing. Lush green trees surround the area, creating a serene and private retreat within the natural landscape.

Home in Campton

Cozy Hideaway at Waterville Estates!

4.98 out of 5 average rating, 48 reviews

Home in Gilford

Lakeview Paradise-Pool-Tennis-Fireplace

5.0 out of 5 average rating, 22 reviews

Home in Laconia

Weirs Beach Condo w/ Pool Near Lake & Gunstock

5.0 out of 5 average rating, 97 reviews

An aerial view of the property displays a spacious yard with a well-maintained in-ground saltwater pool surrounded by wooden decking. A barrel sauna and fire pit are positioned nearby, complemented by manicured greenery and tall coniferous trees in the background.

Home in Meredith

1840 Meredith Farmhouse w/ outdoor Sauna & Pool

4.94 out of 5 average rating, 49 reviews

Home in Laconia

Heated Pool - mins to Beach & Gunstock - Sleeps 13

Condo rentals with a pool

Condo in Waterville Valley

The living area features two comfortable gray sofas facing a gas fireplace, surrounded by a soft area rug. Above the fireplace, a large flat-screen TV is mounted on the wall, complemented by framed black-and-white photographs. Natural light is filtered through dark curtains.

4.78 out of 5 average rating, 346 reviews

🔷 Cozy Ski Condo 🔷

4.91 out of 5 average rating, 328 reviews

The living area features a stone fireplace as a focal point, accompanied by a comfortable dark sofa and armchair. A wooden coffee table is centered on a patterned rug. A flat-screen TV is mounted on the wall, while decorative accents like a wall-mounted ladder and artwork complement the space.

Condo in Campton

The Alpine Oasis

A sandy beach area is lined with lounge chairs facing the tranquil waters of Lake Winnipesaukee. Several shaded picnic tables are positioned underneath an umbrella, offering a summary space for relaxation. Lush trees create a natural backdrop, completing the serene lakeside setting.

4.96 out of 5 average rating, 52 reviews

Cozy Condo-Private path to BankNH concert pavilion

The living area features a comfortable sofa and armchair positioned around a wooden coffee table. A gas fireplace is located under a mounted TV, with large sliding doors providing a view of the water and access to the outdoor deck. Soft, natural light fills the room.

5.0 out of 5 average rating, 40 reviews

Paugus Bay Chalet: Prime Lake Winni Location!

A sandy beach area stretches out by Lake Winnipesauke, dotted with colorful boats anchored in the water. A clear blue sky complements the scenic view, while two beach chairs are positioned on the sand, inviting relaxation along the waterfront.

4.94 out of 5 average rating, 83 reviews

2 Bed Beachfront Condo Walk to Bank of NH Pavilion

A sandy beach stretches along the shoreline of Lake Winnipesaukee, with multiple lounge chairs arranged on the warm sand. Gentle waves lap at the edge, and the clear blue sky reflects on the tranquil water, surrounded by green hills in the distance.

4.87 out of 5 average rating, 54 reviews

Entire Condo in Gilford at Misty Harbor

A cozy sleeping area features a spacious bed with soft linens, positioned near sliding barn doors. Natural light filters in through large windows adorned with stylish curtains, creating a serene ambiance. A nautical-themed wall decor adds a subtle touch of charm to the room.

4.81 out of 5 average rating, 54 reviews

1 Bedroom Lake Winnipesaukee Condo

A modern living space is showcased, featuring a comfortable dark sofa with decorative pillows. A large flat-screen TV is mounted on the wall opposite a kitchen bar with wooden stools. Countertops and cabinetry are visible, accompanied by a potted plant enhancing the decor.

4.96 out of 5 average rating, 73 reviews

Studio, concerts, pool, close to everything!

Other holiday rentals with a pool

4.74 out of 5 average rating, 89 reviews

The end unit townhouse is surrounded by trees and shrubs, showcasing a welcoming exterior with a stone pathway leading to the entrance. A two-story structure with a sloped roof and multiple windows allows natural light to brighten the space.

Townhouse in Gilford

Lake Winnipesaukee Townhouse at Samoset

4.9 out of 5 average rating, 60 reviews

A screened-in porch is presented with a large, white dining table surrounded by several striped chairs. The serene views of the lake and trees are framed by large glass panels, allowing natural light to brighten the space.

Townhouse in Gilford

Perfect Lake View Summer Getaway - Samoset Condo

5.0 out of 5 average rating, 46 reviews

A panoramic view showcases the well-maintained grounds leading to Lake Winnipesaukee. Green lawns are bordered by trees, and picnic tables are visible in the distance. The patio railing provides a comfortable setting to enjoy the outdoor scenery.

Townhouse in Gilford

2 BR Condo Beachfront Walk to NH Pavilion

4.95 out of 5 average rating, 21 reviews

Aerial view of a resort overlooking Lake Winnipesaukee features ample parking and a variety of amenities. The inground pool is visible, surrounded by green landscaping. The expansive lake and mountains create a serene backdrop under a clear blue sky.

Apartment in Laconia

Lakeview Retreat for the Whole Family

A spacious living area features a mix of seating options, including a light-colored sectional and a dark sofa adorned with colorful throw pillows. A wooden coffee table is positioned at the center, with warm light emanating from a nearby lamp, enhancing the cozy ambiance. A dining area is visible in the background.

4.83 out of 5 average rating, 65 reviews

Cozy Winter Escape

A spacious bed is dressed in a silver patterned quilt, accompanied by matching shams. Natural light filters through a nearby window, reflecting off a serene landscape painting above the bed. A comfortable bedside table and lamp create a cozy touch.

4.9 out of 5 average rating, 41 reviews

Lakeview 1BR New POOL Hot Tub Concerts Firepit bbq

A spacious king bed is centered in the room, adorned with white linens and decorative pillows. Warm bedside lamps illuminate the space, complementing light-colored walls. Wooden nightstands and a dresser with a subtle texture provide functional elements, while the soft carpet adds comfort underfoot.

5.0 out of 5 average rating, 29 reviews

Cozy Studio w/pool, King bed, near Concerts & Lake

An aerial view captures the scenic landscape surrounding Lake Winnipesaukee. The lush greenery is framed by the tranquil water, with hills in the distance. The image showcases a blend of residential areas and recreational spaces, highlighting the accessibility to outdoor activities.