Family-friendly holiday rentals in Gilford

4.98 out of 5 average rating, 249 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.

4.92 out of 5 average rating, 354 reviews

Chalet in Gilford

Amazing Lake/ Mountain View’s Gunstock Ski Chalet

Rustic mountaintop chalet nestled among pine trees with beautiful views of Gunstock Mountain Ski Area and Lake Winnipesaukee from the deck. Minutes to Gunstock for winter skiing/tubing and summer zip lining/ mountain coaster, and to Lake Winnipesaukee. Cozy glass-front wood stove for chilly nights, outdoor fire pit for marshmallows, a grill for summer cookouts. Includes board games, foosball, and air hockey for family fun. Quiet, peaceful, and surrounded by nature—perfect year-round getaway!

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, 262 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

4.93 out of 5 average rating, 140 reviews

A two-story home is set against a backdrop of lush greenery. The structure features a covered porch with large windows, and a well-maintained lawn leads up to the entrance. A driveway is visible, along with a garage at the base of the house.

Home in Gilford

5-Stars!! Cozy Home near the lake

Please answer our questions when requesting to book. If they are not answers, your request will be declined. Cozy home near the lake is a peaceful place to relax or adventure in the lakes region.The house is located right next to the Glendale Yacht Club and 0.3 miles or a 6 min walk (based on Google) to the Breeze Restaurant and water access at the Glendale Public Docks (no swim area). The house comes with a fully stocked kitchen, a grill, relatively fast internet and a 55" TV (no cable)

4.93 out of 5 average rating, 123 reviews

Cottage in Gilford

Cozy, Pet-Friendly Escape Near Lake & Mountains

Nestled between Gunstock Mountain and Lake Winnipesaukee, Hidden Creek Cottage is your perfect year-round getaway. This airy, sun-filled 864 sqft home features high ceilings, a newly updated kitchen, gas fireplace, central air, king size bed, and laundry. Step outside onto a brand new expansive deck built for outdoor dining and entertainment, make your way down to the fire pit for stories and s'mores and enjoy the sunset while listening to the tranquil sounds of our hidden creek.

4.89 out of 5 average rating, 104 reviews

The chalet features a charming A-frame design with a blue exterior and a welcoming front porch. Tall trees with colorful autumn foliage surround the property, enhancing the natural setting. Large windows allow for ample light, and a decorative wreath adorns the door.

Chalet in Gilford

Cozy Chalet - Heart of NH Lakes Region

Our cozy chalet is nestled among tall trees in the heart of the Lakes Region. 5 minutes from Lake Winnipesaukee and 1 minute from Gunstock Mountain Resort, our hideaway offers instant access to the best of New England no matter the season, including hiking, beaches, kayaking, skiing, and more. Our family-friendly cottage has a two-story great room, a separate office, and an outdoor firepit. It is perfect for couples and families.

4.87 out of 5 average rating, 225 reviews

A cozy bedroom features a spacious bed adorned with a patterned blanket, flanked by two black nightstands. Nature-inspired wall art displays mountains and trees, complemented by plaid curtains. A vibrant area rug adds warmth to the wood flooring, creating a welcoming atmosphere.

Cottage in Gilford

A: Summer, Lake, Ski, Hike, Concerts

Gilford, Fully furnished one bedroom HOUSE!! Dog Friendly, (with host permission) for one dog. has a fenced and gated yard and a fire pit. Super Cute! updated, nice area, off street parking, private fenced yard. WIFI, Roku TV, Kitchen with all utensils, coffee maker, coffee, filters, sugar, Linens. .Close to great restaurants and attractions, lake, hiking. skiiing, zip lines concerts!

4.98 out of 5 average rating, 371 reviews

A comfortable sitting area features two armchairs and a small coffee table on a patterned rug. Natural light enters through a window and an open door, revealing a view of the outdoor landscape. Wooden beams complement the warm, inviting aesthetic.

Guesthouse in Loudon

Pastoral Farm in NH

Cozy private get away. A little bigger than a tiny house, apart from the main farm house and barns on a beautiful hill top setting. Sit and relax , take a walk through the fields or if your feeling a little more adventurous explore the beaver pond or hike out to picnic rock. This is country living in NH. *Please note that we are 8/10ths of a mile out on a dirt road.

Superhost

A modern kitchen displays sleek cabinetry and a white countertop with three wooden stools positioned at the bar. Open shelving holds decorative items and kitchen essentials. Natural light enters through a window, while a microwave and dishwasher are conveniently integrated into the design.

Holiday home in Gilford

4.93 out of 5 average rating, 299 reviews

Marty'sBay-RetroCondo, Private Beach, Concert Path

Enjoy a wonderful experience filled with hospitable touches at this centrally located, 1-bedroom condo with private beach access to Lake Winnipesaukee and a direct walking path to the Bank of NH Pavilion. Our unit has a kitchen, private deck, queen bed, sleeper sofa, and lots of amenities. Great for bike week, concerts, trips to the lake, skiing, and hiking trails!

4.96 out of 5 average rating, 107 reviews

The front view of a modern chalet is framed by greenery, showcasing a dark exterior with large windows, a welcoming entrance, and a spacious deck. Stairs lead up to the entrance, and a small gas grill is visible on the deck.

Chalet in Gilford

Cozy Chalet in Gilford near lake and mountains

Modern 2 bed, 1 bath chalet in Gilford, NH located minutes to Lake Winnipesaukee, Gunstock Mountain Resort and local restaurants. Also nearby are hiking trails in the Belknap Range, Weir's Beach, Alton Bay, Meredith, Wolfeboro and Highland Bike Park. When requesting to book, please tell us about your party and what brings you to the area.

4.97 out of 5 average rating, 103 reviews

The spacious house features multiple decks and large glass windows, offering expansive views of the surrounding landscape. A cozy fire pit area is visible, surrounded by Adirondack chairs, and string lights create a warm ambiance as evening descends.

Home in Gilford

Gilford NH Rental Sleeps 14 Near Winni & Gunstock

Spacious 4BR, 3.5BA Gilford NH vacation rental with stunning views of Lake Winnipesaukee and Gunstock Mountain Resort. Sleeps up to 12 adults. Features multiple living areas, updated kitchen, sunroom, and outdoor patio. Minutes from skiing, beaches, concerts, and top Lakes Region attractions—perfect for year-round family getaways.

4.98 out of 5 average rating, 455 reviews

A bright living area features a leather sectional couch positioned around a coffee table, with a flat-screen TV on a wall unit. The kitchen showcases dark cabinets and a countertop. Natural light enters through several windows, illuminating the space.

Guest suite in Gilford

Modern Private In-Law Apartment

Modern two bedroom in-law apartment located minutes away from Lake Winnipesaukee, Gunstock Mountain and Bank of NH Pavilion all about 5 miles and less than 10 minute drive. We are also a short 1/2 mile walk/drive to a 40 acre stocked trout pond. Come enjoy the sights and scenery of the Lakes Region or stay in for a quiet evening.

Popular amenities for Gilford family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

A scenic view of Lake Winnipesaukee is captured, surrounded by vibrant autumn foliage. The lake is calm, reflecting the clear blue sky with distant mountains visible on the horizon. Patches of fog rest softly over the water, adding to the tranquil landscape.

Condo in Laconia

4.74 out of 5 average rating, 114 reviews

Breathtaking Lake View! Hot tub! Concerts! Lake!

4.98 out of 5 average rating, 124 reviews

Cabin in Bradford

Cozy Cabin on 5-acre Wooded Lot with Spa

4.93 out of 5 average rating, 523 reviews

The rustic wooden exterior of the home is framed by lush greenery, with an American flag gently waving from the porch. The sloped roof and expansive balcony provide a warm, inviting entry while expansive windows allow for natural light.

Home in Tilton

Timothy House

4.95 out of 5 average rating, 269 reviews

Cabin in Barnstead

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

4.91 out of 5 average rating, 385 reviews

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.

Condo in Laconia

Million $ View of Lake Winni Flexible check in/out

4.93 out of 5 average rating, 101 reviews

The modern kitchen features dark cabinetry complemented by light-colored countertops and a large central island. Natural light floods in from the windows, highlighting the stainless steel appliances and stylish pendant lighting above. Shelves hold various kitchen essentials, creating an organized and inviting cooking space.

Home in Belmont

4-Bedroom Retreat with lake views & HOT TUB!

4.96 out of 5 average rating, 159 reviews

Dome in Sutton

Luxury Glamping NH - Geodome Sanctuary

4.99 out of 5 average rating, 182 reviews

The living area features a high, wooden ceiling with large windows that provide natural light and views of the surroundings. A stone fireplace is positioned centrally, flanked by comfortable seating. A dining area and modern kitchen appliances are visible in the background.

Home in Hebron

Luxurious Eagle Ridge Log Home at Newfound Lake

Family- and pet-friendly home rentals

4.85 out of 5 average rating, 361 reviews

A well-maintained outdoor area features a stone patio surrounded by colorful adirondack chairs in blue, green, purple, and pink. A circular fire pit sits at the center, with a scenic view of the tranquil water and lush greenery in the background.

Apartment in Laconia

Waterfront on Opechee

4.89 out of 5 average rating, 725 reviews

The exterior of a classic colonial house features a white facade with black shutters, framed by lush green trees. A white picket fence runs along a stone wall adorned with colorful flowering plants, offering a welcoming view of the property.

Home in Laconia

Heart of the Lakes Region

4.93 out of 5 average rating, 137 reviews

A spacious living area features high wooden ceilings and large windows that allow natural light to fill the room. Comfortable seating arrangements are visible, complemented by decorative wall-mounted deer heads. A television and entertainment unit are positioned for relaxation.

Cabin in Gilford

Tom’s Cabin Lake Winni July 4 weekend available

4.9 out of 5 average rating, 576 reviews

A serene outdoor space features a fire pit surrounded by natural stone. Lush greenery extends to distant mountain views under a partly cloudy sky, creating a peaceful setting for relaxation and outdoor gatherings.

Cabin in Tamworth

Secluded Mountain View Cabin • Private Sauna

4.99 out of 5 average rating, 137 reviews

A cabin with a spacious deck overlooks a natural setting. The structure features large windows and a bright red umbrella set over a wooden table. Surrounding green trees and shrubs create a serene environment, while a canoe rests nearby on the ground.

Home in Wolfeboro

Tranquil Pondside Retreat

5 out of 5 average rating, 107 reviews

A rustic log cabin is set against a backdrop of greenery, featuring a stone chimney and a spacious covered porch. The exterior showcases a natural wood finish, complemented by a red roof. A gravel path leads up to the porch, inviting guests to relax outdoors.

Cabin in Wakefield

Riverside Log Cabin Sanbornville NH

4.88 out of 5 average rating, 152 reviews

The exterior view of a two-story cottage showcases a modern design with light-colored siding and multiple windows. A welcoming front staircase leads to the entrance, complemented by landscaped grounds and stone details. Nearby, similar cottages form a cozy community atmosphere.

Home in Laconia

The Cottage on Paugus Bay- Lake Winnipesaukee

4.98 out of 5 average rating, 104 reviews

Cabin in Alexandria

Modern Rustic Cabin with Sauna near Lake and Hike

Family-friendly home rentals with a pool

Superhost

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

4.76 out of 5 average rating, 88 reviews

Lake Winnipesaukee Townhouse at Samoset

An open living area is seen with a light-colored sofa and a patterned chair facing a sliding glass door that leads to a balcony. A television sits on a wooden console, and a dining table is visible with several chairs around it. Natural light brightens the space.

4.95 out of 5 average rating, 79 reviews

Misty Harbor Resort- Condo

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.

4.95 out of 5 average rating, 22 reviews

Vacation Condo In Gilford

4.96 out of 5 average rating, 47 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

4.94 out of 5 average rating, 17 reviews

2 BR Lakefront/Walk to NH Pavilion/BEACH AND VIEWS

4.89 out of 5 average rating, 38 reviews

Lake-Beach-Concerts Summer is almost here!

4.95 out of 5 average rating, 188 reviews

A modern kitchen features wooden cabinetry and granite countertops, complemented by stainless steel appliances including a refrigerator, microwave, and oven. Two high-backed stools sit at the island, illuminated by pendant lighting overhead, creating an inviting space for cooking and gathering.

Condo in Laconia

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee

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.