Family-friendly holiday rentals in Gilford

4.99 out of 5 average rating, 269 reviews

Apartment in Gilford

Steps to Lake Winnipesaukee-boat- hike-bike-relax

Private 1 BR 2nd floor apt with keyless entry. Kitchen, full bath, washer/dryer, cable & Wifi. Pass for Boat/Jetski access to Lake Winnipesaukee 300 feet away. Onsite parking for vehicle and boat/jetski trailer. Quiet street with scenic views perfect for exercising. Minute walk to town dock and dining. Meadowbrook Pavilion 1.8 miles, Gunstock Mtn 6.1 miles. Plenty of local shopping and dining. No parties, no pets, no smoking, no unregistered guest without prior approval. Owners on the premises.

FamilyIndoor spacesCheck-in

4.98 out of 5 average rating, 523 reviews

Guesthouse in Alton

The Vineyard Penthouse - Beautiful Inside & Out

Wake up to rows of sun-kissed grapevines and unwind in a serene, vineyard-view retreat. This open-concept suite featured a plush king bed, abundant natural light and inviting modern décor. Sip wine at sunset, cook in the well-equipped kitchen, or unwind and relax, in our new “shared” hot tub. Although there are other guest on the property you will have this space to call your own and enjoy. ~ 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

Indoor spacesFamilyBackyard

4.92 out of 5 average rating, 358 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!

KitchenFamilyHiking

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, 283 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

Indoor spacesKitchenHiking

A spacious home is set against a snowy landscape, featuring large glass windows on the upper level. A wooden deck extends from the front, providing an inviting outdoor space. Flanking the deck, evergreen shrubs add greenery to the winter scene.

4.93 out of 5 average rating, 99 reviews

The Upland Oasis!

Bring the whole family to this wonderful oasis w/plenty of space for fun inside & out! Enjoy access to Lake Winnipesaukee in the summer & year-round access to Gunstock Mountain Ski Resort! This spacious home offers 3 bedrooms, 2 bathrooms. Linens & towels provided. There is also a Pack&Play/Highchair. Fully stocked kitchen w/a table that extends to seat 8. Outside is amazing! Large deck & gated section perfect for the dogs. LOTS of flat yard space for the kids to run around & play lawn games!

Indoor spacesFamilyQuiet

A wooden deck offers a view of the spacious backyard, where a firepit is surrounded by grassy areas and trees. The sun is setting on the horizon, casting warm light across the landscape, enhancing the tranquil surroundings.

4.94 out of 5 average rating, 100 reviews

Lake Region House · Fire Pit · 85" TV

Picture this: fresh mountain air rolls through the windows as your crew wakes up, someone's already got coffee going in the renovated kitchen, and the only debate is whether to hit Gunstock's slopes first or claim a spot around the fire pit tonight. Set in the foothills of the White Mountains with Lake Winnipesaukee just minutes away, this 4-bedroom home delivers the complete New Hampshire escape — all four seasons, all ten guests, no compromises.

KitchenFamilyBeach

4.89 out of 5 average rating, 159 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

Fall Foliage HQ- The Cottage on Paugus Bay

Enjoy peace and tranquility along the shores of Winnipesaukee's Paugus Bay. This Brand New waterfront Cottage is one of the most popular in Lakes Region and is central to all the Lakes Region has to offer. Along the western tip of the lake, easy access to I-93. The community comes with a day dock and easy access to boating and other lake activities. Come back year after year. We love repeat guests and offer discounts for second stays!

KitchenFamilyBeach

4.9 out of 5 average rating, 109 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.

KitchenFamilyTV

4.83 out of 5 average rating, 357 reviews

Chalet in Gilford

The Little Black A-Frame

Our A-Frame home is just minutes from Gunstock Mountain Resort and the Gilford town beach at Lake Winnipesaukee. Three bedrooms can accommodate up to 6 guests, with 2 queens, and 1 full, and 1.5 bathrooms. Outdoor area includes a hot tub, fire pit, brand new large deck with dining table/seating, and a gas grill. 1 mile from Bank NH Pavillion and 5 miles from Weirs Beach/ bike week.

KitchenFamilyBeach

4.98 out of 5 average rating, 385 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.

FamilyKitchenTV

4.93 out of 5 average rating, 314 reviews

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

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!

Indoor spacesFamilyCheckout

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.

4.97 out of 5 average rating, 103 reviews

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.

FamilyIndoor spacesLocation

Popular amenities for Gilford family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 225 reviews

Tiny home in Wentworth

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

FamilyIndoor spacesBackyard

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

4.73 out of 5 average rating, 119 reviews

Breathtaking Lake View! Hot tub! Concerts! Lake!

FamilyKitchenEV charging

4.98 out of 5 average rating, 129 reviews

Cabin in Bradford

Cozy Cabin on 5-acre Wooded Lot with Spa

Indoor spacesFamilyCleanliness

4.93 out of 5 average rating, 529 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

FamilyIndoor spacesHeating

4.95 out of 5 average rating, 271 reviews

Cabin in Barnstead

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

KitchenFamilyPool

4.91 out of 5 average rating, 394 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

KitchenIndoor spacesCheckout

4.93 out of 5 average rating, 105 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!

Indoor spacesFamilySleep quality

4.95 out of 5 average rating, 296 reviews

A charming country cabin is presented, featuring wooden shingle siding and red trim. A welcoming front door is set within a gabled frame. Surrounding greenery includes well-maintained bushes and trees, with a wooden privacy fence visible to one side.

Cabin in Northfield

Cozy Cabin + Hot Tub 30mins to Lakes & Trails

FamilyIndoor spacesBathroom

Family- and pet-friendly home rentals

4.85 out of 5 average rating, 371 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

KitchenIndoor spacesHospitality

4.98 out of 5 average rating, 54 reviews

Stunning Round House

FamilyKitchenCheck-in

4.93 out of 5 average rating, 142 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 The place to be on Lake Winnipesaukee

FamilyIndoor spacesWalkability

4.89 out of 5 average rating, 736 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

Indoor spacesFamilyWi-Fi

4.98 out of 5 average rating, 110 reviews

Cabin in Madison

Little Bear Lodge | Cozy Log Cabin in the Pines

FamilyKitchenBarbecue

4.87 out of 5 average rating, 231 reviews

Cottage in Gilford

A: Summer, Lake, Ski, Hike, Concerts

Indoor spacesFamilyAmenities

5 out of 5 average rating, 16 reviews

Gunstock Chalet: 4BR, Ski, Hike & Lake Getaway

Indoor spacesFamilyValue

4.94 out of 5 average rating, 155 reviews

Gilford in the Trees - Gunstock and Winnipesaukee

Indoor spacesKitchenLocation

Family-friendly home rentals with a pool

5 out of 5 average rating, 13 reviews

Apartment in Gilford

Adorable Studio - Close to everything!

KitchenComfortCleanliness

4.98 out of 5 average rating, 254 reviews

A small red cabin with a green metal roof is surrounded by trees and rocks. Flower boxes are mounted under the windows, adding a touch of color. A patio area is visible nearby, featuring chairs and an umbrella for shade.

Tiny home in Thornton

Basecamp in the White mountains

Indoor spacesKitchenCheck-in

4.96 out of 5 average rating, 27 reviews

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

FamilyIndoor spacesAmenities

5 out of 5 average rating, 50 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

FamilyIndoor spacesAir conditioning

5 out of 5 average rating, 22 reviews

Winnipesaukee All Season Getaway

KitchenIndoor spacesCleanliness

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, 53 reviews

Cozy Condo-Private path to BankNH concert pavilion

FamilyKitchenCleanliness

4.94 out of 5 average rating, 197 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

Indoor spacesFamilyHospitality

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.