Holiday rentals with a pool in Gilford

4.98 out of 5 average rating, 246 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.

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, 253 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.

4.91 out of 5 average rating, 378 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.

4.9 out of 5 average rating, 20 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.

4.88 out of 5 average rating, 33 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!

4.88 out of 5 average rating, 8 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!

4.83 out of 5 average rating, 145 reviews

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

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.

4.97 out of 5 average rating, 38 reviews

Home in Gilford

Lakeview Paradise-Pool-Tennis-Fireplace

Welcome to our cozy Lake Winnipesaukee townhouse, offering stunning mountain views along with community lake access. Perfect for families or small groups, this getaway is nestled within a vibrant resort featuring a range of amenities like a pool, sports courts, a clubhouse, dock, beach and sun tanning deck for endless fun. Our home is minutes from skiing at Gunstock, concerts at BankNH Pavilion, Weirs Beach, shopping, restaurants and much more.

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.

4.86 out of 5 average rating, 29 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, 115 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.

4.97 out of 5 average rating, 151 reviews

An open-concept kitchen features a central island with a light-colored countertop. Wooden beams and paneled walls add warmth to the space. Large windows provide natural light, displaying views of the surrounding trees. A rustic dining table is positioned nearby, enhancing the inviting atmosphere.

Cabin in Thornton

3 BR Cozy + Renovated Cabin in the White Mountains

Welcome to Birchwood Lodge, located in the cherished Waterville Estates neighborhood! Enjoy the comforts of home, coupled with the amenities of a resort! Relax in front of the warm pellet stove, curl up with a book on the loft, or create home-cooked meals in the brand new, open-concept kitchen. Enjoy unique details and design throughout the space, and then head out to explore the White Mountain region all year long.

4.76 out of 5 average rating, 88 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

Family friendly 4-season Samoset condo association located on beautiful Lake Winnipesaukee! Private, cozy & comfortable 3 level, end unit townhouse. Short walk to the inground pool overlooking the lake (open Memorial - Labor Day), Private sandy beach with roped off swim area and platform, lounge chairs & tables, Club house, fire pit, drop off dock, kayak/paddle board launch, Tennis & Basketball courts.

Popular amenities for Gilford rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.94 out of 5 average rating, 109 reviews

Cozy Hideaway at Waterville Estates!

5 out of 5 average rating, 33 reviews

The elevated cabin presents a modern lodge-style architecture, featuring a spacious wooden deck with railings. Surrounding trees showcase vibrant autumn colors, while a stone chimney is visible on the side. A set of stairs leads up from the ground to the entryway.

Home in Alexandria

Quiet Retreat: Apple Orchard & Mountain Views

4.97 out of 5 average rating, 30 reviews

Aerial view of the two condos shows a shared exterior with a wraparound deck. The deck features multiple seating arrangements, surrounded by trees that provide a natural setting. The driveway and pathway are visible, leading up to the inviting entrances of each condo.

Home in Laconia

Sleeps 6, 2 Bath, Large Private Deck, Beach & Pool

The cabin is illuminated by soft string lights, creating a warm ambiance in the evening. A grassy area is visible between the cabin and a shed, with outdoor seating arranged nearby for comfort. The surrounding forest adds a backdrop of nature.

5 out of 5 average rating, 24 reviews

Cozy White Mountain Retreat in Waterville Estates

5 out of 5 average rating, 41 reviews

A spacious living area features numerous large windows that invite natural light and offer views of the surrounding greenery. A stone fireplace creates a focal point, while comfortable seating arrangements include a large gray sectional and a round coffee table at the center.

Home in Thornton

Birchwood Retreat: spacious & modern forest refuge

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.

4.93 out of 5 average rating, 357 reviews

Spectacular log home with private pool and hot tub

4.95 out of 5 average rating, 39 reviews

The open living area is filled with natural light, featuring a comfortable seating arrangement with a dark sofa and light chairs. A wooden dining table and chair set is nearby, while a staircase leads to the upper level. A large TV is mounted on the wall.

Home in Laconia

Memory Lane NH

5 out of 5 average rating, 13 reviews

Sauna, Hot Tub & Mountain Views!

Condo rentals with a pool

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.

5 out of 5 average rating, 13 reviews

Walk to Weirs Beach/2 Bed 2 Bath/Lake Views

4.91 out of 5 average rating, 319 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 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.

4.73 out of 5 average rating, 113 reviews

Breathtaking Lake View! Hot tub! Concerts! Lake!

Condo in Waterville Valley

A pathway leads to a wooden staircase, surrounded by lush greenery and flowering plants. The scene features a natural landscape with a variety of shrubs and trees, creating a tranquil outdoor space for relaxation.

4.95 out of 5 average rating, 103 reviews

Cozy Condo in the Valley

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.

4.95 out of 5 average rating, 186 reviews

1 Bedroom/1 Bath Condo @ Lake Winnipesaukee

An aerial view reveals the expansive surface of Lake Winnipesaukee, dotted with small boats peacefully floating. Surrounding hills can be seen in the background under a bright sky, creating a serene and inviting landscape.

4.9 out of 5 average rating, 49 reviews

It’s "Lake Time" you just found your happy place!

The image captures a serene view of tranquil blue waters, bordered by a wooded shoreline. Majestic mountains rise in the background, under a clear blue sky. The landscape reflects a peaceful natural setting, suitable for both summer and winter retreats.

4.9 out of 5 average rating, 40 reviews

Walk to Weirs from this Spacious Condo!

4.96 out of 5 average rating, 125 reviews

A living room showcases a cozy seating area with two black sofas facing a television. A coffee table is centrally placed, adorned with a candle and a snack. A brick fireplace adds warmth, while natural light filters through the dual windows, dressed with light curtains.

Condo in Conway

Cozy, clean, 2nd floor condo in Conway, NH!

Other holiday rentals with a pool

4.72 out of 5 average rating, 86 reviews

3 Bedroom, 2 Bathroom Laconia Condo - Weirs Beach

4.93 out of 5 average rating, 54 reviews

A welcoming bedroom is furnished with two queen beds, complemented by soft bedding and decorative pillows. A ceiling fan enhances airflow, while sliding doors provide access to a private balcony with lake views. Natural light fills the space, creating a bright and airy atmosphere.

Apartment in Laconia

Sunrise & Lake Winni view on your private balcony!

5 out of 5 average rating, 15 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

4.95 out of 5 average rating, 43 reviews

The living area features a spacious gray sectional sofa with decorative pillows, positioned near a mounted flat-screen TV. A ceiling fan provides additional comfort. Large glass doors lead to a private balcony, enhancing natural light and connectivity to the outside.

Apartment in Laconia

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

A vibrant sunset landscape is visible, showcasing a gradient of warm colors in the sky. Silhouettes of trees and a building are positioned in the foreground, framed by power lines. The gentle light reflects on the water in the background, indicating a serene atmosphere.

4.88 out of 5 average rating, 58 reviews

Great Lakes region studio, near everything!

Apartment in Waterville Valley

The living room features a spacious sectional couch adorned with patterned throw pillows. A wooden coffee table sits in front of the couch, while a side chair and a light stand are present. Large windows allow for natural light, showcasing the greenery outside.

4.93 out of 5 average rating, 41 reviews

Mins Walk to Center, Ski Shuttle, Sports Club(fee)

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 out of 5 average rating, 22 reviews

Cozy Studio w/ Kitchenette Near Gunstock & Lake!

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.