
Vacation rentals with a pool in Gilford
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Gilford

Total vacation rentals
Explore 140 vacation rentals in Gilford

Nightly prices starting at
Gilford vacation rentals start at G$8,366 GYD per night before taxes and fees

Verified guest reviews
Over 5,240 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
140 of Gilford vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Gilford rentals

4.8 Average rating
Gilford stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Gilford
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

Adorable Studio - Close to everything!
This condo suite is located at Condominium Suites at Lake Winnipesaukee - voted #1 vacation rental in the Lakes Region in the 2020 Best of the Lakes Region contest and second place in 2021 -2025! Though the building is an older brick building, the condo suites are all very tastfully decorated, and comfortable. Although we are across the street from the lake, we do not have direct access. Weirs Beach is 12 minutes down the street. Weirs Beach has shops, eateries and arcades.nd tranquil getaway.

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

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

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.

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.

Walk to Downtown Meredith | Private Pool & Hot Tub
The ultimate in relaxation and comfort! When it's time to explore, you'll love being minutes away from the town center. Stroll along the streets lined with shops, restaurants, and cafes, or head to the nearby lake for swimming, fishing, or boating. In the evening, relax by the pool or hottub. Fall asleep to the sounds of nature and wake up feeling refreshed, ready to embark on another day of adventure. With its unbeatable location and amenities our place is perfect for your next getaway!

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!

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.

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.

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.

Gilford Getaway - Pool & Hot Tub + Sleeps 18
Welcome to the stunning, private escape of Gilford! This 6 bedroom, 4 full bathroom is the ideal vacation spot for you and your family- accommodating up to 18 guests. Sit back and relax by the pool and hot tub, or cozy up inside for a game night with a fully stocked game room: pool table, shuffle board, cards, board games, and more! Brand NEW outdoor fire pit! This house can accommodate ample parking.
Popular amenities for Gilford rentals with a pool
House rentals with a pool

Charming Townhouse + Shared POOL

Cozy Hideaway at Waterville Estates!

Modern Mountain Retreat at Waterville Estates

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

Cozy White Mountain Retreat in Waterville Estates

Memory Lane NH

Charming Lake Comm Bungalow - EV charging/86” tv

4-Season Lake Winni Townhome + Pool, Hiking + Ski
Condo rentals with a pool

Luxury Studio White Mtns Jacuzzi Pool Pond River

Studio Condo in Hotel Resort at Loon Mountain

River view studio | new kitchen | pool & hot tub

Breathtaking Lake View! Hot tub! Concerts! Lake!

Riverside studio for 2 | Loon view balcony & pool

White Mountain Resort 2 Pools & HotTub Kitchen

Pemi River Retreat: White Mtns. At Your Doorstep

Lake Winnipesaukee access + Gunstock Ski Condo
Other vacation rentals with a pool

Sunrise & Lake Winni view on your private balcony!

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

Vacation Condo In Gilford

2 Bed Beachfront Condo Walk to Bank of NH Pavilion

2 BR Condo Beachfront Walk to NH Pavilion

Cozy Condo-minutes to Gunstock ski resort

Lake-Beach-Concerts Summer is almost here!

Cozy 1-bedroom condo, Pool, Close to Everything!
When is the best time to visit Gilford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,653 GYD | G$29,699 GYD | G$28,235 GYD | G$25,097 GYD | G$31,163 GYD | G$41,411 GYD | G$49,358 GYD | G$45,803 GYD | G$33,045 GYD | G$31,999 GYD | G$29,490 GYD | G$29,908 GYD |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
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- Sebago Lake
- White Mountain National Forest
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- Pats Peak Ski Area
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