Holiday rentals with a kayak in Holderness

20 Mile Bay - Tuftonboro - Lake View Pet friendly

Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home sleeps up to 10 adults or 15 total people. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. We are pet friendly with $50 Fee only for pets registered at the time of booking. No unregistered pets allowed. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front o

Location · Outdoor spaces · Condition

Holderness Hideaway 3BR/2BA Home near Meredith

Holderness Hideaway is the quintessential New Hampshire retreat—perfect for families or friends seeking peaceful escapes. Set back from the road with plenty of space to relax and unwind. It’s minutes from downtown Holderness and only 10 minutes to Meredith and Lake Winnipesaukee. Spend days boating on the lakes, hiking nearby trails, or exploring the Squam Lakes Science Center. Evenings are made for games, s’mores, and cozy nights by the fire. Experience the best of lake life and mountain charm!

Location · Outdoor spaces · Family

Mountain Lodge with Private Sauna

Escape to Darkfrost Mountain Lodge, less than 2 hours from Boston - Gather under the stars by the fire pit & garden - Relax or grill on patio with woodland views - Enjoy a pet-friendly working homestead - Ski at nearby Ragged & Tenney Mountain - Explore hiking, biking & snowshoeing nearby at Wellington, Cardigan Mountain State Parks, AMC Cardigan Lodge Looking for options? Visit my Airbnb Host Profile to explore our 3 available cabins: Millmoon A-Frame, Black Dog Cabin, Darkfrost Lodge.

Location · Value · Kitchen

The Conscious Cabin | Getaways + Retreats

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Location · Value · Parking

Quiet and large Squam Lake House. Lake Region

Squam Lake, large family friendly house, 40'x50' deck with great 20'x20' screened-in section, hot tub (seasonal), lots of hiking trails local, great Foliage, Many Lakes Region attractions close. Foosball, corn hole, movie room, games, etc. Mini splits for AC and heat in all bedrooms and common area. Short walk down the road to a shared separate 40' Beach with swim docks and kayaks (5 min walk). Close to many ski mountains and other winter activities. Loon, Waterville, Gunstock, etc.

Outdoor spaces · Value · Hiking

Private Lakefront Family Getaway, Dogs OK

Plan your next NH White Mountain getaway at this private, four-season, lakefront haven with stunning water and mountain views. With 4 bedrooms and 3 bathrooms, The Lookout is ideal for multi-generational groups and comfortably accommodates two families. Enjoy a modern kitchen, sunset views, and our cozy fireplace and firepit. Outdoor enthusiasts will love being lakeside with hiking and skiing nearby. Experience peace and adventure with convenient access to stores. Dogs welcome!

Location · Outdoor spaces · Comfort

Charming Mountain View River Cottage w/ Pvt. Trail

Escape to our secluded cottage, where tranquillity meets adventure, & have access to towns in 10 min. Enjoy mountain views, private hiking/snowshoeing trails & the Pemi River. Unwind by the fireplace & enjoy a book from our library. Spend evenings by the fire pit, relax in the hammock, or swim in the river. Local hiking, skiing, golfing, and fishing spots offer outdoor activities. With HS Wi-Fi & a pet-friendly policy (pet fee $80), your stay is comfortable and convenient!

Value · Outdoor spaces · Family

Squam waterfront 2 bed 2bath (Suite 8)

Make memories at this newly renovated 2 bedroom/2 bathroom suite on Little Squam Lake. Enjoy the 585 feet of lake frontage with beach and complimentary use of canoes, kayaks, standup paddle boards, fire pits, BBQ grills, a swing set and swim raft. A perfect place for your family to enjoy Squam Lake! 2027: 6/26 - 8/28/27 are 7 day rentals with Saturday check-in and Saturday check-out only May, June, September and October have 2 night minimum stay on Friday and Saturdays.

Value · Outdoor spaces · Air conditioning

Lovely home, across from lake, walk to Meredith

Hilltop Lakeview Retreat is a quiet and private modern oasis! Across the street from Lake Waukewan and a short walk to Main St in Meredith, NH, this 4 bedroom 3.5 bath home sleeps 12! Well behaved dogs are allowed with a pet fee. A 3 minute drive gets you to the Meredith town docks and Hesky Park. Stroll through the local shops and visit the restaurants for a culinary delight. Take in the Meredith Sculpture Art Walk, or Weirs Beach is only a 10 min drive.

Outdoor spaces · Location · Check-in

Hidden Kids Room | Kayaks | Fire Pit | Epic views

Relax, recharge, reconnect. Whatever you are looking for from your stay, it would be an honor to host you in The Riverview Haven. Planning a vacation is a big decision but our goal is to do everything we can to create an unforgettable experience with your friends, family, & loved ones. Message us for local event information, trip planning and seasonal discounts! Kayla and Charlie.

Location · Outdoor spaces · River

New Home Discount! Lakefront|Dock|Fireplace|XBox

Lakefront 4BR home in Meredith, NH—perfect for families! Enjoy private lake access, a dock to bring your boat, fireplace, fully stocked kitchen, Xbox, washer/dryer, and a private office. Every bedroom has lake views; 3 open to a waterside deck. Minutes to downtown Meredith and the shops, ice cream, and dining. Relax, play, and make lifelong memories in the NH Lakes Region!

Value · Outdoor spaces · Bathroom

Hale Pau Hana

Hale Pau Hana. Hawaiian for "House of no work". Start your vacation and leave your worries behind. Enjoy this light and airy paradise. Bring the family/friends and enjoy the Hot tub, get warm by the giant fire pit, enjoy a BBQ on the massive deck, relax in the hammocks or just take a short 3 min stroll to the private association beach on the famous Lake Winnipesaukee!

Location · Value · Decor