Holiday rentals near Ossipee Lake Trail
We found holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Ossipee Lake Trail, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Ossipee Lake Trail
Showing deals for:18 Jul - 25 Jul
Image gallery for Cozy Bear Cabin - 10 minutes from Cranmore and Attitash mountains
1010 out of 10 rating
Exceptional
(21 reviews)
Cozy Bear Cabin - 10 minutes from Cranmore and Attitash mountains
North Conway, NH
8% off
Price is NZ$6,725
NZ$6,725
NZ$961 per night
includes taxes & fees
Image gallery for Boaters delight! Private dock, on water in Balmoral, Lake Winnipesaukee
1010 out of 10 rating
Exceptional
(8 reviews)
Boaters delight! Private dock, on water in Balmoral, Lake Winnipesaukee
Moultonborough, NH
8% off
Price is NZ$7,882
NZ$7,882
NZ$1,126 per night
includes taxes & fees
Image gallery for Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
9.89.8 out of 10 rating
Exceptional
(157 reviews)
Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room
Center Conway, NH
8% off
Price is NZ$4,118
NZ$4,118
NZ$588 per night
includes taxes & fees
Image gallery for North Conway Home with Hot tub on Deck, Arcade, Billiards, PingPong, Music Room
1010 out of 10 rating
Exceptional
(18 reviews)
North Conway Home with Hot tub on Deck, Arcade, Billiards, PingPong, Music Room
North Conway, NH
8% off
Price is NZ$6,402
NZ$6,402
NZ$915 per night
includes taxes & fees
Image gallery for Troy's Cabin in North Conway with Hot Tub
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Troy's Cabin in North Conway with Hot Tub
Conway, NH
10% off
Price is NZ$4,381
NZ$4,381
NZ$626 per night
includes taxes & fees
Image gallery for Beautiful Lake House
1010 out of 10 rating
Exceptional
(8 reviews)
Beautiful Lake House
Limerick, ME
8% off
Price is NZ$5,813
NZ$5,813
NZ$830 per night
includes taxes & fees
Image gallery for ʕ•ᴥ•ʔ Mountain views, minutes to beaches, family friendly, close to N Conway.
1010 out of 10 rating
Exceptional
(18 reviews)
ʕ•ᴥ•ʔ Mountain views, minutes to beaches, family friendly, close to N Conway.
Madison, NH
8% off
Price is NZ$3,945
NZ$3,945
NZ$564 per night
includes taxes & fees
Image gallery for Summer Cabin: Nearby Lakes, Dog Friendly & Private Hot Tub
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Summer Cabin: Nearby Lakes, Dog Friendly & Private Hot Tub
Tamworth, NH
8% off
Price is NZ$5,896
NZ$5,896
NZ$842 per night
includes taxes & fees
Image gallery for Downtown Wolfeboro! Walk to the lake, restaurants and park
9.29.2 out of 10 rating
Wonderful
(11 reviews)
Downtown Wolfeboro! Walk to the lake, restaurants and park
Wolfeboro, NH
8% off
Price is NZ$4,565
NZ$4,565
NZ$652 per night
includes taxes & fees
Image gallery for Classic Quiet Conway Neighborhood Newly Remodeled!
1010 out of 10 rating
Exceptional
(40 reviews)
Classic Quiet Conway Neighborhood Newly Remodeled!
Conway, NH
8% off
Price is NZ$2,948
NZ$2,948
NZ$421 per night
includes taxes & fees
Image gallery for Renovated Modern Chalet - Swim, Hike, Bike, Fish, Ski, Skate, Shop, Dine, Relax!
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Renovated Modern Chalet - Swim, Hike, Bike, Fish, Ski, Skate, Shop, Dine, Relax!
Madison, NH
8% off
Price is NZ$5,555
NZ$5,555
NZ$794 per night
includes taxes & fees
Image gallery for Inviting Winnipesaukee Cottage ~ Sandy Beach, Great Location, Dock for Boat
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Inviting Winnipesaukee Cottage ~ Sandy Beach, Great Location, Dock for Boat
Moultonborough, NH
8% off
Price is NZ$5,086
NZ$5,086
NZ$727 per night
includes taxes & fees
Image gallery for Cabin by the Woods - Next to Whiteface Hollow Wedding Venue
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Cabin by the Woods - Next to Whiteface Hollow Wedding Venue
Tamworth, NH
12% off
Price is NZ$3,807
NZ$3,807
NZ$544 per night
includes taxes & fees
Image gallery for Madison Cottage, 2 Bedroom,
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Madison Cottage, 2 Bedroom,
Madison, NH
8% off
Price is NZ$2,090
NZ$2,090
NZ$299 per night
includes taxes & fees
Image gallery for Million dollar view! Pool! Weirs Beach! Summer Concerts!
9.29.2 out of 10 rating
Wonderful
(17 reviews)
Million dollar view! Pool! Weirs Beach! Summer Concerts!
Laconia, NH
8% off
Price is NZ$3,589
NZ$3,589
NZ$513 per night
includes taxes & fees
Image gallery for White Mountains Chalet
1010 out of 10 rating
Exceptional
(18 reviews)
White Mountains Chalet
West Ossipee, NH
8% off
Price is NZ$5,457
NZ$5,457
NZ$780 per night
includes taxes & fees
Image gallery for Walk to Settlers Green Shopping Outlet
9.69.6 out of 10 rating
Exceptional
(69 reviews)
Walk to Settlers Green Shopping Outlet
North Conway, NH
8% off
Price is NZ$3,012
NZ$3,012
NZ$430 per night
includes taxes & fees
Image gallery for Cute romantic studio
1010 out of 10 rating
Exceptional
(31 reviews)
Cute romantic studio
Moultonborough, NH
8% off
Price is NZ$2,172
NZ$2,172
NZ$310 per night
includes taxes & fees
Image gallery for Breathtaking views! Kitchen! King bed! Summer Concerts!
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Breathtaking views! Kitchen! King bed! Summer Concerts!
Laconia, NH
8% off
Price is NZ$3,872
NZ$3,872
NZ$553 per night
includes taxes & fees
Image gallery for Lakewood Exclusive Camping
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Lakewood Exclusive Camping
Acton, ME
8% off
Price is NZ$1,332
NZ$1,332
NZ$190 per night
includes taxes & fees
Image gallery for House by a babbling brook Conway ski areas
8.88.8 out of 10 rating
Excellent
(98 reviews)
House by a babbling brook Conway ski areas
Conway, NH
10% off
Price is NZ$2,166
NZ$2,166
NZ$309 per night
includes taxes & fees
Image gallery for Lakes Region! Historic 200+ Year Old Beautiful Cape 1 mi from Squam Town Beach
9.89.8 out of 10 rating
Exceptional
(15 reviews)
Lakes Region! Historic 200+ Year Old Beautiful Cape 1 mi from Squam Town Beach
Sandwich, NH
8% off
Price is NZ$3,161
NZ$3,161
NZ$452 per night
includes taxes & fees
Image gallery for Mountain Valley Home - Firepit +Views
1010 out of 10 rating
Exceptional
(5 reviews)
Mountain Valley Home - Firepit +Views
Center Conway, NH
8% off
Price is NZ$8,738
NZ$8,738
NZ$1,248 per night
includes taxes & fees
Image gallery for Lovely 3 BRs condo w/ free parking & S. Pool
9.09.0 out of 10 rating
Wonderful
(10 reviews)
Lovely 3 BRs condo w/ free parking & S. Pool
Laconia, NH
8% off
Price is NZ$7,321
NZ$7,321
NZ$1,046 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Ossipee Lake Trail
Spacious 5-Acre Home Near Gunstock Mountain & Lake Winnipesaukee
Sleeps 10 · 5 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Wicked-Awesome Log Cabin
Sleeps 9 · 5 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
214 reviews(214 reviews)
Newly renovated Dog-friendly Lakefront Getaway with Fenced in back yard
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Mountain Lake House - summer fun at the lake and outdoor activities year round!
Sleeps 12 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
New Hampshire Vacation Rental - Walk to Beach!
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Family Friendly Rustic Newly Renovated Cabin Abutting The White Lake State Park.
Sleeps 6 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
245 reviews(245 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value