Holiday rentals near Ossipee Lake Trail
We found 1,553 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:19 Sept - 26 Sept
Image gallery for NH Country Retreat Family Reunions & Weddings
9.89.8 out of 10 rating
Exceptional
(46 reviews)
NH Country Retreat Family Reunions & Weddings
Tamworth, NH
11% off
Price is NZ$4,689
NZ$4,689
NZ$670 per night
includes taxes & fees
Image gallery for Lake House Winnipesaukee - Rustic Luxury Island Property
1010 out of 10 rating
Exceptional
(11 reviews)
Lake House Winnipesaukee - Rustic Luxury Island Property
Gilford, NH
8% off
Price is NZ$13,706
NZ$13,706
NZ$1,958 per night
includes taxes & fees
Image gallery for Dog-Friendly 5 Bedroom Log Cabin with Hot Tub in the Heart of Southern Maine
1010 out of 10 rating
Exceptional
(45 reviews)
Dog-Friendly 5 Bedroom Log Cabin with Hot Tub in the Heart of Southern Maine
Brownfield, ME
8% off
Price is NZ$5,389
NZ$5,389
NZ$770 per night
includes taxes & fees
Image gallery for Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
1010 out of 10 rating
Exceptional
(8 reviews)
Lake Winnipesaukee, Boat Dock, Summer Hot Tub and Game Room
Laconia, NH
8% off
Price is NZ$16,930
NZ$16,930
NZ$2,419 per night
includes taxes & fees
Image gallery for Conway Cozy Getaway Home
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Conway Cozy Getaway Home
North Conway, NH
16% off
Price is NZ$5,158
NZ$5,158
NZ$737 per night
includes taxes & fees
Image gallery for Stunning 5 BR Lakefront Home with Private Gym & Boat House
1010 out of 10 rating
Exceptional
(30 reviews)
Stunning 5 BR Lakefront Home with Private Gym & Boat House
Alton, NH
8% off
Price is NZ$17,975
NZ$17,975
NZ$2,568 per night
includes taxes & fees
Image gallery for Rustic Comfort On A Mountain Lake
1010 out of 10 rating
Exceptional
(14 reviews)
Rustic Comfort On A Mountain Lake
Center Ossipee, NH
9% off
Price is NZ$4,270
NZ$4,270
NZ$610 per night
includes taxes & fees
Image gallery for AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+
9.69.6 out of 10 rating
Exceptional
(5 reviews)
AMAZING LAKEFRONT HOUSE WITH PRIVATE DOCK, PRIVATE BEACH, 4 BEDROOMS, SLEEPS 12+
East Wakefield, NH
8% off
Price is NZ$6,086
NZ$6,086
NZ$869 per night
includes taxes & fees
Image gallery for Cozy Lakeside Retreat
1010 out of 10 rating
Exceptional
(37 reviews)
Cozy Lakeside Retreat
Wolfeboro, NH
6% off
Price is NZ$3,517
NZ$3,517
NZ$502 per night
includes taxes & fees
Image gallery for Private 10BR Estate on 60 Acres, Sleeps 20, Trails, Pond, Chef-Ready Kitchen
1010 out of 10 rating
Exceptional
(7 reviews)
Private 10BR Estate on 60 Acres, Sleeps 20, Trails, Pond, Chef-Ready Kitchen
Center Tuftonboro, NH
18% off
Price is NZ$23,273
NZ$23,273
NZ$3,325 per night
includes taxes & fees
Image gallery for Wicked-Awesome Log Cabin
1010 out of 10 rating
Exceptional
(215 reviews)
Wicked-Awesome Log Cabin
Tamworth, NH
8% off
Price is NZ$5,013
NZ$5,013
NZ$716 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$7,655
NZ$7,655
NZ$1,094 per night
includes taxes & fees
Image gallery for Relax by Lake Winnipesaukee : 2-bedroom cottage, featured by Yankee Magazine.
1010 out of 10 rating
Exceptional
(50 reviews)
Relax by Lake Winnipesaukee : 2-bedroom cottage, featured by Yankee Magazine.
Wolfeboro, NH
8% off
Price is NZ$4,195
NZ$4,195
NZ$599 per night
includes taxes & fees
Image gallery for Kayak, walk or swim to Meredith town center
1010 out of 10 rating
Exceptional
(24 reviews)
Kayak, walk or swim to Meredith town center
Meredith, NH
8% off
Price is NZ$12,518
NZ$12,518
NZ$1,788 per night
includes taxes & fees
Image gallery for Well appointed Townhouse,great location w/lovely mountain view,pool & tennis,A/C
1010 out of 10 rating
Exceptional
(23 reviews)
Well appointed Townhouse,great location w/lovely mountain view,pool & tennis,A/C
North Conway, NH
8% off
Price is NZ$3,604
NZ$3,604
NZ$515 per night
includes taxes & fees
Image gallery for Lake Wentworth Estate: Unobstructed Sunset Views, Private Beach, Fire Pit, Lawn
1010 out of 10 rating
Exceptional
(13 reviews)
Lake Wentworth Estate: Unobstructed Sunset Views, Private Beach, Fire Pit, Lawn
Wolfeboro, NH
12% off
Price is NZ$7,672
NZ$7,672
NZ$1,096 per night
includes taxes & fees
Image gallery for Lake Wentworth - Wolfeboro, New Hampshire
9.69.6 out of 10 rating
Exceptional
(81 reviews)
Lake Wentworth - Wolfeboro, New Hampshire
Wolfeboro, NH
12% off
Price is NZ$6,564
NZ$6,564
NZ$938 per night
includes taxes & fees
Image gallery for Private & Super Spacious, close to downtown N. Conway and ski.
9.49.4 out of 10 rating
Exceptional
(39 reviews)
Private & Super Spacious, close to downtown N. Conway and ski.
Conway, NH
8% off
Price is NZ$5,497
NZ$5,497
NZ$785 per night
includes taxes & fees
Image gallery for Vacation home near golf, skiing, shopping, & Private Beach Club at Lake Ossipee
9.89.8 out of 10 rating
Exceptional
(25 reviews)
Vacation home near golf, skiing, shopping, & Private Beach Club at Lake Ossipee
Freedom, NH
7% off
Price is NZ$2,777
NZ$2,777
NZ$397 per night
includes taxes & fees
Image gallery for Beautiful property with Mountain View & privacy. Near trails, eateries & more!
1010 out of 10 rating
Exceptional
(22 reviews)
Beautiful property with Mountain View & privacy. Near trails, eateries & more!
Center Ossipee, NH
11% off
Price is NZ$4,114
NZ$4,114
NZ$588 per night
includes taxes & fees
Image gallery for Modern rustic lodge set in the White Mountains and minutes from North Conway.
1010 out of 10 rating
Exceptional
(140 reviews)
Modern rustic lodge set in the White Mountains and minutes from North Conway.
Conway, NH
8% off
Price is NZ$5,832
NZ$5,832
NZ$833 per night
includes taxes & fees
Image gallery for Waterfront lake house, Wood stove & Private beach, Solo Bonfire pit
1010 out of 10 rating
Exceptional
(18 reviews)
Waterfront lake house, Wood stove & Private beach, Solo Bonfire pit
Limerick, ME
8% off
Price is NZ$7,488
NZ$7,488
NZ$1,070 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
(9 reviews)
Troy's Cabin in North Conway with Hot Tub
Conway, NH
9% off
Price is NZ$3,252
NZ$3,252
NZ$465 per night
includes taxes & fees
Image gallery for Beautiful Belleau Lake Home with Lake Access!
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Beautiful Belleau Lake Home with Lake Access!
East Wakefield, NH
8% off
Price is NZ$4,655
NZ$4,655
NZ$665 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Ossipee Lake Trail
TREETOP LAKE WINNIPESAUKEE! Sandy beach, swim & kayak, barbeque under the pines
Sleeps 6 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Charming 3-bedroom house with WiFi, AC in delightful Moultonborough
Sleeps 8 · 3 bedrooms · 2 bathrooms
Quaint Ossipee Home Close to the Lake
Sleeps 7 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
DIRECTLY ON THE SACO RIVER. 5500' of Frontage
Sleeps 6 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Cozy Retreat near Ossipee Lake, sleeps 8, pet friendly!
Sleeps 8 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
NH Country Retreat Family Reunions & Weddings
Sleeps 12 · 7 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
46 reviews(46 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