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Long Island Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Long Island holiday rentals

Mountain view

1. Cold Spring Plymouth Resort

Cold Spring Plymouth Resort
3.5 star property
Ashland
9.2 out of 10, Wonderful, (265 reviews)
"Had a great weekend stay."
United States
Armand
The price is HK$1,093
HK$1,186 total
includes taxes & fees
17 Sept - 18 Sept
Cold Spring Plymouth Resort
Interior

2. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (2 reviews)
"We’ll kept "
United States
Denise
The price is HK$1,663
HK$3,627 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Tuftonboro Escape: Steps to Private Beaches!
Private kitchen

3. 9 Lake Street

9 Lake Street
3.0 star property
Wolfeboro
10.0 out of 10, Exceptional, (1 review)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is HK$1,796
HK$2,830 total
includes taxes & fees
4 Oct - 5 Oct
9 Lake Street
Interior

4. Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
Laconia
10.0 out of 10, Exceptional, (30 reviews)
"Easy process and great location"
United States
Daniel
The price is HK$1,200
HK$2,715 total
includes taxes & fees
21 Sept - 22 Sept
Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain
Outdoor dining

5. Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (20 reviews)
"We had the best time here, would 100% go back. Very quiet and relaxing and the hosts were great."
United States
The F.
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Smart TV, fireplace, books

6. Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain

Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
Moultonborough
9.8 out of 10, Exceptional, (103 reviews)
"Great location, very quiet and relaxing"
United States
Thiago S.
The price is HK$5,099
HK$7,780 total
includes taxes & fees
12 Oct - 13 Oct
Pet friendly, private sandy beach/dock, Spectacular Winnipesaukee Lake/Mountain
Sun-loungers, beach towels

7. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.8 out of 10, Exceptional, (33 reviews)
"Perfect property for us right across from the lake Very well decorated and clean The owner was very attentive and answered every question I had! Will definitely be staying there again"
United States
Richard
The price is HK$902
HK$1,924 total
includes taxes & fees
5 Oct - 6 Oct
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Dining

8. Spacious Lakes Region Retreat—Game Room & Gazebo

Spacious Lakes Region Retreat—Game Room & Gazebo
Meredith
9.6 out of 10, Exceptional, (10 reviews)
"House was immaculate with all the amenities we needed. Beautiful home."
United States
Bernadette M.
The price is HK$4,167
HK$9,058 total
includes taxes & fees
21 Sept - 22 Sept
Spacious Lakes Region Retreat—Game Room & Gazebo
Outdoor dining

9. Experience Winter at Gunstock Ski Resorts and Relax in the Scenic Lake Region.

Experience Winter at Gunstock Ski Resorts and Relax in the Scenic Lake Region.
Gilford
9.8 out of 10, Exceptional, (49 reviews)
"Fun house to stay at with a great game room"
United States
Anthony W.
The price is HK$2,510
HK$5,158 total
includes taxes & fees
21 Sept - 22 Sept
Experience Winter at Gunstock Ski Resorts and Relax in the Scenic Lake Region.
Dining

10. Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains
Gilford
10.0 out of 10, Exceptional, (47 reviews)
"Cute and comfortable. The host communicated well and had all the essentials available. We enjoyed our stay."
United States
Julie W.
The price is HK$1,363
HK$3,470 total
includes taxes & fees
17 Sept - 18 Sept
Cozy, Pet-Friendly Escape Near Lake & Mountains
View from property

11. Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home

Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Meredith
10.0 out of 10, Exceptional, (176 reviews)
"We loved our stay. Very clean and in a great location in Meredith."
United States
Rebecca R.
The price is HK$1,600
HK$2,919 total
includes taxes & fees
21 Sept - 22 Sept
Meredith Bay - Brand New 2nd and 3rd floor Apartment in Private Home
Exterior

12. Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct

Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
Gilford
9.8 out of 10, Exceptional, (23 reviews)
"This house was great!!! Plenty of space, clean & owner is very responsive!! We stayed for a concert at the pavilion & the distance was perfect. Wish we were staying longer!"
United States
Marie S.
The price is HK$2,322
HK$5,405 total
includes taxes & fees
23 Sept - 24 Sept
Lake Winnipesaukee & Gunstock · Sleeps 14 · Fire Pit · Hot Tub from Oct
Marina

13. 2 Bdrm Condo walking distance to Weirs Beach and much more!!

2 Bdrm Condo walking distance to Weirs Beach and much more!!
Weirs Beach
9.6 out of 10, Exceptional, (60 reviews)
"Great location, easy and smooth stay!"
United States
Aimee M.
The price is HK$1,079
HK$2,667 total
includes taxes & fees
18 Sept - 19 Sept
2 Bdrm Condo walking distance to Weirs Beach and much more!!
Interior

14. Lake Winni Waterfront Condo

Lake Winni Waterfront Condo
Gilford
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot! Walked to the Bank of NH venue for concert. Lake is beautiful. Beds are comfortable. Places adorable everything you need."
United States
Julie Larrivee P.
The price is HK$1,495
HK$2,849 total
includes taxes & fees
17 Sept - 18 Sept
Lake Winni Waterfront Condo
Outdoor dining

15. great location weirs beach area rental 1 mile from weirs beach

great location weirs beach area rental 1 mile from weirs beach
Weirs Beach
9.6 out of 10, Exceptional, (43 reviews)
"Great location, enjoyed the stay……."
United States
Gary G.
The price is HK$2,111
HK$2,588 total
includes taxes & fees
17 Sept - 18 Sept
great location weirs beach area rental 1 mile from weirs beach
Marina

16. Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!

Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!
Weirs Beach
9.6 out of 10, Exceptional, (77 reviews)
"Nice clean place. Easy to get in and out. 10 minute drive to Bank of New Hampshire Pavillion."
United States
Kevin G.
The price is HK$1,079
HK$2,667 total
includes taxes & fees
17 Sept - 18 Sept
Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!
Exterior

17. Meredith Bay - Brand New 1st Floor Apartment In Private Home

Meredith Bay - Brand New 1st Floor Apartment In Private Home
Meredith
10.0 out of 10, Exceptional, (53 reviews)
"The apartment was very comfortable and just as pictured. We had a wonderful stay! It’s a great location for walking in Meredith and an easy drive to ski at Gunstock. "
United States
Karen O.
The price is HK$1,624
HK$2,945 total
includes taxes & fees
22 Sept - 23 Sept
Meredith Bay - Brand New 1st Floor Apartment In Private Home
Terrace/patio

18. Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
The price is HK$1,887
HK$2,345 total
includes taxes & fees
17 Sept - 18 Sept
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
Exterior

19. Cedar Lodge condo with mountain & lake Winnipesauke views!

Cedar Lodge condo with mountain & lake Winnipesauke views!
Weirs Beach
9.2 out of 10, Wonderful, (57 reviews)
"The room was adequate. Clean but not superclean!"
United States
Walter
The price is HK$863
HK$1,916 total
includes taxes & fees
17 Sept - 18 Sept
Cedar Lodge condo with mountain & lake Winnipesauke views!
Smart TV, fireplace, ping pong

20. Gunstock Chalet - 4BR, Skiing, Concerts, Hiking, & Fall Foliage

Gunstock Chalet - 4BR, Skiing, Concerts, Hiking, & Fall Foliage
Gilford
10.0 out of 10, Exceptional, (3 reviews)
"Very clean, well represented on site. Check-in process was very easy and smooth.Definitely on our list for future stays."
United States
Brian B.
The price is HK$1,998
HK$4,509 total
includes taxes & fees
22 Sept - 23 Sept
Gunstock Chalet - 4BR, Skiing, Concerts, Hiking, & Fall Foliage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Long Island Hotel Reviews

Best Western Plymouth Inn-White Mountains

Best Western Plymouth Inn-White Mountains

10/10 Excellent
"Breakfast very good"
Luis 1-night trip
Posted 2 hours ago
Best Western Plymouth Inn-White Mountains

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