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Webster Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Webster holiday rentals

1. Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
2.5 star property
Epsom
9.6 out of 10, Exceptional, (217 reviews)
"Great stay"
United States
Anthony
The price is HK$1,192
HK$1,634 total
includes taxes & fees
25 Oct - 26 Oct
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
A spacious room with wooden floors, a sofa, a desk, and a chair.

2. Cabin in the Woods

Cabin in the Woods
Franklin
8.4 out of 10, Very good, (16 reviews)
"Great cozy cabin! Terrific fire pit and nice wood grain"
United States
Tyler P.
The price is HK$1,537
HK$2,127 total
includes taxes & fees
27 Sept - 28 Sept
Cabin in the Woods
A stone fireplace with a clock above it, a television mounted on the wall, and a wooden door.

3. •   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area

•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
Sutton
10.0 out of 10, Exceptional, (22 reviews)
"Host was extremely welcoming and the place was great."
United States
Chad C.
The price is HK$1,412
HK$3,208 total
includes taxes & fees
27 Sept - 28 Sept
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
A covered outdoor seating area with a wooden ceiling, large windows, and a view of the forest.

4. “Big Red” @ New London/Sunapee | Lake-Ski-Wellness

“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
New London
10.0 out of 10, Exceptional, (15 reviews)
"The home has everything you could need. It’s clean, beautiful and spacious. We loved our stay and would highly recommend to others. The host was so accommodating and responsive!"
United States
Heidi H.
The price is HK$2,823
HK$10,790 total
includes taxes & fees
30 Sept - 1 Oct
“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
A wooden cabin interior with a dining table, chairs, a sofa, and a TV.

5. Farmhouse Apartment on a Highland Cattle Farm - A

Farmhouse Apartment on a Highland Cattle Farm - A
Loudon
10.0 out of 10, Exceptional, (5 reviews)
"We loved our stay the house had everything we needed. Seeing all the farm animals was amazing. We would love to come back for a longer stay. "
United States
kimberly S.
The price is HK$1,598
HK$2,670 total
includes taxes & fees
29 Sept - 30 Sept
Farmhouse Apartment on a Highland Cattle Farm - A
A dining room with a wooden table and chairs, a chandelier, and a vase with dried flowers.

6. My Sisters Place | Sleeps 6 • Piano & Pool Table

My Sisters Place | Sleeps 6 • Piano & Pool Table
Concord
The price is HK$911
HK$2,502 total
includes taxes & fees
12 Oct - 13 Oct
My Sisters Place | Sleeps 6 • Piano & Pool Table
A cozy living room with wooden walls, a fireplace, a sofa, a coffee table, and two lamps.

7. Hideaway Cottages, Cottage B

Hideaway Cottages, Cottage B
New London
10.0 out of 10, Exceptional, (41 reviews)
"Character-filled old NH cabin nicely located on beautiful setting close to amenities"
United States
Brian
The price is HK$1,278
HK$1,948 total
includes taxes & fees
28 Sept - 29 Sept
Hideaway Cottages, Cottage B
A deck with two wicker chairs, a table, and a view of a lake.

8. Gorgeous Waterfront Condo with Lake Access & Views

Gorgeous Waterfront Condo with Lake Access & Views
Tilton
9.8 out of 10, Exceptional, (50 reviews)
"Lake View is beautiful and unobstructed inside very clean and inviting keurig and regular coffee maker. Very nice place wish we could’ve stayed longer."
United States
Catherine
The price is HK$1,047
HK$2,642 total
includes taxes & fees
27 Sept - 28 Sept
Gorgeous Waterfront Condo with Lake Access & Views
A kitchen with a wooden countertop, four white bar stools, a black refrigerator, and a window with a view of trees.

9. Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee

Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee
Newbury
10.0 out of 10, Exceptional, (19 reviews)
"Nice and clean"
United States
Ludwin
The price is HK$4,706
HK$8,748 total
includes taxes & fees
4 Oct - 5 Oct
Private Family Friendly Ski&Lake Getaway on 2 acres. Short walk to Lake Sunapee
A modern kitchen with a central island, bar stools, and a fireplace.

10. King Hill Cottage by Sunapee Stays - Fireplace, Kids Nook, Mount Sunapee

King Hill Cottage by Sunapee Stays - Fireplace, Kids Nook, Mount Sunapee
New London
10.0 out of 10, Exceptional, (108 reviews)
"Lovely home. Very clean and nicely renovated. Will stay again when back in the area!"
United States
Cheryl S.
The price is HK$2,470
HK$5,250 total
includes taxes & fees
30 Sept - 1 Oct
King Hill Cottage by Sunapee Stays - Fireplace, Kids Nook, Mount Sunapee
A house surrounded by trees and a stone wall.

11. Lakes Region Family Getaway& Pet Friendly

Lakes Region Family Getaway& Pet Friendly
Belmont
The price is HK$2,823
HK$3,480 total
includes taxes & fees
28 Sept - 29 Sept
Lakes Region Family Getaway& Pet Friendly
A room with a white staircase, a window with curtains, and a tiled floor.

12. Family Friendly, Hot Tub, King Beds Just Renovated

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is HK$1,405
HK$2,426 total
includes taxes & fees
29 Sept - 30 Sept
Family Friendly, Hot Tub, King Beds Just Renovated
A deck with wicker furniture, a table, and a view of a lake and trees.

13. Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!

Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!
Belmont
10.0 out of 10, Exceptional, (24 reviews)
"Great communication with host, everything was perfect. Perfect house for a family great location!! Hoping to get back for the summer and enjoy the lake! "
United States
Elizabeth K.
Lakefront Bliss, Private Dock & Cozy Year-Round Retreat!
A spacious living room with a large sectional sofa, a glass coffee table, and a high ceiling with exposed wooden beams.

14. "Big Sky" Retreat Atop Sunapee / Ski + Lake Life

"Big Sky" Retreat Atop Sunapee / Ski + Lake Life
Newbury
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful house in a nice location. Close to the lake, ski area and hiking. It was the perfect space to have a mini reunion with some friends."
United States
William B.
The price is HK$3,020
HK$8,221 total
includes taxes & fees
28 Sept - 29 Sept
"Big Sky" Retreat Atop Sunapee / Ski + Lake Life
A wooden cabin with multiple windows and a balcony, surrounded by trees.

15. Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee

Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
Newbury
10.0 out of 10, Exceptional, (32 reviews)
"The Treehouse provided an excellent retreat. Beautiful property and excellent hosts. "
United States
T G.
The price is HK$3,576
HK$5,395 total
includes taxes & fees
24 Oct - 25 Oct
Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
A covered porch with a table and chairs, surrounded by a white railing, and hanging flower pots.

16. Hideaway Cottages, Cottage A

Hideaway Cottages, Cottage A
New London
9.6 out of 10, Exceptional, (71 reviews)
"Clean, comfy …… great night’s stay."
United States
Vicki and Bill M.
The price is HK$1,179
HK$1,824 total
includes taxes & fees
28 Sept - 29 Sept
Hideaway Cottages, Cottage A
A covered outdoor seating area with a wooden ceiling, large windows, and a view of the forest.

17. “Big Red” @ New London/Sunapee - Overflow Unit

“Big Red” @ New London/Sunapee - Overflow Unit
New London
The price is HK$2,721
HK$11,879 total
includes taxes & fees
28 Sept - 29 Sept
“Big Red” @ New London/Sunapee - Overflow Unit
A forested area with a gravel path leading to a cabin with a metal roof and a wooden deck.

18. Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Newbury
10.0 out of 10, Exceptional, (26 reviews)
"The place was clean and very comfortable"
United States
Pam D.
The price is HK$1,482
HK$3,829 total
includes taxes & fees
29 Sept - 30 Sept
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
A living room with a view of a lake, featuring a leather sofa, a black armchair, and wicker chairs.

19. 4BR Dog Friendly Lakefront | Private Dock, Fireplace, Sleeps 8, Near Gunstock

4BR Dog Friendly Lakefront | Private Dock, Fireplace, Sleeps 8, Near Gunstock
Gilmanton
10.0 out of 10, Exceptional, (9 reviews)
"Incredible place, host was extremely thoughtful in providing extras for guests that was appreciated. Has everything you need and more. Highly recommend."
United States
Conor N.
The price is HK$3,529
HK$6,731 total
includes taxes & fees
15 Oct - 16 Oct
4BR Dog Friendly Lakefront | Private Dock, Fireplace, Sleeps 8, Near Gunstock
A kitchen with wooden cabinets, a black countertop, and a coffee maker.

20. Sunapee Ski & Lake 3bd 2bath family friendly private patio hot tub 1 min to Mtn

Sunapee Ski & Lake 3bd 2bath family friendly private patio hot tub 1 min to Mtn
Newbury
The price is HK$4,517
HK$7,786 total
includes taxes & fees
27 Sept - 28 Sept
Sunapee Ski & Lake 3bd 2bath family friendly private patio hot tub 1 min to Mtn
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 Webster Hotel Reviews

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"The cabin was great. The only issue I did have was heating. At time cool air was blown when I had the heat on high. Otherwise great over all"
Irina 1-night trip
Posted 18 hours ago
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Find out more about Webster

Search for holiday rentals in Webster on Expedia! You can easily find your home rentals, villas, holiday apartments in Webster using one of the methods below:

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Look no further and take a look at our great range of rental properties in Webster!

Frequently asked questions

Can I find a holiday rental in Webster?

Yes, there are holiday rentals close to the most popular sights in Webster, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Webster has to offer?

Winnisquam Lakeside Funky Ski Chalet w-Sandy Beach & Boat Docks: This holiday home rental outside of Webster is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in Webster?

Lake Winnepocket and Knight Meadow Marsh Wildlife Management Area are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Leonard Wildlife Management Area and Winslow State Park.

What’s a holiday rental in Webster like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Webster. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.