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Webster Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Webster holiday rentals

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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, (227 reviews)
"Great stay"
United States
Anthony
The price is AU$286
includes taxes & fees
15 Nov - 16 Nov
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
A covered porch with a table and chairs, surrounded by a white railing, and hanging flower pots.

2. Hideaway Cottages, Cottage A

Hideaway Cottages, Cottage A
New London
9.6 out of 10, Exceptional, (71 reviews)
"Nice cabin in a very quiet area, yet convenient to New London (which was quite nice).Would definitely go back again."
United States
Brantley W.
The price is AU$311
includes taxes & fees
19 Oct - 20 Oct
Hideaway Cottages, Cottage A
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, (24 reviews)
"Host was extremely welcoming and the place was great."
United States
Chad C.
The price is AU$529
includes taxes & fees
19 Oct - 20 Oct
•   Blaisdel Serenity Retreat Minutes to Lake & Sunapee Area
A cozy living room with wooden walls, a fireplace, a sofa, a coffee table, and two lamps.

4. Hideaway Cottages, Cottage B

Hideaway Cottages, Cottage B
New London
10.0 out of 10, Exceptional, (42 reviews)
"The cottage was very cute, clean, and in a great location. The host is very responsive and ensures everything is as advertised. Would stay again"
United States
Julie S.
The price is AU$325
includes taxes & fees
26 Oct - 27 Oct
Hideaway Cottages, Cottage B
A kitchen with a marble countertop, stainless steel sink, and a black pendant light.

5. Incredible Lake & Mtn Views - Loft Vibes Getaway!

Incredible Lake & Mtn Views - Loft Vibes Getaway!
Tilton
10.0 out of 10, Exceptional, (1 review)
"The location of this was perfect for us. We went to 2 nights of concerts at the pavilion and the drive was very easy. The location to food and activities was also great! The place was exactly as pictured, very clean, and perfect for our needs. The host was phenomenal, communicative, and even helped us out when we arrived with a flat tire! We look forward to making this "our spot" when we come up for concerts in the future!"
United States
Melissa S.
The price is AU$399
includes taxes & fees
11 Nov - 12 Nov
Incredible Lake & Mtn Views - Loft Vibes Getaway!
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

6. SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!

SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
Newbury
9.8 out of 10, Exceptional, (21 reviews)
"Neat place, close to two ski mountains. "
United States
COLLEEN K.
The price is AU$1,548
includes taxes & fees
26 Oct - 27 Oct
SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
A wooden interior with a dining table and chairs, a kitchen area, and large windows.

7. Spectacular Fall Color! 20 Min to Ragged Mtn and Mt. Sunapee | Sleeps 6

Spectacular Fall Color! 20 Min to Ragged Mtn and Mt. Sunapee | Sleeps 6
North Sutton
The price is AU$890
includes taxes & fees
3 Nov - 4 Nov
Spectacular Fall Color! 20 Min to Ragged Mtn and Mt. Sunapee | Sleeps 6
A wooden cabin interior with a dining table, chairs, a sofa, and a TV.

8. A - Farmhouse Apartment on a Cattle Farm

A - Farmhouse Apartment on a Cattle Farm
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 AU$497
includes taxes & fees
22 Oct - 23 Oct
A - Farmhouse Apartment on a Cattle Farm
A compact kitchen with modern appliances, a wooden dining table, and a view through a window.

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

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is AU$486
includes taxes & fees
22 Oct - 23 Oct
Family Friendly, Hot Tub, King Beds Just Renovated
A covered outdoor seating area with a wooden ceiling, large windows, and a view of the forest.

10. “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 AU$1,838
includes taxes & fees
20 Oct - 21 Oct
“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
A narrow kitchen with a stove, white cabinets, and a wooden floor.

11. Cozy Cottage on a Lake, near Gunstock Mountain

Cozy Cottage on a Lake, near Gunstock Mountain
Gilmanton
9.0 out of 10, Wonderful, (8 reviews)
"We had a wonderful time during our stay. The cottage was in a great location, exactly as advertised, and spotlessly clean. The hot tub was great. Can’t think of a single thing we’d change. Would love to come back again during the summer months."
United States
Dawn P.
The price is AU$558
includes taxes & fees
21 Oct - 22 Oct
Cozy Cottage on a Lake, near Gunstock Mountain
A wooden cabin with multiple windows and a balcony, surrounded by trees.

12. 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 AU$702
includes taxes & fees
15 Nov - 16 Nov
Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a hanging light fixture.

13. Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee

Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
Sunapee
10.0 out of 10, Exceptional, (58 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
The price is AU$619
includes taxes & fees
1 Nov - 2 Nov
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
A covered outdoor seating area with a wooden ceiling, large windows, and a view of the forest.

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

“Big Red” @ New London/Sunapee - Overflow Unit
New London
The price is AU$2,041
includes taxes & fees
19 Oct - 20 Oct
“Big Red” @ New London/Sunapee - Overflow Unit
A cozy living room with a large sectional sofa, a wooden coffee table, and a view of trees through a window.

15. Brook Road Cabin

Brook Road Cabin
Goshen
9.6 out of 10, Exceptional, (18 reviews)
"Would go back!"
United States
Elizabeth C.
The price is AU$450
includes taxes & fees
22 Oct - 23 Oct
Brook Road Cabin
A spacious living room with a fireplace, large windows, and a cozy seating area.

16. @SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
Sunapee
10.0 out of 10, Exceptional, (27 reviews)
"The perfect winter stay for our family! Perfect location, close to Mount Sunapee. Gorgeous views and home. Host was extremely welcoming and responsive, and the whole stay was easy."
United States
Amanda R.
The price is AU$838
includes taxes & fees
5 Nov - 6 Nov
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
A wooden house with a hot tub, outdoor seating, and string lights.

17. 3 Bedroom Chalet with Hot tub on 3 private acre in the foothills of White Mnts

3 Bedroom Chalet with Hot tub on 3 private acre in the foothills of White Mnts
Alexandria
10.0 out of 10, Exceptional, (1 review)
"Lovely house. Clean, bed were comfortable. We came for a wedding so we didn’t do much local except wedding activities, but foliage was starting to turn. Lovely to sit on the porch and in the hot tub!"
United States
Gretchen B.
The price is AU$634
includes taxes & fees
27 Oct - 28 Oct
3 Bedroom Chalet with Hot tub on 3 private acre in the foothills of White Mnts
A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

18. Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.4 out of 10, Good, (10 reviews)
"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"
United States
Jill
The price is AU$428
includes taxes & fees
18 Oct - 19 Oct
Brook Road Cabin
A cozy room with a hammock, wicker furniture, and a view of a lush garden.

19. Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Gilmanton
9.8 out of 10, Exceptional, (45 reviews)
"Lovely stay in a quiet area. The hot tub was great to unwind in after hiking in the area!"
United States
Cristofer V.
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
A yellow building with a porch and a sign that reads "Brook Road Inn."

20. Brook Road Condo

Brook Road Condo
Goshen
8.8 out of 10, Excellent, (15 reviews)
"Nice place for a mountain stay"
United States
Meghan B.
The price is AU$450
includes taxes & fees
8 Nov - 9 Nov
Brook Road Condo
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

Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

10/10 Excellent
"Excellent hotel. No issues. Highly recommend!"
Robin 2-night trip
Posted 8 hours ago
Hampton Inn by Hilton Concord/Bow

Find out more about Webster

Everything you need to know about Webster holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Webster holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Webster holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Webster holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Webster. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Webster holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Webster holiday rentals we have selected for you start as low as AU$286 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Webster rentals

At Expedia, we put the best Webster holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Webster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Webster holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Webster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Mountainside Estate. Private Indoor Pool, near Ragged Mtn. & Sunapee, sleeps 28: This holiday home rental outside of Webster is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 12 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Winslow State Park and Leonard State Wildlife Management Area.

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.