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Webster Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Webster vacation rentals

View from property

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, (250 reviews)
"Great property we loved the cabin the view was beautiful and the amenities were very nice addition."
United States
Corneal
The price is CA $181
CA $258 total
includes taxes & fees
Dec 14 - Dec 15
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Exterior

2. Stone Haven "Tent Cabin" with a cast iron fire pit in Canterbury, NH.

Stone Haven "Tent Cabin" with a cast iron fire pit in Canterbury, NH.
Canterbury
10.0 out of 10, Exceptional, (1 review)
"A beautiful little slice of heaven! I was able to give my 3 year old her first "camping" experience in a safe and cozy location. The host was awesome and very helpful and accommodating. 10/10 wouls absolutely go back"
United States
Amanda M.
The price is CA $214
CA $251 total
includes taxes & fees
Nov 15 - Nov 16
Stone Haven "Tent Cabin" with a cast iron fire pit in Canterbury, NH.
A white wooden TV stand with a flat-screen TV, a decorative item, and a small white box.

3. New, Clean, Downtown Getaway!

New, Clean, Downtown Getaway!
Concord
9.0 out of 10, Wonderful, (11 reviews)
"Quiet location with great walkable small town feel!"
United States
Kerry L.
The price is CA $161
CA $240 total
includes taxes & fees
Nov 16 - Nov 17
New, Clean, Downtown Getaway!
A covered porch with a table and chairs, surrounded by a white railing, and hanging flower pots.

4. Hideaway Cottages, Cottage A

Hideaway Cottages, Cottage A
New London
9.6 out of 10, Exceptional, (77 reviews)
"Beautiful and private location!"
United States
Ernestine B G.
The price is CA $193
CA $291 total
includes taxes & fees
Nov 15 - Nov 16
Hideaway Cottages, Cottage A
A cozy living room with wooden walls, a fireplace, a sofa, a coffee table, and two lamps.

5. Hideaway Cottages, Cottage B

Hideaway Cottages, Cottage B
New London
10.0 out of 10, Exceptional, (44 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 CA $193
CA $294 total
includes taxes & fees
Nov 16 - Nov 17
Hideaway Cottages, Cottage B
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 CA $204
CA $1,498 total
includes taxes & fees
Nov 23 - Nov 24
SUNAPEE RETREAT AT ENCHANTED FOREST - BRING KIDS - NEAR LAKE AND MOUNTAIN!
A modern kitchen with stainless steel appliances, a built-in oven, a microwave, a sink, and a countertop with a blender.

7. 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 CA $159
CA $379 total
includes taxes & fees
Nov 16 - Nov 17
Incredible Lake & Mtn Views - Loft Vibes Getaway!
Our Sign

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 CA $332
CA $511 total
includes taxes & fees
Dec 14 - Dec 15
A - Farmhouse Apartment on a Cattle Farm
A room with a wooden floor, white walls, a white door, and a window with a view of a balcony and trees.

9. The Barn - Lake View and Pet Friendly

The Barn - Lake View and Pet Friendly
Pittsfield
6.0 out of 10, (1 review)
"It was peaceful and quiet, nice water view from the picture window , whole place was nice sized, Nice sized kitchen downstairs and office room, The main bathroom upstairs was nice and balcony was very nice, However the strong smell of animal urin all upstairs in the living room/bedroom was overwhelming, We brought our own lysol wipes to wipe everything down and used our Febreeze air spray to try to clean the smell upstairs , the little sofa looked stained and smelled, We sprayed it with...
United States
Joseph G.
The price is CA $225
CA $262 total
includes taxes & fees
Nov 15 - Nov 16
The Barn - Lake View and Pet Friendly
A cozy living room with leather sofas, a fireplace, and a large painting on the wall.

10. Farm Adventure | Animals + Fire Pit | Lakes Region

Farm Adventure | Animals + Fire Pit | Lakes Region
Gilmanton
8.0 out of 10, Very good, (2 reviews)
"We really enjoyed our stay in the working farm apt. The spa bathroom was spacious and beautiful, the kitchen cozy and the farm animals were so chill and sweet. The king size bed was comfortable. Communication w Patti was almost immediate. The farm workers were lovely to chat with. We appreciated they allowed our 80 lb dog. She's not allowed on furniture so a good traveler.I would like to suggest a sponge, drying rack and towels in the kitchen. We did have to clean a few things before using...
United States
Kathy B.
The price is CA $165
CA $579 total
includes taxes & fees
Nov 22 - Nov 23
Farm Adventure | Animals + Fire Pit | Lakes Region
A room with a wooden staircase, a sofa with a 'together' pillow, a small table, and a lamp.

11. 10 Min Walk to Lake w/Private HOT TUB & patio!

10 Min Walk to Lake w/Private HOT TUB & patio!
Laconia
8.0 out of 10, Very good, (1 review)
"Visited family and had a great time Hot tub was great, thank you."
United States
Susan B.
The price is CA $178
CA $418 total
includes taxes & fees
Nov 15 - Nov 16
10 Min Walk to Lake w/Private HOT TUB & patio!
A large wooden house with multiple levels, a balcony, and a staircase leading to the entrance.

12. 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 CA $382
CA $955 total
includes taxes & fees
Nov 30 - Dec 1
Spectacular Fall Color! 20 Min to Ragged Mtn and Mt. Sunapee | Sleeps 6
A wooden deck with a sofa, chairs, and a table.

13. “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 CA $502
CA $1,764 total
includes taxes & fees
Nov 24 - Nov 25
“Big Red” @ New London/Sunapee | Lake-Ski-Wellness
A hot tub with a view of an outdoor area with trees and a wooden structure.

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

Family Friendly, Hot Tub, King Beds Just Renovated
Hillsborough
The price is CA $294
CA $456 total
includes taxes & fees
Nov 17 - Nov 18
Family Friendly, Hot Tub, King Beds Just Renovated
A narrow kitchen with a stove, white cabinets, and a wooden floor.

15. 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 CA $255
CA $560 total
includes taxes & fees
Dec 14 - Dec 15
Cozy Cottage on a Lake, near Gunstock Mountain
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a hanging light fixture.

16. 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, (59 reviews)
"Wonderful place to stay for our trip. Great location and the house was nicely updated. "
United States
Andrew W.
The price is CA $309
CA $681 total
includes taxes & fees
Nov 16 - Nov 17
Soonipi Casa by Sunapee Stays Peekaboo views of Mount Sunapee
A wooden cabin with multiple windows and a balcony, surrounded by trees.

17. 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)
"Great experience and an amazing property"
United States
Tim D.
The price is CA $395
CA $739 total
includes taxes & fees
Nov 15 - Nov 16
Tiffany Hill Treehouse by Sunapee Stays | Fireplace + Deck + Mount Sunapee
A wooden deck with a table and chairs, surrounded by a wooden fence and trees.

18. 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 CA $269
CA $472 total
includes taxes & fees
Nov 19 - Nov 20
Brook Road Cabin
A wooden house with a hot tub, outdoor seating, and string lights.

19. 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 CA $317
CA $707 total
includes taxes & fees
Nov 17 - Nov 18
3 Bedroom Chalet with Hot tub on 3 private acre in the foothills of White Mnts
A wooden cabin with a snow-covered roof, a window, and a door.

20. 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 CA $262
CA $426 total
includes taxes & fees
Nov 15 - Nov 16
Brook Road Cabin
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

Steele Hill Resorts

Steele Hill Resorts

8/10 Good
"The pool was very nice"
Wanda 3-night trip
Posted 3 hours ago
Steele Hill Resorts

Find out more about Webster

Everything you need to know about Webster vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Webster vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Webster vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Webster vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Webster vacation rentals we have selected for you start as low as CA $258 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Webster rentals

At Expedia, we put the best Webster vacation 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 vacation.

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 vacation rental in Webster?

Yes, you can find vacation rentals close to popular local attractions in Webster, or you can select a more secluded option if you want a relaxing place to stay.

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

Mountainside Estate. Private Indoor Pool, near Ragged Mtn. & Sunapee, sleeps 28: This vacation home rental outside of Webster is located on a lake and has an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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 vacation rental in Webster like?

A vacation rental is a private property where you can stay for short or long periods in Webster. Vacation rentals offer amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.