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Weathersfield Vacation Rentals

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Our top choices for Weathersfield vacation rentals

Brook Road Condo

Brook Road Condo
3.0 star property
Goshen
8.8 out of 10, Excellent, (3)
"Convenient location, quiet and rural. Accommodations were clean and neat. Nice to have full kitchen for meal prep and snacks."
United States
Margaret
The price is ¥28,630
¥46,596 total
includes taxes & fees
Dec 21 - Dec 22
Brook Road Condo

Lake Front Family Friendly Escape

Lake Front Family Friendly Escape
Newport
10.0 out of 10, Exceptional, (4)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
The price is ¥19,606
¥57,403 total
includes taxes & fees
Dec 21 - Dec 22
Lake Front Family Friendly Escape

Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
The price is ¥18,983
¥53,089 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Whimsical Room & Private Bathroom in Historic Inn

Whimsical Room & Private Bathroom in Historic Inn
Chester Depot
8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
United States
Paul S.
The price is ¥20,072
¥31,543 total
includes taxes & fees
Dec 21 - Dec 22
Whimsical Room & Private Bathroom in Historic Inn

Brook Road Cabin

Brook Road Cabin
Goshen
9.8 out of 10, Exceptional, (17)
"Would go back!"
United States
Elizabeth C.
The price is ¥26,437
¥49,944 total
includes taxes & fees
Dec 25 - Dec 26
Brook Road Cabin

Ben & Jerry’s Studio | 10 Min to Killington

Ben & Jerry’s Studio | 10 Min to Killington
Bridgewater
9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is ¥17,738
¥36,586 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Ben & Jerry’s Studio | 10 Min to Killington

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Cavendish
10.0 out of 10, Exceptional, (19)
"Amazing place! "
United States
Tara
The price is ¥46,653
¥83,254 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort

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

@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee
2.0 star property
Sunapee
10.0 out of 10, Exceptional, (18)
"Great home. The hosts were accessible and responded quickly to questions. Definitely will stay there again!"
United States
Ellen V.
The price is ¥55,316
¥106,277 total
includes taxes & fees
Jan 1 - Jan 2, 2026
@SunapeeSeasons—Across from Dewey Beach, Lake View, 8 Min. from Mt. Sunapee

Well-appointed studio right downtown - less than a mile to Okemo Mountain

Well-appointed studio right downtown - less than a mile to Okemo Mountain
Ludlow
8.6 out of 10, Excellent, (12)
"Clean with everything we needed for a few nights stay."
United States
Sandra S.
The price is ¥22,095
¥58,826 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Well-appointed studio right downtown - less than a mile to Okemo Mountain

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Ludlow
10.0 out of 10, Exceptional, (102)
"Convenient 2 BR space with comfy beds right in the heart of Ludlow. Would definitely stay there again."
United States
Andrew L.
The price is ¥31,569
¥57,475 total
includes taxes & fees
Jan 19 - Jan 20, 2026
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route

Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.8 out of 10, Good, (9)
"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
Brook Road Cabin

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington
2.0 star property
Plymouth
10.0 out of 10, Exceptional, (14)
"Really enjoyed the setup at the location and the owners were very responsive to any queries!"
United States
Ed N.
The price is ¥50,570
¥114,497 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Unique Treehouse Near Mt Sunapee – No Cleaning Fee

Unique Treehouse Near Mt Sunapee – No Cleaning Fee
Newbury
10.0 out of 10, Exceptional, (26)
"Great stay. Had a wonderful time."
United States
Chris P.
The price is ¥37,811
¥70,065 total
includes taxes & fees
Dec 21 - Dec 22
Unique Treehouse Near Mt Sunapee – No Cleaning Fee

Treehouse at Wise Pines- NoBo

Treehouse at Wise Pines- NoBo
Woodstock
9.8 out of 10, Exceptional, (14)
"The treehouse was so cool and well maintained. We were very warm and everything was clearly laid out for where to go, where to park, etc. "
United States
Ethan
The price is ¥23,340
¥29,275 total
includes taxes & fees
Dec 22 - Dec 23
Treehouse at Wise Pines- NoBo

Chic Farmhouse Decor | Deck w/View

Chic Farmhouse Decor | Deck w/View
Sunapee
10.0 out of 10, Exceptional, (51)
"This place is pristine and very cozy. Bed's are insanely comfortable too. Will definitely try to stay there again. "
United States
Peter S.
The price is ¥34,232
¥70,401 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Chic Farmhouse Decor | Deck w/View

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Ludlow
9.0 out of 10, Wonderful, (22)
"Great rate for a place with all the basics!"
United States
Macgregor
The price is ¥23,340
¥51,611 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0 star property
Cavendish
10.0 out of 10, Exceptional, (11)
"Super easy check in, beautiful and peaceful. Will def be back "
United States
Tyler S.
The price is ¥38,122
¥61,860 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Owl's Nest Treehouse

Owl's Nest Treehouse
Alstead
10.0 out of 10, Exceptional, (14)
"10/10 across the board! The cabin was a great experience. The hot tub was amazing. They have their own store near by with lots of goodies. They were very helpful with any questions we had. Would come here again!"
United States
Adriana
The price is ¥42,790
¥52,000 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Owl's Nest Treehouse

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, (16)
"Loved staying at this quaint cottage, the outside spaces were lovely and it was very clean! Communication with the owner was seamless and they were fantastic to deal with. I would highly recommend a stay here! "
United States
Lisa P.
The price is ¥32,657
¥73,228 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

Brook Road Condo

Brook Road Condo
Goshen
8.8 out of 10, Excellent, (14)
"Nice place close to the mountain!"
United States
Kevin N.
The price is ¥26,452
¥49,972 total
includes taxes & fees
Dec 21 - Dec 22
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 Weathersfield Hotel Reviews

Find out more about Weathersfield

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

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Frequently asked questions

Are there vacation rentals in Weathersfield?

Yes, we offer vacation rentals close to top sights in Weathersfield, or you can choose a secluded option if you'd like a relaxing place to stay.

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

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing: This vacation home rental outside of Weathersfield is located on the waterfront and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What can I see and do in Weathersfield?

While exploring the area, visit family-friendly sights like North Country Smokehouse, or get outside and enjoy nature at Connecticut River. Morningside Flight Park and Claremont Opera House are a couple of places you'll find in the larger area.

What are vacation rentals like in Weathersfield?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Weathersfield. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.