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Weathersfield Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Weathersfield vacation rentals

Exterior

1. Cozy Vermont Cabin · Mountain Views · Near Okemo

Cozy Vermont Cabin · Mountain Views · Near Okemo
Chester
10.0 out of 10, Exceptional, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is AED 1,980
AED 3,711 total
includes taxes & fees
17 Aug - 18 Aug
Cozy Vermont Cabin · Mountain Views · Near Okemo
Exterior

2. Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger

Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger
West Windsor
10.0 out of 10, Exceptional, (3 reviews)
"It was really great"
United States
Christopher W.
The price is AED 965
AED 1,941 total
includes taxes & fees
1 Sep - 2 Sep
Scandi-Chic Luxury Loft Near Okemo With Solo Stove And EV Charger
Exterior

3. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views! "
United States
Jessica
The price is AED 773
AED 1,042 total
includes taxes & fees
7 Sep - 8 Sep
Fat Sheep Farm & Cabins
Interior

4. Terrific 3-bedroom cottage with AC in charming Cavendish

Terrific 3-bedroom cottage with AC in charming Cavendish
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is AED 826
AED 2,234 total
includes taxes & fees
12 Aug - 13 Aug
Terrific 3-bedroom cottage with AC in charming Cavendish
Interior

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

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Cavendish
10.0 out of 10, Exceptional, (23 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
The price is AED 698
AED 1,213 total
includes taxes & fees
18 Aug - 19 Aug
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Exterior

6. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (170 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
The price is AED 624
AED 1,349 total
includes taxes & fees
12 Aug - 13 Aug
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Outdoor pool, a heated pool

7. 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, (23 reviews)
"Great location, and comfortable for the whole family. Everyone in the enjoyed the open living room and dining room, plus the privacy of their own bedroom space. "
United States
Ania H.
The price is AED 1,102
AED 1,999 total
includes taxes & fees
12 Aug - 13 Aug
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
Family Cabin, 2 Bedrooms, Mountain View | Living room | 40-inch Smart TV with cable channels, TV, Netflix

8. 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 AED 630
AED 1,051 total
includes taxes & fees
12 Aug - 13 Aug
Brook Road Cabin
Dining

9. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"We had a great stay! The house was clean, comfortable, and exactly as described. The location was perfect and the host was very responsive. We’d definitely stay here again and highly recommend it."
United States
Stephanie F.
The price is AED 768
AED 1,571 total
includes taxes & fees
12 Aug - 13 Aug
Charming Chester Farmhouse near Near VT Slopes
Beach

10. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
The price is AED 1,025
AED 1,942 total
includes taxes & fees
16 Aug - 17 Aug
Cabin on the hill Ascutney Vt - 4 bedrooms
House (2 Bedrooms) | Interior

11. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
3.0 star property
Ludlow
The price is AED 1,043
AED 1,642 total
includes taxes & fees
12 Aug - 13 Aug
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Property grounds

12. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"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 AED 452
AED 1,538 total
includes taxes & fees
1 Sep - 2 Sep
Lakefront Family Fun Retreat
Smart TV, fireplace, books

13. 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
9.8 out of 10, Exceptional, (109 reviews)
"Great location right in town and close to Okemo."
United States
Justin P.
The price is AED 466
AED 1,160 total
includes taxes & fees
12 Aug - 13 Aug
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Interior

14. Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (48 reviews)
"We had a fantastic stay! Can’t wait to return for a summer or fall trip. Cabin was wonderful, clean and full of amenities. It is a plus having access to laundry services."
United States
John H.
The price is AED 716
AED 1,464 total
includes taxes & fees
1 Sep - 2 Sep
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
TV

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 AED 624
AED 1,188 total
includes taxes & fees
10 Sep - 11 Sep
Brook Road Cabin
Dining

16. New Ludlow Village Home with Stunning Okemo Mountain View

New Ludlow Village Home with Stunning Okemo Mountain View
Ludlow
10.0 out of 10, Exceptional, (17 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
The price is AED 985
AED 2,196 total
includes taxes & fees
12 Aug - 13 Aug
New Ludlow Village Home with Stunning Okemo Mountain View
Interior

17. Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful property, quiet and peaceful location. Enjoyed the access to the hot tub, and loved having a private fire pit."
United States
David V.
The price is AED 680
AED 1,418 total
includes taxes & fees
1 Sep - 2 Sep
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Terrace/patio

18. Okemo's Back Room - in the heart of the village on the shuttle route!

Okemo's Back Room - in the heart of the village on the shuttle route!
Ludlow
9.6 out of 10, Exceptional, (16 reviews)
"Cool building, right on main street. Building is undergoing renovation on back porches so some construction material and disruption. The kitchen was not well equiped and needs an update. However, the space is really cool, very open, big bedrooms, decent bedding. Shower is a little small but nice. Good value"
United States
jonathan w.
The price is AED 598
AED 1,485 total
includes taxes & fees
12 Aug - 13 Aug
Okemo's Back Room - in the heart of the village on the shuttle route!
Outdoor dining

19. Okemo | Studio Condo + Loft | Near Slopes + Pool

Okemo | Studio Condo + Loft | Near Slopes + Pool
Jackson Gore Base Area
10.0 out of 10, Exceptional, (2 reviews)
"Very conveinent check in, nice property."
United States
michael
The price is AED 778
AED 995 total
includes taxes & fees
12 Aug - 13 Aug
Okemo | Studio Condo + Loft | Near Slopes + Pool
Exterior

20. Designer Cabin With Solo Firepit Near Ski Trails - Ascutney Lofts

Designer Cabin With Solo Firepit Near Ski Trails - Ascutney Lofts
West Windsor
The price is AED 869
AED 1,833 total
includes taxes & fees
19 Aug - 20 Aug
Designer Cabin With Solo Firepit Near Ski Trails - Ascutney Lofts
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

The Jackson

The Jackson

10/10 Excellent
"Wonderful place to rest and enjoy the beautiful town and scenery"
Geneva 1-night trip
Posted 2 days ago
The Jackson

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?

Okemo Mountain Lodging by Vail Resorts: This vacation home rental outside Weathersfield is in the mountains and offers cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

What can I see and do in Weathersfield?

While exploring the area, visit family-friendly sights like Vermont Country Store, or get outside and enjoy nature at Connecticut River. Morningside Flight Park and Holy Resurrection Orthodox Church 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.