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Weathersfield Vacation 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 Weathersfield vacation rentals

Interior

1. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
The price is AED 1,102
AED 1,275 total
includes taxes & fees
27 Sep - 28 Sep
Explore the upper valley from this spacious Claremont Home
Exterior

2. 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 757
AED 1,025 total
includes taxes & fees
25 Oct - 26 Oct
Fat Sheep Farm & Cabins
Exterior

3. 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Chester
10.0 out of 10, Exceptional, (5 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is AED 1,980
AED 3,460 total
includes taxes & fees
27 Sep - 28 Sep
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
Exterior detail

4. Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit

Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
Cavendish
10.0 out of 10, Exceptional, (54 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
The price is AED 907
AED 1,618 total
includes taxes & fees
29 Sep - 30 Sep
Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
Interior

5. 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 746
AED 1,999 total
includes taxes & fees
27 Oct - 28 Oct
Terrific 3-bedroom cottage with AC in charming Cavendish
Property grounds

6. 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 551
AED 1,550 total
includes taxes & fees
21 Oct - 22 Oct
Lakefront Family Fun Retreat
Exterior

7. 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, (172 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 1,288 total
includes taxes & fees
30 Sep - 1 Oct
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Smart TV, fireplace, DVD player, books

8. Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards

Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards
Cavendish
10.0 out of 10, Exceptional, (20 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 834
AED 1,524 total
includes taxes & fees
28 Sep - 29 Sep
Upscale Cabin hot-tub, private fire pit, complimentary kayaks paddleboards
Beach

9. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
10.0 out of 10, Exceptional, (1 review)
"The Cabin in the Woods looks very rustic on the outside, but a cabin ine the woods should. Inside was a pleasant surprise. Full kitchen, large leather wrap around sofa to watch the LARGE flat-screen TV, large dining room table, 4 bedrooms, and 2 full baths made this a perfect get away place."
United States
Alvin
The price is AED 1,025
AED 1,814 total
includes taxes & fees
29 Sep - 30 Sep
Cabin on the hill Ascutney Vt - 4 bedrooms
Exterior

10. Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Newport
9.6 out of 10, Exceptional, (27 reviews)
"Amazing weekend stay with our pup! Looking forward to staying here in the summer! "
United States
Naydene G.
The price is AED 826
AED 1,487 total
includes taxes & fees
4 Oct - 5 Oct
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Smart TV, fireplace, DVD player, books

11. Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub

Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub
Cavendish
10.0 out of 10, Exceptional, (28 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 801
AED 1,486 total
includes taxes & fees
20 Oct - 21 Oct
Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub
Family Cabin, 2 Bedrooms, Mountain View | Living room | 40-inch Smart TV with cable channels, TV, Netflix

12. 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 674
AED 1,098 total
includes taxes & fees
29 Sep - 30 Sep
Brook Road Cabin
Dining

13. Charming Chester Farmhouse near Near VT Slopes

Charming Chester Farmhouse near Near VT Slopes
Chester Depot
9.4 out of 10, Exceptional, (22 reviews)
"Beautiful classic farmhouse in lovely neighbourhood."
United States
Kimberly B.
The price is AED 768
AED 1,465 total
includes taxes & fees
28 Sep - 29 Sep
Charming Chester Farmhouse near Near VT Slopes
Exterior

14. Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
Ludlow
9.8 out of 10, Exceptional, (16 reviews)
"Great stay, house is clean and has everything you’de ever need. Perfect location to explore the ludlow area. Thanks Bob, we enjoyed ourselves "
United States
Tyler
The price is AED 661
AED 1,100 total
includes taxes & fees
27 Sep - 28 Sep
Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
Outdoor pool, a heated pool

15. 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, (24 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 1,868 total
includes taxes & fees
29 Sep - 30 Sep
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
TV

16. Ski-In/Out Condo with Mountain Views, and Washer/Dryer

Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Ludlow
9.6 out of 10, Exceptional, (18 reviews)
"Very clean and comfortable for our family of 4. Great ski-in/ski-out location - easily accessible to all lifts. Highly recommend. "
United States
Carey S.
The price is AED 675
AED 1,758 total
includes taxes & fees
6 Oct - 7 Oct
Ski-In/Out Condo with Mountain Views, and Washer/Dryer
Golf

17. Peaceful Stay w/ Pond & Massage Chair | Near Okemo

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is AED 497
AED 1,615 total
includes taxes & fees
30 Sep - 1 Oct
Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Exterior

18. 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, (26 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is AED 386
AED 955 total
includes taxes & fees
27 Sep - 28 Sep
Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street
Interior

19. Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Clock Tower Base Area
9.4 out of 10, Exceptional, (27 reviews)
"No interaction with host but all amenities were excellent "
United States
Dan M.
The price is AED 579
AED 1,414 total
includes taxes & fees
27 Sep - 28 Sep
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Golf

20. 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
8.8 out of 10, Excellent, (13 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is AED 366
AED 1,076 total
includes taxes & fees
27 Sep - 28 Sep
Well-appointed studio right downtown - less than a mile to Okemo Mountain
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 Hartness House

The Hartness House

10/10 Excellent
"Excellent hotel. Perfect position for the road trip we were on. The only thing that wasn’t explained to us was how we had to pay."
Christine 1-night trip
Posted 16 hours ago
The Hartness House

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?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This vacation home rental outside of Weathersfield is located on a lake and has a fireplace, a balcony, 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. You can relax into your vacation with a garden and a selection of games.

What can I see and do in Weathersfield?

While exploring the area, visit family-friendly sights like Maple Lanes, 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.