A two-story white house with a porch, American flags, and a stone wall.

Weathersfield Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Weathersfield vacation rentals

A spacious living area with hardwood flooring, a staircase, a black entertainment unit, a door, and a window with blinds.

1. Explore the upper valley from this spacious Claremont Home

Explore the upper valley from this spacious Claremont Home
Claremont
$343 nightly
The price is $372
Sep 9 - Sep 10
Total with taxes and fees
Explore the upper valley from this spacious Claremont Home
A two-story house with a deck, surrounded by dense forest.

2. 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, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
$898 nightly
The price is $1,006
Sep 15 - Sep 16
Total with taxes and fees
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo
A large, multi-story hotel with a central courtyard and a reflective water feature.

3. 2BR Duplex Villa w/ Balcony | Game Room + Fire Pit

2BR Duplex Villa w/ Balcony | Game Room + Fire Pit
Brownsville
$204 nightly
The price is $222
Sep 9 - Sep 10
Total with taxes and fees
2BR Duplex Villa w/ Balcony | Game Room + Fire Pit
A covered porch with wicker furniture, a table, and chairs.

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.
$536 nightly
The price is $600
Sep 9 - Sep 10
Total with taxes and fees
Terrific 3-bedroom cottage with AC in charming Cavendish
A cozy cabin interior with a TV displaying 'NETFLIX', a fireplace, wooden walls, a window with a forest view, and a comfortable seating area.

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

Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub
Cavendish
10.0 out of 10, Exceptional, (27 reviews)
"We had a great stay. The hot tub was perfect after a long day of skiing."
United States
Michael L.
$346 nightly
The price is $371
Sep 9 - Sep 10
Total with taxes and fees
Luxury Adventure Cabin Kayaks, Trails, Lakes Hot Tub
A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

6. 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
$286 nightly
The price is $312
Sep 15 - Sep 16
Total with taxes and fees
Fat Sheep Farm & Cabins
A rectangular pool with a glass enclosure, surrounded by lounge chairs and umbrellas, set in a landscaped area with trees.

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, (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.
$479 nightly
The price is $536
Sep 9 - Sep 10
Total with taxes and fees
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
A person standing on a sandy beach by a river with trees in the background.

8. 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
$464 nightly
The price is $524
Sep 14 - Sep 15
Total with taxes and fees
Cabin on the hill Ascutney Vt - 4 bedrooms
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

9. 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.
$381 nightly
The price is $413
Sep 28 - Sep 29
Total with taxes and fees
Lakefront Family Fun Retreat
A red house with a covered porch and a chimney.

10. 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.
$323 nightly
The price is $362
Sep 9 - Sep 10
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

11. 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.
$377 nightly
The price is $422
Sep 9 - Sep 10
Total with taxes and fees
Charming Chester Farmhouse near Near VT Slopes
A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

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
$279 nightly
The price is $302
Sep 9 - Sep 10
Total with taxes and fees
Brook Road Cabin
A modern kitchen with a central island, built-in appliances, and a dining area with a wooden table and chairs.

13. 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, (18 reviews)
"This was a lovely, well-kept home in a great location to Okemo Mountain."
United States
Nancy F.
$529 nightly
The price is $598
Sep 9 - Sep 10
Total with taxes and fees
New Ludlow Village Home with Stunning Okemo Mountain View
A wooden cabin with large windows, a door, and a small porch with Adirondack chairs.

14. 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, (53 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
$365 nightly
The price is $393
Sep 15 - Sep 16
Total with taxes and fees
Cozy Chic Resort Cabin! Hot-Tub Private Fire Pit
A cabin with a large, curved roof and a smaller adjacent structure, surrounded by dense forest and mountains in the background.

15. 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
$280 nightly
The price is $316
Sep 9 - Sep 10
Total with taxes and fees
Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.
A rustic interior with a wooden staircase, a kitchen area, and a seating area with a sofa and table.

16. The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle

The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
Ludlow
10.0 out of 10, Exceptional, (1 review)
"Cute place right in town, super convenient to the mountain (although if you’re relying on the shuttle it’s only once an hour so can be annoying if you don’t time it well). Rooms comfortably slept 4 plus one on the sofa bed, annd everything was in good shape, Andrew and Jillian were great hosts!"
United States
Max R.
$814 nightly
The price is $947
Sep 18 - Sep 19
Total with taxes and fees
The Treehouse at 11 Gables Ludlow – Dining, Shopping & Okemo Shuttle
A cozy cabin interior with a TV displaying 'NETFLIX', a fireplace, wooden walls, a window with a forest view, and a comfortable seating area.

17. Upscale Cabin 1: hot-tub, private firepit, complimentary kayaks + paddleboards!

Upscale Cabin 1: hot-tub, private firepit, complimentary kayaks + paddleboards!
Cavendish
10.0 out of 10, Exceptional, (19 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.
$365 nightly
The price is $393
Sep 15 - Sep 16
Total with taxes and fees
Upscale Cabin 1: hot-tub, private firepit, complimentary kayaks + paddleboards!
An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables, under a high ceiling with skylights.

18. Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!

Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
Okemo Village
10.0 out of 10, Exceptional, (64 reviews)
"The host is extremely friendly and accommodating! The place is large and didn’t feel cramped with two adults and five male teenagers! Perfect in every way, clean, well stocked, and easy access to the slopes!"
United States
Nina
$743 nightly
The price is $840
Sep 9 - Sep 10
Total with taxes and fees
Perfect Okemo Ski Location! Winterplace 3 Bedroom Condo- Short Walk to Slopes!
A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

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
$284 nightly
The price is $314
Sep 14 - Sep 15
Total with taxes and fees
Okemo | Studio Condo + Loft | Near Slopes + Pool
A multi-story building with a red and yellow facade, surrounded by lush greenery and flowering plants.

20. Okemo | 2BR + Exec Loft Condo w/ Washer & Dryer

Okemo | 2BR + Exec Loft Condo w/ Washer & Dryer
Jackson Gore Base Area
10.0 out of 10, Exceptional, (1 review)
$478 nightly
The price is $527
Sep 9 - Sep 10
Total with taxes and fees
Okemo | 2BR + Exec Loft Condo w/ Washer & Dryer
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

On The River Inn

On The River Inn

10/10 Excellent
"The staff were very kind and attentive to my needs. The breakfast was outstanding. The luggage carts were old and difficult to push due to the wheels being worn out. Hot tub jets not really working and no river view from balcony as lead to believe. I was expecting more for the price but overall a nice place to stay for the night."
lisa 1-night trip
Posted 3 hours ago
On The River Inn

Find out more about Weathersfield

Everything you need to know about Weathersfield 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 Weathersfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Weathersfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Weathersfield vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $312 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Weathersfield rentals

At Expedia, we put the best Weathersfield 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 Weathersfield 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 Weathersfield 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 Weathersfield. 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

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?

HISTORIC, RENOVATED BARN w/ Mt. SUNAPEE VIEW, SLEEPS 22+, Minutes to Lake / Mt.: 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 7 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 garden and a library.

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 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.