Photo by George Sykes

Holiday Homes in Reading

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Check prices for these dates

Our top choices for Reading holiday homes

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

Peaceful Stay w/ Pond & Massage Chair | Near Okemo
Ludlow
The price is €383
includes taxes & fees
13 Nov - 14 Nov
Peaceful Stay w/ Pond & Massage Chair | Near Okemo

2. Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
10.0 out of 10, Exceptional, (1 review)
"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...
United States
Melinda D.
The price is €247
includes taxes & fees
21 Nov - 22 Nov
Luxury Condo Tucked in the Heart of Killington

3. The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6
Plymouth
The price is €646
includes taxes & fees
17 Nov - 18 Nov
The Coolidge Barn | Game Room, Firepit & Mountain Views | Sleeps 6

4. Pet Friendly | Game Room | Minutes to Woodstock and Killington

Pet Friendly | Game Room | Minutes to Woodstock and Killington
Bridgewater
10.0 out of 10, Exceptional, (4 reviews)
"We loved the farmhouse. It was very charming and cozy. Plenty of space for us and exactly as advertised. We would definitely stay here again. Thank you"
United States
Lisa G.
The price is €461
includes taxes & fees
17 Nov - 18 Nov
Pet Friendly | Game Room | Minutes to Woodstock and Killington

5. Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is €424
includes taxes & fees
17 Nov - 18 Nov
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

6. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.4 out of 10, Exceptional, (8 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is €253
includes taxes & fees
15 Nov - 16 Nov
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

7. Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Bridgewater
8.8 out of 10, Excellent, (3 reviews)
"Great place for a ski weekend"
United States
Kathryn F.
The price is €930
includes taxes & fees
17 Nov - 18 Nov
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

8. CozyDen- Fireplace, Ski Off/ Shuttle On

CozyDen- Fireplace, Ski Off/ Shuttle On
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is €269
includes taxes & fees
19 Nov - 20 Nov
CozyDen- Fireplace, Ski Off/ Shuttle On

9. Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (114 reviews)
"Wendi was very responsive when I had questions. We enjoyed our weekend getaway. Great location we walked into town to the Farmers Market Sunday."
United States
Tina l.
The price is €450
includes taxes & fees
2 Dec - 3 Dec
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

10. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
United States
Susan E.
The price is €165
includes taxes & fees
30 Nov - 1 Dec
Cozy Rutland Retreat

11. Game Room, Fire Pit & Views! Spacious Ludlow Home

Game Room, Fire Pit & Views! Spacious Ludlow Home
Ludlow
The price is €710
includes taxes & fees
17 Nov - 18 Nov
Game Room, Fire Pit & Views! Spacious Ludlow Home

12. 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, (6 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is €861
includes taxes & fees
13 Nov - 14 Nov
4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

13. RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo
Plymouth
8.8 out of 10, Excellent, (5 reviews)
"Everything about the property was beautiful and relaxing. We loved our stay .... We did however run into one issue, while we were enjoying the property, someone claiming to be there to service the hot tub decided to let themselves in with the lock code unannounced while we were undressed and stood there listening to us and only when the dog ran down there did he announce himself. Not sure if simple sent them or if they showed up on their own accord but boy did we get quite the scare and hope...
United States
Adam S.
The price is €776
includes taxes & fees
17 Nov - 18 Nov
RoundTop Chalet | Hot Tub, Fire Pit & Mountain Views near Killington & Okemo

14. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable stay but there was some noise in the bigger bedroom from the heating panels so the sleep was disturbed. Other than this, we had a great time at the accommodation."
Canada
Smriti
The price is €562
includes taxes & fees
17 Nov - 18 Nov
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

15. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Slopeside Estate Guesthouse: Hot tub, AC, Grill
Killington
The price is €967
includes taxes & fees
17 Nov - 18 Nov
Slopeside Estate Guesthouse: Hot tub, AC, Grill

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, (24 reviews)
"Super friendly host, great property and very clean home close to town."
United States
Larissa R.
The price is €512
includes taxes & fees
14 Nov - 15 Nov
New Ludlow Village Home with Stunning Okemo Mountain View

17. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi
The Woods
The price is €339
includes taxes & fees
17 Nov - 18 Nov
The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

18. Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout

Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout
Killington
The price is €489
includes taxes & fees
17 Nov - 18 Nov
Liquid Lodge Lower: 2BR Duplex near Killington with 1 PM Checkout

19. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (10 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is €467
includes taxes & fees
15 Nov - 16 Nov
large ski ranch hot tub close to killington pets ok

20. Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.

Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
Killington
7.0 out of 10, Good, (6 reviews)
"Excellent brief stay."
United States
Ron L.
Breakaway House: Renovated Killington Duplex, Unit B. Great location! Close to Skiing.
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.

Learn more about Reading

Check out Lake Rescue and Coolidge State Park—just a couple of the sights around Reading.

A rural landscape with rolling hills, a winding road, and several red barns.
Photo by George Sykes
Open Photo by George Sykes

Top reviews in Reading