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Reading Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Reading holiday rentals

A modern two-story building with a wooden facade, large windows, and a covered porch with seating.

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (14 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
The price is NZ$317
includes taxes & fees
17 Nov - 18 Nov
Fat Sheep Farm & Cabins
A large house with a fire pit and outdoor seating.

2. Bridgewater Living - Ben&Jerry Suite

Bridgewater Living - Ben&Jerry Suite
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Swati, my host, helped me when I had difficulties with tech issues and my stay was as smooth as silk. Thanks!"
United States
Sylvia F.
The price is NZ$362
includes taxes & fees
5 Nov - 6 Nov
Bridgewater Living - Ben&Jerry Suite
A wooden cabin interior with a staircase, a sofa, and a table.

3. Adventure Cabin Hot Tub Sauna Trails Game Area

Adventure Cabin Hot Tub Sauna Trails Game Area
Cavendish
10.0 out of 10, Exceptional, (29 reviews)
"A very clean and modern cabin. Loved the amenities like the paddle boards, kayaks and hot tub.!"
United States
Katherine B.
The price is NZ$689
includes taxes & fees
17 Nov - 18 Nov
Adventure Cabin Hot Tub Sauna Trails Game Area
A modern kitchen with stainless steel appliances, a wooden dining table set for four, and a seating area with a sofa and chairs.

4. Modern Village Condo Steps to Dining & Ski Shuttle

Modern Village Condo Steps to Dining & Ski Shuttle
Ludlow
9.8 out of 10, Exceptional, (89 reviews)
"Great place to stay, very easy to get to. A cozy and comfortable place, that is always clean. There are postings and labels throughout, which is very helpful. Hosts are great and make the experience very easy. Oh and the bed is amazing!!"
United States
Vanessa W.
The price is NZ$453
includes taxes & fees
5 Nov - 6 Nov
Modern Village Condo Steps to Dining & Ski Shuttle
A covered porch with wicker furniture, a table, and chairs.

5. Renovated Vermont Retreat with mountain views near Okemo & Killington for 6

Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
Cavendish
10.0 out of 10, Exceptional, (3 reviews)
"Such a beautiful place and we loved the area. It was our first trip to Vermont. "
United States
Mark G.
The price is NZ$891
includes taxes & fees
9 Nov - 10 Nov
Renovated Vermont Retreat with mountain views near Okemo & Killington for 6
A cozy living room with a leather couch, a fireplace, and a television.

6. 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 NZ$924
includes taxes & fees
7 Nov - 8 Nov
Cabin on the hill Ascutney Vt - 4 bedrooms
A cozy living room with a fireplace, a black leather sofa, and a television mounted above it.

7. Village Fireplace Shuttle Boot Warmers

Village Fireplace Shuttle Boot Warmers
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 NZ$756
includes taxes & fees
23 Nov - 24 Nov
Village Fireplace Shuttle Boot Warmers
A golf course with a winding path, trees, and a hilly landscape.

8. First-floor downtown studio near dining and gear shops, under a mile to Okemo

First-floor downtown studio near dining and gear shops, under a mile to Okemo
Ludlow
8.8 out of 10, Excellent, (14 reviews)
"This place was so close to Okemo, and walking distance to the local pub and restaurants."
United States
Brian
The price is NZ$558
includes taxes & fees
8 Nov - 9 Nov
First-floor downtown studio near dining and gear shops, under a mile to Okemo
A two-story house with a porch, a staircase, and a front door.

9. Downtown Ludlow condo with electric fireplace, shuttle stop across the street

Downtown Ludlow condo with electric fireplace, shuttle stop across the street
Ludlow
8.8 out of 10, Excellent, (27 reviews)
"Great location - walkable to small town. Very close drive to slopes"
United States
Keath
The price is NZ$491
includes taxes & fees
13 Nov - 14 Nov
Downtown Ludlow condo with electric fireplace, shuttle stop across the street
A cabin interior with a wooden staircase, a kitchen with modern appliances, and large windows offering a forest view.

10. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
Cavendish
10.0 out of 10, Exceptional, (58 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 NZ$734
includes taxes & fees
18 Nov - 19 Nov
Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
A large house with a fire pit and outdoor seating.

11. 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 NZ$917
includes taxes & fees
5 Nov - 6 Nov
Pet Friendly | Game Room | Minutes to Woodstock and Killington
A view of a grassy area with a ski lift and a building in the background.

12. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
The price is NZ$477
includes taxes & fees
7 Nov - 8 Nov
Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
A modern living room with a fireplace, a dining area, and a kitchen in the background.

13. Building C ground-floor ski-in/ski-out condo with Clock Tower views

Building C ground-floor ski-in/ski-out condo with Clock Tower views
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 NZ$739
includes taxes & fees
8 Nov - 9 Nov
Building C ground-floor ski-in/ski-out condo with Clock Tower views
A cabin interior with a wooden staircase, kitchen area, and large windows offering a forest view.

14. Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes

Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes
Cavendish
10.0 out of 10, Exceptional, (20 reviews)
"Great space with everything you could need. Very clean."
United States
Kristen A.
The price is NZ$689
includes taxes & fees
17 Nov - 18 Nov
Lux Cabin Hot-Tub, Sauna, Private Fire Pit, Grill, Snow Shoes
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

15. Condo a short walk to the Sachem trail with seasonal pool and tennis

Condo a short walk to the Sachem trail with seasonal pool and tennis
Ludlow
The price is NZ$523
includes taxes & fees
8 Nov - 9 Nov
Condo a short walk to the Sachem trail with seasonal pool and tennis
A cozy cabin interior with a stone fireplace, leather sofas, and large windows offering a view of the forest.

16. 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 NZ$815
includes taxes & fees
5 Nov - 6 Nov
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

17. 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 NZ$876
includes taxes & fees
15 Nov - 16 Nov
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
A sunroom with wicker furniture, large windows, and string lights.

18. Addie's Place: A Quiet and Quirky Guesthouse

Addie's Place: A Quiet and Quirky Guesthouse
Hartford
9.6 out of 10, Exceptional, (21 reviews)
"Nice cottage setting in a quiet neighborhood, my dogs loved it!"
United States
Victor R.
The price is NZ$428
includes taxes & fees
15 Nov - 16 Nov
Addie's Place: A Quiet and Quirky Guesthouse
A golf course with a winding path, trees, and a distant mountain range.

19. Compact downtown studio condo with kitchenette near the Okemo slopes

Compact downtown studio condo with kitchenette near the Okemo slopes
Ludlow
8.6 out of 10, Excellent, (34 reviews)
"the home was clean and very nice. "
United States
Frank R.
The price is NZ$427
includes taxes & fees
7 Nov - 8 Nov
Compact downtown studio condo with kitchenette near the Okemo slopes
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

20. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.6 out of 10, Exceptional, (73 reviews)
"Cozy space close to the mountain. Host was very responsive and check in and check out was easy. "
United States
Spencer P.
The price is NZ$646
includes taxes & fees
5 Nov - 6 Nov
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
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 Reading Hotel Reviews

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.
Sleep Woodstock Motel

Sleep Woodstock Motel

Sleep Woodstock Motel
Woodstock

10/10 Excellent

Great for an overnight stay. Very well priced. No onsite manager, but the online support was very helpful and responsive when we had a problem with the digital door lock.
Australia
Colin
Reviewed November 1, 2026
Sleep Woodstock Motel

Find out more about Reading

Everything you need to know about Reading holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Reading holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Reading holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Reading holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Reading holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Reading holiday rentals we have selected for you start as low as NZ$316 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Reading rentals

At Expedia, we put the best Reading holiday 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 Reading 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 Reading holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Reading. 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

Can I find a holiday rental in Reading?

Yes, there are holiday rentals close to the most popular sights in Reading, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Reading has to offer?

Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo: This holiday home rental outside of Reading is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Reading?

Expedia has 8 holiday rentals for your stay in Reading.

What can I see and do in Reading?

While exploring the area, visit family-friendly sights like Sugarbush Farm, or get outside and enjoy nature at Lake Rescue. Coolidge State Park and Calvin Coolidge Historic Site are a couple of places you'll find in the wider area.

What are holiday rentals like in Reading?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Reading. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.