A mountainous landscape with autumn-colored trees and rocky outcrops.

Wallingford Holiday Rentals

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Our top choices for Wallingford holiday rentals

1. 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
9.8 out of 10, Exceptional, (6 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 NZ$383
includes taxes & fees
23 Sept - 24 Sept
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

2. Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"The living area is bigger than we expected, and we loved watching the horses next door. It's a short drive to downtown Rutland, and it's quiet. "
United States
Ahmad H.
The price is NZ$637
includes taxes & fees
6 Sept - 7 Sept
Killington Retreat | Deck-Fire Pit-Mountain Views!

3. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is NZ$293
includes taxes & fees
14 Sept - 15 Sept
Cozy Rutland Retreat

4. Beautiful 1-bedroom cabin with AC in wonderful Wells

Beautiful 1-bedroom cabin with AC in wonderful Wells
Wells
10.0 out of 10, Exceptional, (1 review)
"We last minute booked this place just for a place to sleep that night. What we found was much more beauty. A place you could just sit outside watching the mountains and sky. The owners are as sweet as can be! We definitely want to come back soon for a quiet beautiful view!"
United States
Melissa
The price is NZ$248
includes taxes & fees
23 Sept - 24 Sept
Beautiful 1-bedroom cabin with AC in wonderful Wells

5. Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (29 reviews)
"The property is under major construction which was not disclosed when booking. The management fee was almost as much as the room rate, clearer description at time of booking would be appreciated."
United States
Keith
The price is NZ$389
includes taxes & fees
26 Aug - 27 Aug
Mountain Green

6. Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"Lots of steps but great space. Blankets were dirty, which was the only downside. "
United States
serena m.
The price is NZ$440
includes taxes & fees
26 Aug - 27 Aug
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

7. Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"The slope side condo was wonderful, warm and had everything we needed. Thank you, Amy"
United States
AMY K.
The price is NZ$377
includes taxes & fees
23 Sept - 24 Sept
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

8. 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$817
includes taxes & fees
26 Aug - 27 Aug
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

9. 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 NZ$428
includes taxes & fees
26 Aug - 27 Aug
Okemo Mountain, Family Affordable 2 fl village walk to town, Dogs OK.fireplace.

10. Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.4 out of 10, Exceptional, (63 reviews)
"Good place. Hosts were in touch and the hot tub was great. "
United States
Bethany S.
The price is NZ$951
includes taxes & fees
26 Aug - 27 Aug
Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

11. 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 NZ$711
includes taxes & fees
7 Sept - 8 Sept
Ski-In/Out Condo with Mountain Views, and Washer/Dryer

12. Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is NZ$618
includes taxes & fees
26 Aug - 27 Aug
Resort condo with mountain views, full kitchen, and free WiFi

13. Condo in the heart of town near skiing - less than a mile to Okemo Mountain

Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Ludlow
9.0 out of 10, Wonderful, (14 reviews)
"Great place!"
United States
Darcie L.
The price is NZ$514
includes taxes & fees
23 Sept - 24 Sept
Condo in the heart of town near skiing - less than a mile to Okemo Mountain

14. Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (16 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
The price is NZ$453
includes taxes & fees
26 Aug - 27 Aug
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

15. Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Killington
10.0 out of 10, Exceptional, (21 reviews)
"Cannon was cozy, clean, and as described. "
United States
Addams S.
The price is NZ$795
includes taxes & fees
26 Aug - 27 Aug
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

16. Killington resort: Walk to Mountain, Biking & Pool

Killington resort: Walk to Mountain, Biking & Pool
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is NZ$564
includes taxes & fees
26 Aug - 27 Aug
Killington resort: Walk to Mountain, Biking & Pool

17. Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (19 reviews)
"This is an amazing location. The home is exceptionally clean and well equipped. The pool was amazing and so was our experience. We were centrally located to everything we wanted to do. I would highly recommend this home and Management company to anyone visiting the Bromley area. Exceptional."
United States
Jaime
The price is NZ$558
includes taxes & fees
26 Aug - 27 Aug
Cozy Bromley Retreat

18. CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
Killington
9.8 out of 10, Exceptional, (26 reviews)
"Great trip!"
United States
casey d.
The price is NZ$454
includes taxes & fees
26 Aug - 27 Aug
CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis

19. Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck
Plymouth
9.8 out of 10, Exceptional, (24 reviews)
"convenient to okemo"
United States
marcus l.
The price is NZ$1,138
includes taxes & fees
26 Aug - 27 Aug
Hawk Mountain retreat near Okemo with wifi, washer/dryer & deck

20. Efficient condo near slopes with kitchenette & great location

Efficient condo near slopes with kitchenette & great location
Ludlow
8.6 out of 10, Excellent, (33 reviews)
"the home was clean and very nice. "
United States
Frank R.
The price is NZ$377
includes taxes & fees
23 Sept - 24 Sept
Efficient condo near slopes with kitchenette & great location
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 Wallingford Hotel Reviews

Find out more about Wallingford

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Wallingford holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Wallingford. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Wallingford. Seeing all the best attractions is bound to make you fall in love with Wallingford. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Wallingford short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Wallingford?

Yes, there are holiday rentals close to the most popular sights in Wallingford, 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 Wallingford has to offer?

Mountainside 5-BR Ski-In/Out Okemo Villa: This holiday home rental outside of Wallingford is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 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 1 hot tub.

How many holiday rentals will I find in Wallingford?

Expedia has 5 holiday rentals for your stay in Wallingford.

What can I see and do in Wallingford?

Green Mountain National Forest and Elfin Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Gilbert Hart Library and Wallingford Town Hall are other places worth a visit.

What are holiday rentals like in Wallingford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wallingford. Holiday rentals provide amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.