Wallingford Holiday Rentals

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Holiday Rentals in Wallingford

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
10.0 out of 10, Exceptional, 146 reviews
"Absolutely beautiful property and home with so much character! The welcome booklet/email provided by the family had so much helpful information about the house... Only wish we could've stayed longer! Thank you for sharing your home with us!"
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, 32 reviews
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, 179 reviews
"My husband and I loved this little cottage , we will definitely be back."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
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Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, 70 reviews
"Amazing! Cannot get a better location! So close to everything! Quick walk to village shops and slopes. Very clean. Lots more room than I was expecting for two big 17 year old boys and parents. Kids had their own bedroom, bathroom and storage area on main floor, adult had master suite with own bathroom upstairs. Plenty of room in kitchen and family room. The only complaint is that hotels hot tubs and pool were over run with too many little kids. "
The price is NZ$611
per night
27 Jun - 28 Jun
Long Trail House at Stratton Mountain Resort
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
9.6 out of 10, Exceptional, 32 reviews
"Lovely property and great location to outdoor activities."
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, 176 reviews
"This property was beautiful and literally had everything we needed to cook family meals including spices and all necessary pots/pans. I was impressed by how much this hike had available form our convenience. My only issue is that the home is advertised as a 2 bedroom but it is a loft space with 3 beds and no doors. We were not expecting this but made it work. Other than that this place is a slice of heaven!"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
9.8 out of 10, Exceptional, 157 reviews
"The place is beautiful and the stay was fantastic. It is up a couple mile hill/road from the center of town, just long enough to make you feel you are out of the hustle. The property presents very well. The rooms are large for private space with 2 common rooms that are just as large for group time. The one suggestion would be to add a check in book of information, including necessary passwords (WIFI) and local attractions/restaurants. We had much of this in the interaction with the host through...
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, 140 reviews
"Great little house to enjoy spending time with family and all that VT has to offer. Wonderful host, we will be back."
The price is NZ$585
per night
26 Jun - 27 Jun
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Private and Artistic cabin, Pet friendly, no cleaning fee
10.0 out of 10, Exceptional, 245 reviews
"What a dream come true. This home is unlike any other and was truly the foundation for such a beautiful time shared with friends. Can’t wait to go back!"
Private and Artistic cabin, Pet friendly, no cleaning fee
Lakefront home with amazing views, fireplace, firepit, & gas grill
9.8 out of 10, Exceptional, 58 reviews
"Awesome house. Great location. I would stay there again for sure!"
Lakefront home with amazing views, fireplace, firepit, & gas grill
Idyllic Lakefront House Suited Two Families
9.8 out of 10, Exceptional, 144 reviews
"Really enjoyed our stay! The view of the lake from the living room was so peaceful and pretty. The flowers were just starting to bloom, which added a nice splash of color to the view. The house is fully equipped with everything you need both inside and out. There were kayaks available (as well as a canoe) and we were out on the lake a couple times. The lake is long enough to really experience a very scenic paddle. There is also a little country store down a ways a bit where you can stop and get...
Idyllic Lakefront House Suited Two Families
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
10.0 out of 10, Exceptional, 12 reviews
"Nothing but positive things to say about the house. Would stay there again."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
9.6 out of 10, Exceptional, 69 reviews
"This was our second stay at the condo. Can’t beat the convenience of ski in ski out and coming home for lunch. The owner, Ralph, is very quick at getting back with any questions. Highly recommend!"
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
Killington Center Inn & Suites by Killington VR - Studios
3.0 star property
10.0 out of 10, Exceptional, 1 review
"We loved our little unit. Everything was clean and very modern. We especially loved the electric fireplace. Would stay here again. "
The price is NZ$548
per night
20 Jun - 21 Jun
Killington Center Inn & Suites by Killington VR - Studios
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
9.8 out of 10, Exceptional, 29 reviews
"We had a great stay here! Looked just like the pictures. We especially loved the hot tub. Would love to come back."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
9.4 out of 10, Exceptional, 18 reviews
"We enjoyed the small cabin and the view. The loft was a bit difficult to climb to. Kitchen had all supplies and we enjoyed cooking our meals and eating them with a view."
Quaint mountain retreat with a gas fireplace, balcony, central AC - dog-friendly
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, 116 reviews
"Great place to stay for an early spring ski trip and eclipse viewing (we drove north after checking out). Clean, cozy place and pet friendly for our small dog. Located on a quiet dirt road but close to Ludlow town center and Okemo for skiing. Not too far from Killington either (which is where we went to ski). Minor issue for me was the bed was a bit too soft for my liking but otherwise, great place and would consider again in future."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
9.8 out of 10, Exceptional, 189 reviews
"Our family enjoyed the dock and decks most of all, and my children spent as much time as they could playing in the water. The cottage is small but fit our family of four nicely. It had everything we needed for our 4-night getaway!"
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
VT Cabin overlooking the West River and Village
10.0 out of 10, Exceptional, 19 reviews
"The cabin was perfect for a getaway! Felt secluded however walkable to small village, and within 20 minutes to Stratton. Perfectly stocked to stay in for meals!"
The price is NZ$619
per night
30 Jun - 1 Jul
VT Cabin overlooking the West River and Village
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
8.8 out of 10, Excellent, 38 reviews
"Great location within just a few miles of Killington base made our spring skiing getaway nice. The unit was as advertised clean with a comfortable king size bed, adequate room, and convenient parking. We especially like the privacy, nestled up top in this community off the access road. The icing on the cake for us was an excellent pool, a lab pool, and hot tub that we made grade use of enjoy your stay, will be back again!"
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
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See all available properties in Wallingford
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.

Other types of properties in Wallingford you may be interested in

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
10.0 out of 10, Exceptional, 146 reviews
"Absolutely beautiful property and home with so much character! The welcome booklet/email provided by the family had so much helpful information about the house... Only wish we could've stayed longer! Thank you for sharing your home with us!"
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Killington Mountain Lodge, Tapestry Collection by Hilton
3.5 star property
7.4 out of 10, Good, 1,001 reviews
"Nice buffet "
The price is NZ$248
per night
26 Jun - 27 Jun
Killington Mountain Lodge, Tapestry Collection by Hilton
Comfort Inn Trolley Square
2.5 star property
8.0 out of 10, Very good, 1,002 reviews
"They are under major reconstruction. The pool was pretty nice. It seemed like the property needed updating. "
The price is NZ$253
per night
23 Jun - 24 Jun
Comfort Inn Trolley Square
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.

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?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: This holiday home rental outside of Wallingford is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals will I find in Wallingford?

Expedia has 8 holiday rentals for your stay in Wallingford.

What can I see and do in Wallingford?

Explore the area and family-friendly sights such as Pond Hill Ranch and Pro Rodeo, or get out into nature at a spot like Lake Saint Catherine. Vermont State Fairgrounds and Paramount Theater are a couple of places you'll find in the wider area.

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.

Recent reviews of Wallingford properties
Expedia verified reviews