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Middletown Springs Vacation Rentals

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Our top choices for Middletown Springs vacation rentals

1. 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, (4 reviews)
"Beautiful location with Mountain views. Property owners were wonderful hosts."
United States
Jane
Beautiful 1-bedroom cabin with AC in wonderful Wells

2. Comfy Cottage with Private Hot Tub in Historic East Poultney

Comfy Cottage with Private Hot Tub in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (18 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
$327 nightly
The price is $366
Nov 8 - Nov 9
Total with taxes and fees
Comfy Cottage with Private Hot Tub in Historic East Poultney

3. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Off-Grid Mongolian Yurt on Vermont Sheep Farm
Poultney
$146 nightly
The price is $164
Nov 9 - Nov 10
Total with taxes and fees
Off-Grid Mongolian Yurt on Vermont Sheep Farm

4. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.2 out of 10, Wonderful, (39 reviews)
"Very clean and comfortable. Would definitely rent again!"
United States
Molly T.
$244 nightly
The price is $276
Nov 8 - Nov 9
Total with taxes and fees
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

5. Peaceful 1-bedroom bungalow with AC in charming Wells

Peaceful 1-bedroom bungalow with AC in charming Wells
Wells
9.6 out of 10, Exceptional, (4 reviews)
"This is the most amazing spot. Our second time staying here after the horse races and we will definitely be back next summer. You guys are awesome!"
United States
Donna A.
$217 nightly
The price is $243
Nov 30 - Dec 1
Total with taxes and fees
Peaceful 1-bedroom bungalow with AC in charming Wells

6. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
10.0 out of 10, Exceptional, (1 review)
$607 nightly
The price is $680
Nov 8 - Nov 9
Total with taxes and fees
Relaxing Rutland Retreat Near Skiing, Dining & Hiking

7. Rutland apartment on the bus route with central A/C, near Pico

Rutland apartment on the bus route with central A/C, near Pico
Rutland
8.0 out of 10, Very good, (1 review)
"Spotless interior, but the exterior will benifit from a refresh.Conveniently walkable for shops and restaurants."
United States
Thomas A.
$300 nightly
The price is $336
Nov 9 - Nov 10
Total with taxes and fees
Rutland apartment on the bus route with central A/C, near Pico

8. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (18 reviews)
"WE ENJOYED OUR STAY"
United States
Susan E.
$176 nightly
The price is $177
Nov 23 - Nov 24
Total with taxes and fees
Cozy Rutland Retreat

9. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (33 reviews)
"Another great stay."
United States
leonard
$253 nightly
The price is $286
Nov 8 - Nov 9
Total with taxes and fees
Unique family-friendly Vermont cabin!

10. Kingsley Homestead - 2 Bedroom retreat

Kingsley Homestead - 2 Bedroom retreat
Rutland
$177 nightly
The price is $178
Nov 8 - Nov 9
Total with taxes and fees
Kingsley Homestead - 2 Bedroom retreat

11. 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.
$186 nightly
The price is $210
Nov 8 - Nov 9
Total with taxes and fees
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

12. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.
Mendon
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful mountain home in a peaceful setting. Very thoughtfully designed and well maintained with everything you need to have a quiet getaway."
United States
Heidi S.
$817 nightly
The price is $903
Nov 8 - Nov 9
Total with taxes and fees
Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

13. 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.
$357 nightly
The price is $404
Nov 15 - Nov 16
Total with taxes and fees
large ski ranch hot tub close to killington pets ok

14. Hot Tub - Game Room - Pool Table - Kids Play Area - 2 bedroom Cabin -4 Acre Farm

Hot Tub - Game Room - Pool Table - Kids Play Area - 2 bedroom Cabin -4 Acre Farm
Granville
$244 nightly
The price is $271
Nov 9 - Nov 10
Total with taxes and fees
Hot Tub - Game Room - Pool Table - Kids Play Area - 2 bedroom Cabin -4 Acre Farm

15. 4BR Home | Walk Downtown Rutland + Trails

4BR Home | Walk Downtown Rutland + Trails
Rutland
10.0 out of 10, Exceptional, (8 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
$349 nightly
The price is $351
Nov 8 - Nov 9
Total with taxes and fees
4BR Home | Walk Downtown Rutland + Trails

16. Newly renovated cozy ski retreat with view of Killington slopes

Newly renovated cozy ski retreat with view of Killington slopes
Killington
9.6 out of 10, Exceptional, (53 reviews)
"This condo was very warm and cozy and few steps away from the Grand Resort hotel where my conference was taking place. The condo complex included workout room and hot tub/pool. Wayne was very communicative and a gracious host. I highly recommend this reasonable stay in a beautiful resort village of Killington."
United States
Suzanne
$334 nightly
The price is $378
Nov 8 - Nov 9
Total with taxes and fees
Newly renovated cozy ski retreat with view of Killington slopes

17. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
$427 nightly
The price is $470
Nov 10 - Nov 11
Total with taxes and fees
The Suites at Killington Center

18. Mountain Green ground-floor condo with private yard off the patio

Mountain Green ground-floor condo with private yard off the patio
Killington
$253 nightly
The price is $286
Nov 10 - Nov 11
Total with taxes and fees
Mountain Green ground-floor condo with private yard off the patio

19. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you
Chittenden
$313 nightly
The price is $351
Nov 8 - Nov 9
Total with taxes and fees
Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

20. Killington resort: Walk to Mountain, Ski/Ride, World Cup

Killington resort: Walk to Mountain, Ski/Ride, World Cup
Killington
9.8 out of 10, Exceptional, (38 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
$314 nightly
The price is $355
Nov 8 - Nov 9
Total with taxes and fees
Killington resort: Walk to Mountain, Ski/Ride, World Cup
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 Middletown Springs Hotel Reviews

Find out more about Middletown Springs

Everything you need to know about Middletown Springs 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 Middletown Springs 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 Middletown Springs vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown Springs vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown Springs. 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 Middletown Springs 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 $164 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 Middletown Springs rentals

At Expedia, we put the best Middletown Springs 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 Middletown Springs 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 Middletown Springs 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 Middletown Springs. 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 vacation rentals in Middletown Springs?

Yes, you can find vacation rentals near popular points of interest in Middletown Springs, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental that Middletown Springs has to offer?

Rustic home with a private hot tub, cable, & washer/dryer: You might want to consider this vacation home rental near Middletown Springs, which is located in the city center and has a fireplace, a hot tub, and a barbecue grill 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 you can cook with friends or family.

What can I see and do in Middletown Springs?

While exploring the area, visit family-friendly sights like Pond Hill Ranch and Pro Rodeo, or get outside and enjoy nature at Mineral Springs Park. In the larger area, you’ll find Middletown Springs Public Library and Lake Saint Catherine State Park.

What are vacation rentals like in Middletown Springs?

Vacation rentals are privately owned accommodations you can book for several days or longer in Middletown Springs. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for small groups.