Middletown Springs Vacation Rentals

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Vacation Rentals in Middletown Springs

Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

3.0 star property
Okemo Village
10.0 out of 10, Exceptional, (5)
"Location was perfect for skiing. Hosts were responsive and the stay was pleasant. Would book again."
United States
Paul T.
$348 nightly
The price is $393
Nov 24 - Nov 25
Total with taxes and fees
Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

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

Clock Tower Base Area
9.0 out of 10, Wonderful, (74)
"Perfect location for a quick ski trip. "
United States
Michael D.
$230 nightly
The price is $260
Nov 23 - Nov 24
Total with taxes and fees
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Clock Tower Base Area
8.4 out of 10, Very Good, (13)
"Excellent Location.. "
United States
Juan Carlos L.
$268 nightly
The price is $303
Nov 23 - Nov 24
Total with taxes and fees
Ski-in/out mountainside condo with balcony, washer/dryer & high-speed WiFi

Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

Ludlow
7.6 out of 10, Good, (53)
"Irish Bar nearby was a plus on St. Patrick’s Day !"
United States
Warren
$260 nightly
The price is $294
Dec 2 - Dec 3
Total with taxes and fees
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

The Suites at Killington Center

3.5 star property
Killington
$310 nightly
The price is $341
Nov 24 - Nov 25
Total with taxes and fees
The Suites at Killington Center

Wade`s World Ski Home FirePlace Shuttle location

2.0 star property
Killington
9.6 out of 10, Exceptional, (5)
"Perfectly described and so close the mountain. All you need!"
United States
Dana E.
$308 nightly
The price is $348
Nov 19 - Nov 20
Total with taxes and fees
Wade`s World Ski Home FirePlace Shuttle location

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

Clock Tower Base Area
9.2 out of 10, Wonderful, (25)
"Loved the location"
United States
Steven W.
$216 nightly
The price is $244
Dec 2 - Dec 3
Total with taxes and fees
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

Killington Bill Condo w/ Kitchenette Sleeps 4

Killington
9.4 out of 10, Exceptional, (13)
"Great stay, clean and convenient location. Bed was not the most comfortable though."
United States
Haaser21
$269 nightly
The price is $303
Nov 19 - Nov 20
Total with taxes and fees
Killington Bill Condo w/ Kitchenette Sleeps 4

Killington Ski Resort VT Vacation Condos

3.5 star property
Killington
$264 nightly
The price is $295
Nov 19 - Nov 20
Total with taxes and fees
Killington Ski Resort VT Vacation Condos

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

Killington
9.2 out of 10, Wonderful, (5)
"I don’t think I’ve ever had such wonderful service checking in and caring for our needs. Amazing response time and outstanding stay. Thank you."
United States
Margaret L.
$207 nightly
The price is $234
Nov 19 - Nov 20
Total with taxes and fees
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

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

2.0 star property
Killington
10.0 out of 10, Exceptional, (11)
"The cabin was cozy. It was set up nicely and had all the necessities we needed."
United States
Philip
$426 nightly
The price is $482
Nov 19 - Nov 20
Total with taxes and fees
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Bromley Aframe - King Master Bed, Wood Fireplace

Peru
9.6 out of 10, Exceptional, (14)
"This house was great for my family's spring vacation. The stream was beautiful and relaxing. "
United States
Loni N.
$370 nightly
The price is $415
Nov 30 - Dec 1
Total with taxes and fees
Bromley Aframe - King Master Bed, Wood Fireplace

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Killington
9.4 out of 10, Exceptional, (9)
"Great property, as advertised."
United States
Chris A.
$244 nightly
The price is $276
Nov 23 - Nov 24
Total with taxes and fees
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

Bearmont- Pool, HotTub, Fireplace

The Woods
10.0 out of 10, Exceptional, (6)
"Great location and a great place. Felt right at home"
United States
Tyler B.
$417 nightly
The price is $472
Nov 19 - Nov 20
Total with taxes and fees
Bearmont- Pool, HotTub, Fireplace

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

2.0 star property
Mendon
9.8 out of 10, Exceptional, (11)
"Nice time, great location"
United States
Matthew K.
$371 nightly
The price is $416
Nov 19 - Nov 20
Total with taxes and fees
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Killington
9.4 out of 10, Exceptional, (63)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
$215 nightly
The price is $243
Nov 19 - Nov 20
Total with taxes and fees
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Killington
9.6 out of 10, Exceptional, (4)
"The place was clean and easy to get to. "
United States
Sarah Z.
$215 nightly
The price is $244
Nov 19 - Nov 20
Total with taxes and fees
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A

Killington
8.8 out of 10, Excellent, (3)
"Great location, just the right size, and comfy beds."
United States
Mike H.
$203 nightly
The price is $229
Nov 19 - Nov 20
Total with taxes and fees
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G2A

The Powder Pad Studio - Perfect for Two - On Shuttle Route w/ Amenities A4A

Killington
$214 nightly
The price is $242
Nov 19 - Nov 20
Total with taxes and fees
The Powder Pad Studio - Perfect for Two - On Shuttle Route w/ Amenities A4A

Mountain Views. Hot Tub. , 5 Wooded Acres. Private Pond

Plymouth
$429 nightly
The price is $480
Nov 25 - Nov 26
Total with taxes and fees
Mountain Views. Hot Tub. , 5 Wooded Acres. Private Pond
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 $179 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?

Private Adirondack Getaway. Close to Lake George and VT for winter activities.: You might want to consider this vacation home rental near Middletown Springs, which is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

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.