Holiday Rentals in Middletown Springs

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Holiday Rentals in Middletown Springs

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (184)
"The cabin was pristine. The pond and surrounding woodland are breathtaking. Loved the drive in from the main road..so beautiful in the winter. A well needed reprieve from the daily grind. I would love to stay again in the summer months."
The price is €176
includes taxes & fees
25 Feb - 26 Feb
Ultimate relaxing vacation

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

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

9.2 out of 10, Wonderful, (66)
"Was supposed to be first floor but had to go up lots of stairs. The place was very clean but dated. Better for young people not good for old people."
The price is €280
includes taxes & fees
24 Feb - 25 Feb
Ski-in/out mountainside condo close to everything with full kitchen - tranquil

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

8.4 out of 10, Very good, (27)
"It’s a great location, and the unit is well updated, but being able to lock it while you’re away skiing the whole day is pretty important. When I reached out to the property manager about this, and also a disgusting towel left near the toilet on arrival, the response was basically oh no! That’s awful! We’ve told someone.. aaaand nothing ever happened about either thing. These issues weren’t insurmountable, but doing nothing at all about them just left a terrible impression."
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.

10.0 out of 10, Exceptional, (75)
"My family and I loved the stay. Great place to enjoy the nature. The house had everything we needed such as great kitchen, fireplace, and jacuzzi. "
Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.

Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

9.0 out of 10, Wonderful, (45)
"Great simple, easy to get to. Close to the mountain! Everything was clean and well set up. As other reviewers have noted, its not recently updated (although furniture is all newer and very nice/comfortable) but not needed. Great for a couple or small family for an easy convenient stay near the mountain. I would highly recommend it and would likely come again!"
The price is €190
includes taxes & fees
16 Mar - 17 Mar
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

9.6 out of 10, Exceptional, (206)
"Perfect get away. "
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (169)
"Great house for family. Enjoyed our trip. So close to Okemo. "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

8.4 out of 10, Very good, (15)
"Beautiful ski condo, very conveniently located, super clean with a very comfy bed! Had a great stay."
The price is €361
includes taxes & fees
23 Feb - 24 Feb
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

Spectacular opportunity to enjoy the finest property in Killington Summit

9.4 out of 10, Exceptional, (22)
"This place was great, Communication with the Killington Rental Associates was wonderful. The house was as it photographs. It was a perfect spot to ring in the New Year. After skiing, the hot tub and Sauna were a welcome retreat for the weary skiing crowd, the Kitchen was well stocked with just about anything you could need to prepare meals for a large crowd. The Bar was an added highlight for apre-Ski. There was enough space for a large crowd to gather in one spot, and enough spots to...
Spectacular opportunity to enjoy the finest property in Killington Summit

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

9.6 out of 10, Exceptional, (36)
"The home is as described with plenty of space for my family of 5. The kitchen was well stocked, and the bathrooms were clean. Plenty of towels and the beds were firm with clean sheets. The views of Lake Rescue were beautiful. The driveway was snow-covered, but with a 4WD, you should have no issue. The 'commute' to Okemo was easy - 8min max. The house seems to have been empty, so a musty smell permeated the home for the first day until the air circulated a few times. Not a big deal. The gas...
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Ski-in/ski-out condo with mountain view, private balcony, & fireplace

7.4 out of 10, Good, (3)
"Fun trip and great stay at this condo. Family of 3 easily fit comfortably and enjoyed the proximity to the base lodge lifts."
Ski-in/ski-out condo with mountain view, private balcony, & fireplace

Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

10.0 out of 10, Exceptional, (4)
"Very clean, great access to the water. Plenty of nice cooking gear, very happy with the experience, very clean and comfortable!"
Charming 2-bedroom + loft log cabin at Lake Bomoseen in Castleton, Vermont

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

10.0 out of 10, Exceptional, (163)
"This Vermont home is the perfect getaway in the winter. Deb and Ang have beautiful land for all of your cold weather needs. Their home is equipped with a REAL fireplace. Book here and you will not regret it!"
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

9.4 out of 10, Exceptional, (36)
"Great for our family ski trip. Definitely worth the price for convenience. Great that it’s pet friendly. The space does need some updating and the beds were a little uncomfortable and the master bedroom was super dry- even with a humidifier was notable. "
Killington Condo Penthouse Mountain View Underground parking Pool Hot Tub - 3F10

Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

8.2 out of 10, Very good, (35)
"All in all it was a great trip. The place was very cute and as described. The upstairs bedrooms are not for light sleepers as the walls only go so far up so they are not really divided. I had read this in other reveiws but honestly for us it wasn't a problem. We went as a family group and it was kind of nice to be able to lay in bed and talk to the others in the room next to you. When we got there the hot tub was so hot that we were not able to get in. Maybe a problem with the thermostat but...
Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable

Ski-in/out Condo on Bull Run Trail with fireplace, & full kitchen

9.4 out of 10, Exceptional, (77)
"The condo had everything we needed for a great ski week. Clean, well stocked kitchen, comfortable bed in a great location for a good price."
Ski-in/out Condo on Bull Run Trail with fireplace, & full kitchen

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

10.0 out of 10, Exceptional, (22)
"The property and location are great for skiers. Ski on / ski off. Plenty of space. There is a small apartment attached to the home that was rented on our last night. The property says it is a smoke free environment but the tenants of the apartment were smoking so much weed it was smelt in the entire house filled with some young kids. We told the owner who said he would address but this continued through the night and the next morning. I don't know how the owner will get the smell out to...
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

9.8 out of 10, Exceptional, (11)
"We loved the location and home! So close to Okemo, beautiful home right on the lake. The hottub and gas fireplace were appreciated after a day of skiing. We would definitely come back again!"
Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3.0 star property
9.8 out of 10, Exceptional, (6)
"Everything was excellent. 3 baths 3 beds. Perfect. Bring coffee filters and hangers."
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub
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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Other types of properties in Middletown Springs you may be interested in

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very good, (1007)
"Paint and wall paper coming off the ceilings kinda older but was clean otherwise "
The price is €141
includes taxes & fees
3 Mar - 4 Mar
Comfort Inn Rutland - Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1000)
"You definitely stay here again. Nice hot tub and pool"
The price is €213
includes taxes & fees
17 Mar - 18 Mar
Killington Mountain Lodge, Tapestry Collection by Hilton

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1001)
"Didn't like the shower ,needs to be up dated, need to put blinds behind the curtains to block out the outside light from shining thru at night. Plus the Tv kept acting up might need a new cable cord it was loose in the plug in. Other than that it was ok."
The price is €133
includes taxes & fees
3 Mar - 4 Mar
Days Inn by Wyndham Rutland/Killington Area
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.

Frequently asked questions

Can I find holiday rentals in Middletown Springs?

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

Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.: This holiday home rental outside of Middletown Springs is located in the mountains, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Middletown Springs?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Middletown Springs stay.

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 Lake Saint Catherine. In the wider area, you’ll find Killington Resort and Castleton University.

What are holiday rentals like in Middletown Springs?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middletown Springs. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family trips.