Holiday Rentals in Middletown Springs

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Holiday Rentals in Middletown Springs

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (39)
"Everything was wonderful. Easy in and out. Near to almost everything. Beautiful area. I left my keys by mistake and they were wonderful in getting them back to me. I would stay there again. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

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

10.0 out of 10, Exceptional, (69)
"We were looking for something for our “baby moon” before I go back to work. We had a dream checklist and this home checked off everything on our list. We brought our 3mo old and our dog and had a peaceful weekend enjoying the hot tub, the Blackstone, and the cozy fireplace. We had some questions that were answered immediately. Can’t wait to go back with friends when it’s warmer not enjoy the pool and yard more! Love love lovd"
Private Adirondack Getaway. Stunning Fall Foliage. Close to Lake George and VT.

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (196)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (176)
"It was perfect for our work nearby."
The price is €174
includes taxes & fees
2 Dec - 3 Dec
Ultimate relaxing vacation

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool

Ski-in/ski-out condo with W/D, indoor pool, & hot tub

9.0 out of 10, Wonderful, (18)
"We loved the condo and the easy walking avvess to all of what Killington offers! We would definitely stay here again! "
Ski-in/ski-out condo with W/D, indoor pool, & hot tub

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

8.8 out of 10, Excellent, (39)
"Accurate representation of the property. Check in was easy after some confusion as the access door is right next to another unit and not wanting to interfere with another group late at night. Owners were able to clarify and said they would put a better note into the welcome message to alleviate future confusion. Overall, good price and would stay again."
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!

Trail Creek 33 | Condo in Killington

9.8 out of 10, Exceptional, (20)
"The location of the property was great.. Centrally located to everything we wanted to see. I would have liked to have a vacuum or even a broom available. The place had a few areas that could have been cleaner. "
Trail Creek 33 | Condo in Killington

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

10.0 out of 10, Exceptional, (159)
"Quiet getaway for the weekend just the two of us. It was the perfect spot. Out of the busy but a quick drive to get something to eat when you get hungry. The drive wasn’t bad either. Deb and Angelo were amazing to communicate with also. "
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

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

9.6 out of 10, Exceptional, (34)
"Great weekend! Beautiful location !!"
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

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

9.6 out of 10, Exceptional, (200)
"Another wonderful long weekend at this cozy, comfortable oasis. Simply bliss. See you next year!"
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

9.4 out of 10, Exceptional, (25)
"Beautiful property with amazing view of the lake the directions were a little off according to the website but we found it very enjoyable and relaxing stay"
Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (18)
"Gorgeous property with everything that we needed! It was relaxing and comfortable for everyone. The kids had a blast! The property management team was great with communication and offered early check in and late check out. Would absolutely stay here again!"
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

9.8 out of 10, Exceptional, (30)
"We had a lovely time at the Arched Chalet for my family's annual vacation in Vermont. It was very comfortable, well-appointed, and in a great location. Even in the summer heat we did not need the AC - it was so comfortable with the fans and the lower level is naturally cool. Great location near Camp Plymouth (we went to the lake twice), and restaurants/shops in Ludlow and Woodstock."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

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

8.2 out of 10, Very good, (33)
"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

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

8.4 out of 10, Very good, (25)
"We were a bit disappointed with this property. The pictures are a bit misleading as it felt dark and stuffy, which we didn’t expect. There was a strong cigarette odor that was hard to adjust to and the room kept dropping down to very cold temperatures (50s) even after we adjusted the thermostat. This was stressful since we have a 15 month old and were worried about her being too cold all night. The deck was completely blocked by a mound of treacherous ice from water dripping off the roof, which...
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Cabin in So. Vt enjoy the Mtns.

10.0 out of 10, Exceptional, (106)
"Cozy cabin in beautiful Mt. Tabor. We were a family of 3 with two dogs. Space was a little tight for us with the two dogs, but is perfect for 3-4 people. Outdoor space nice as well. Location was convenient to Manchester and Rutland areas and close to great hiking trails. Owners live on the property and are very friendly and accommodating. Great experience overall!"
Cabin in So. Vt enjoy the Mtns.

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

8.8 out of 10, Excellent, (18)
"Very cute cabin in the woods. Less than 2 miles off of route 4, which made it easy to get anywhere in Vermont!"
Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Lakefront home with amazing views, fireplace, firepit, & gas grill

9.8 out of 10, Exceptional, (63)
"Quiet, scenic, spacious, comfortable and cozy. We had friendsgiving and the kitchen and dining area was perfect."
Lakefront home with amazing views, fireplace, firepit, & gas grill

Charming, dog-friendly home with a private sauna, full kitchen, & furnished deck

9.6 out of 10, Exceptional, (61)
"Place seemed older/dated, no a/c, my daugther's commented they heard scratching in the walls at night so may have been some type of rodent. Pots and pans were old and rough to cook with. "
Charming, dog-friendly home with a private sauna, full kitchen, & furnished deck
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, (1067)
"Very friendly service."
The price is €118
includes taxes & fees
1 Dec - 2 Dec
Comfort Inn Rutland - Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.4 out of 10, Good, (1030)
"We enjoyed our stay at the Killington Mountain Lodge and would definitely recommend it! The hot tub is awesome, the food/drinks served are good, the staff is super friendly, and the hotel itself was really nice. Super convenient location for skiing too. "
The price is €179
includes taxes & fees
16 Dec - 17 Dec
Killington Mountain Lodge, Tapestry Collection by Hilton

Days Inn by Wyndham Rutland/Killington Area

2.5 star property
6.4 out of 10, (1108)
"everything is pretty clean "
The price is €100
includes taxes & fees
1 Dec - 2 Dec
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 Castleton University and Paramount Theater.

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.