Middletown Springs Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Middletown Springs

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (43)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (209)
"Very clean. Well equipped. Close to the ski slope."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

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

9.6 out of 10, Exceptional, (221)
"The cabin was everything we thought it was going to be! Cozy and enjoyed the fireplace."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D

8.6 out of 10, Excellent, (4)
"It was a great stay! Highly recommend "
Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D

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

3.0 star property
9.6 out of 10, Exceptional, (9)
"Excellent location"
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (194)
"The cottage was so cozy and comfy."
The price is ¥21,914
¥28,143 total
includes taxes & fees
Jul 10 - Jul 11
Ultimate relaxing vacation

Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

9.6 out of 10, Exceptional, (36)
"Great stay, super easy access to the slopes. Place was great with helpful and communicable hosts. Will stay again! "
Renovated Ski-In/Ski-Out Peru Condo at Bromley Mtn

Okemo Mountain Lodging

3.5 star property
7.8 out of 10, Good, (27)
"I had an amazing time with my family, I will definitely be coming back "
Okemo Mountain Lodging

Trail treasures

10.0 out of 10, Exceptional, (113)
"Beautiful place."
Trail treasures

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (21)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
The price is ¥29,577
¥94,073 total
includes taxes & fees
Jun 24 - Jun 25
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

9.8 out of 10, Exceptional, (63)
"Property is very well maintained, with a nice pond, fireplace, and loft. Enjoyed being near Manchester, hiking trails, and mountains."
By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

Mountain Green

2.0 star property
6.6 out of 10, (10)
"The condo was very cozy for a family of four and suited us perfectly. Beds were comfortable and condo was clean. "
The price is ¥28,859
¥38,713 total
includes taxes & fees
Jun 24 - Jun 25
Mountain Green

Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

10.0 out of 10, Exceptional, (168)
"This place is magical for a mental health reset. The water, the trees, everything was perfect! "
Creekside Camp. NO CLEANING FEE. Relax in the Hot Tub Creekside - Vermont Style

Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

8.8 out of 10, Excellent, (18)
"Property out and peaceful and quiet. View is great thanks."
Cozy 3 bedroom house on 16 quiet acres, Mtn views, Close to Manchester

Cozy South Bay Cabin w/ Lake & Mountain Views

9.4 out of 10, Exceptional, (25)
"My family loved staying here, it was very private and beautiful, the cabin was beautiful and had everything you need. Will definitely stay here again!"
Cozy South Bay Cabin w/ Lake & Mountain Views

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

9.6 out of 10, Exceptional, (14)
"Happy experience and plenty of room. Everyone enjoyed the lake and sounding places."
8-bedroom vacation home just 16 minutes from Golf Club at Equinox

Secluded home with game room, private hot tub, golf, river & mtn views, firepit

8.6 out of 10, Excellent, (9)
"Visited in August while participating in Horseshow, great house and location"
Secluded home with game room, private hot tub, golf, river & mtn views, firepit

Vermont house in stunning private country setting and 360 degree panoramic views

10.0 out of 10, Exceptional, (11)
"Fantastic place to get away from it all. Romantic and serene with everything you need to enjoy the stunning area. We will absolutely come back "
Vermont house in stunning private country setting and 360 degree panoramic views

Waterfront Home on Lake Champlain w/ Dock & Kayaks

2.0 star property
8.0 out of 10, Very Good, (2)
"This camp had everything we needed. The docks were perfect for our two boats. Great location for a weekend of fishing. The walls upstairs are open at the top, which meant not much privacy while sleeping. Bring earplugs if you’re staying with noisy sleepers! "
Waterfront Home on Lake Champlain w/ Dock & Kayaks

Spacious 5bedroom house in superb Whitehall with WiFi, Fire Place & More!

2.0 star property
5.4 out of 10, (3)
"Oct 4-6th This house was very spacious ,lots of room for my party.Walls was very dirty, fans dusty , no grill or fire pit.Basketball hoop was blocked by landlord personal vehicles.Blankets and sheets needs to be updated.Spiders everywhere ,ice machine didn’t work, tub was dirty overall looks like someone lives in this property and left for the weekend.We cleaned up and had lots of fun and made the best out of our stay."
The price is ¥71,657
¥111,810 total
includes taxes & fees
Jun 24 - Jun 25
Spacious 5bedroom house in superb Whitehall with WiFi, Fire Place & More!
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Okemo Mountain Lodging: You might want to consider this vacation rental near Middletown Springs, which is in the mountains and equipped with daily housekeeping and an LCD TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

How many vacation rentals are there in Middletown Springs?

With 3 Expedia vacation rentals, you're sure 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 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.