Middletown Springs Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Middletown Springs holiday rentals

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (23 reviews)
"I enjoy the location "
United States
troy
The price is NZ$421
includes taxes & fees
7 Apr - 8 Apr
Mountain Green

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The Suites at Killington Center

Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.

Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.
Killington
9.6 out of 10, Exceptional, (72 reviews)
"Amazing ski-in/out property slope-side! We enjoyed our stay very much! "
United States
Jason
The price is NZ$1,858
includes taxes & fees
25 Mar - 26 Mar
Trailside Six: Ski-On/Off Condo for 8 with Private Hot Tub & Sauna. Ski Deals Too.

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (41 reviews)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is NZ$903
includes taxes & fees
25 Mar - 26 Mar
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Breakaway House by Killington Vacation Rentals

Breakaway House by Killington Vacation Rentals
3.0 star property
Killington
Breakaway House by Killington Vacation Rentals

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"Stayed here for a long weekend and the house was perfect. Plenty of room, well stocked kitchen, so much to keep the kids entertained and close proximity to lots of activities. Hiked Okemo and Killington, visited Buttermilk Falls and explored Ludlow. Will go back for sure!"
United States
Jill B.
The price is NZ$1,714
includes taxes & fees
7 Apr - 8 Apr
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.

Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.
Killington
10.0 out of 10, Exceptional, (81 reviews)
"Great small condo, nicely appointed, very clean, and great location ! "
United States
Jonathan R.
The price is NZ$875
includes taxes & fees
14 Apr - 15 Apr
Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Ground Floor ski-in/out condo, full kitchen & high-speed WiFi
Clock Tower Base Area
9.4 out of 10, Exceptional, (27 reviews)
"Clean room and very comfortable bed. Was ready for check in sooner than expected. "
United States
Wilson V.
The price is NZ$669
includes taxes & fees
7 Apr - 8 Apr
Ground Floor ski-in/out condo, full kitchen & high-speed WiFi

Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.

Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.
Killington
10.0 out of 10, Exceptional, (8 reviews)
"Roomy, excellant property. I would rent again, loved it"
United States
Mickey E.
The price is NZ$749
includes taxes & fees
25 Mar - 26 Mar
Trail Creek Killington Condos #18: Ski Home Trail. Bus. Hot Tub. Pool.

Okemo Mountain Lodging by Vail Resorts

Okemo Mountain Lodging by Vail Resorts
3.5 star property
Clock Tower Base Area
7.8 out of 10, Good, (28 reviews)
"I had an amazing time with my family, I will definitely be coming back "
United States
Yenifer
The price is NZ$3,255
includes taxes & fees
25 Mar - 26 Mar
Okemo Mountain Lodging by Vail Resorts

MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort

MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort
Killington
10.0 out of 10, Exceptional, (5 reviews)
"The condo was perfect! "
United States
Mandy b.
The price is NZ$997
includes taxes & fees
25 Mar - 26 Mar
MightyMoose- Pool, Hot tub, Sauna, Gym, Near Resort

Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.

Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.
Killington
9.8 out of 10, Exceptional, (18 reviews)
"One of the best we’ve ever stayed in. Thank you very much!! "
United States
steve c.
The price is NZ$1,338
includes taxes & fees
25 Mar - 26 Mar
Lodges at Sunrise 3BR Luxury Ski On Ski Off Condo. Pool. Hot Tub. Gym. Discounted Ski Rentals.

Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift
Killington
10.0 out of 10, Exceptional, (1 review)
The price is NZ$851
includes taxes & fees
25 Mar - 26 Mar
Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

BearRight- Pool, Hot Tub, Sauna.

BearRight- Pool, Hot Tub, Sauna.
Killington
9.8 out of 10, Exceptional, (12 reviews)
"Great location and easy, fun stay. "
United States
Lauren B.
The price is NZ$1,382
includes taxes & fees
25 Mar - 26 Mar
BearRight- Pool, Hot Tub, Sauna.

Cozy Bromley Retreat

Cozy Bromley Retreat
Bromley Mountain
9.4 out of 10, Exceptional, (10 reviews)
"As always, an excellent stay. Wonderful unit, very nicely stocked in a perfect location. Communication was quick and easy. Easily my favorite place to stay!"
United States
Vanessa P.
The price is NZ$543
includes taxes & fees
30 Mar - 31 Mar
Cozy Bromley Retreat

BearHug - Game Room, Pool, Hot Tub!

BearHug - Game Room, Pool, Hot Tub!
Killington
10.0 out of 10, Exceptional, (10 reviews)
"This condo is great for a family ski vacation at Killington. It is clean,comfortable, and within a short drive of the mountain, spa, and restaurants. The hosts were very responsive & provided clear instructions before/during our stay. We would stay here again. "
United States
Lexie L.
BearHug - Game Room, Pool, Hot Tub!

Slopeside Estate Luxurious Home in Killington - Ski On Ski Off, Hot Tub, Private Shuttle

Slopeside Estate Luxurious Home in Killington - Ski On Ski Off, Hot Tub, Private Shuttle
Killington
9.8 out of 10, Exceptional, (52 reviews)
"This House never Dissapoints! I should write a bad review just so I can open more weeks for my family!!!!! HAHA Best rental on Killington! And the folks who run this rental are top notch and by far the easiest to get a hold of. Be back soon!"
United States
benjamin c.
Slopeside Estate Luxurious Home in Killington - Ski On Ski Off, Hot Tub, Private Shuttle

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington
9.8 out of 10, Exceptional, (55 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
The price is NZ$1,513
includes taxes & fees
25 Mar - 26 Mar
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

BruinsDen- Fooseball, Hot Tub, Mountain Views

BruinsDen- Fooseball, Hot Tub, Mountain Views
Killington
9.8 out of 10, Exceptional, (18 reviews)
"We loved our stay, felt like home away from home. A perfect place to relax after a day on the slopes. Grateful for our time there. #recommend!"
United States
Jennifer C.
The price is NZ$1,740
includes taxes & fees
25 Mar - 26 Mar
BruinsDen- Fooseball, Hot Tub, Mountain Views
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

Top Middletown Springs Hotel Reviews

Find out more about Middletown Springs

Everything you need to know about Middletown Springs holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown Springs holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middletown Springs holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown Springs holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown Springs holiday rentals we have selected for you start as low as NZ$402 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middletown Springs rentals

At Expedia, we put the best Middletown Springs holiday 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 holiday.

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 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. Close to Lake George and VT for winter activities.: 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.

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 wider area, you’ll find Middletown Springs Public Library and Lake Saint Catherine State Park.

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.