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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Middletown Springs holiday rentals

Condo, 1 Bedroom | Exterior
Mountain Green Resort by Killington VR - 1 Bedrooms

Mountain Green Resort by Killington VR - 1 Bedrooms

Mountain Green Resort by Killington VR - 1 Bedrooms
3.5 star property
Killington
8.0 out of 10, Very good, (1)
"I had trouble getting in and out of the inner roads around the buildings and had to wait to use my rental car until the bus traffic cleared Old Mill Rd. to slush. This made me kind of locked in, but the bus service to and from the ski lodges did make it possible to ski. And that was the main reason I stayed at Mountain Green Resort the proximity and shuttle service."
United States
Scott
Mountain Green Resort by Killington VR - 1 Bedrooms
Indoor pool
Mountain Green

Mountain Green

Mountain Green
2.0 star property
Killington
6.8 out of 10, (17)
"Great communication from Jeff."
United States
Dennis
The price is 5.941.088 ₫
7.969.672 ₫ total
includes taxes & fees
14 Jan - 15 Jan
Mountain Green
Studio | Exterior
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
2.0 star property
Killington
The price is 4.914.542 ₫
10.765.609 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo
Condo, 1 Bedroom | Exterior
Fall Line Condos by Killington VR - Studios

Fall Line Condos by Killington VR - Studios

Fall Line Condos by Killington VR - Studios
2.0 star property
Killington
7.0 out of 10, Good, (2)
"Yes by a shuttle very easy"
United States
Philip
Fall Line Condos by Killington VR - Studios
Condo, 2 Bedrooms | Dining
The Woods by Killington Vacation Rentals - 2 Bedrooms

The Woods by Killington Vacation Rentals - 2 Bedrooms

The Woods by Killington Vacation Rentals - 2 Bedrooms
3.0 star property
The Woods
10.0 out of 10, Exceptional, (2)
"The condo had everything we needed for a comfortable and enjoyable stay. The pool and hot tub area were great additions. We would definitely stay again."
United States
Paul
The Woods by Killington Vacation Rentals - 2 Bedrooms
Condo, 2 Bedrooms | Sauna
Fall Line Condo D4 2 Bedroom Condo

Fall Line Condo D4 2 Bedroom Condo

Fall Line Condo D4 2 Bedroom Condo
3.5 star property
Killington
10.0 out of 10, Exceptional, (1)
"Super condo à proximité de la montagne de ski Killington. "
Canada
catherine
Fall Line Condo D4 2 Bedroom Condo
Condo, 2 Bedrooms | Exterior
Fall Line Condos by Killington VR - 2 Bedrooms

Fall Line Condos by Killington VR - 2 Bedrooms

Fall Line Condos by Killington VR - 2 Bedrooms
3.5 star property
Killington
The price is 10.165.832 ₫
24.120.624 ₫ total
includes taxes & fees
12 Jan - 13 Jan
Fall Line Condos by Killington VR - 2 Bedrooms
Condo, 2 Bedrooms | Sauna
Mountain Green Condo 2b4 2 Bedroom Condo

Mountain Green Condo 2b4 2 Bedroom Condo

Mountain Green Condo 2b4 2 Bedroom Condo
3.5 star property
Killington
Mountain Green Condo 2b4 2 Bedroom Condo
Condo, 1 Bedroom | Private kitchen
Mountain Green Condo 1c7 1 Bedroom Condo

Mountain Green Condo 1c7 1 Bedroom Condo

Mountain Green Condo 1c7 1 Bedroom Condo
2.0 star property
Killington
The price is 10.446.063 ₫
21.748.003 ₫ total
includes taxes & fees
22 Jan - 23 Jan
Mountain Green Condo 1c7 1 Bedroom Condo
Condo, 1 Bedroom | Exterior
Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos

Killington Ski Resort VT Vacation Condos
3.5 star property
Killington
The price is 4.914.542 ₫
10.765.609 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Killington Ski Resort VT Vacation Condos
Condo, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Glazebrook by Killington Vacation Rentals

Glazebrook by Killington Vacation Rentals

Glazebrook by Killington Vacation Rentals
3.0 star property
Killington
Glazebrook by Killington Vacation Rentals
House, 1 Bedroom | Interior
Fall Line Condo B7 1 Bedroom Home

Fall Line Condo B7 1 Bedroom Home

Fall Line Condo B7 1 Bedroom Home
3.5 star property
Killington
Fall Line Condo B7 1 Bedroom Home
House, 2 Bedrooms | Exterior
Bob's Sled Lodge 2 Bedroom Home

Bob's Sled Lodge 2 Bedroom Home

Bob's Sled Lodge 2 Bedroom Home
3.0 star property
North Sherburne
Bob's Sled Lodge 2 Bedroom Home
Studio | Living area
Mountain Green Resort by Killington VR - Studios

Mountain Green Resort by Killington VR - Studios

Mountain Green Resort by Killington VR - Studios
2.0 star property
Killington
Mountain Green Resort by Killington VR - Studios
House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
3.5 star property
Rutland
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
Condo, 3 Bedrooms | Private kitchen
Hemlock Ridge 2b: Charming Two Floor Condo In The Heart Of Killington. Perfect! 3 Bedroom Condo

Hemlock Ridge 2b: Charming Two Floor Condo In The Heart Of Killington. Perfect! 3 Bedroom Condo

Hemlock Ridge 2b: Charming Two Floor Condo In The Heart Of Killington. Perfect! 3 Bedroom Condo
2.0 star property
Killington
Hemlock Ridge 2b: Charming Two Floor Condo In The Heart Of Killington. Perfect! 3 Bedroom Condo
House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home

Blue Haven 3 Bedroom Home
3.0 star property
Killington
Blue Haven 3 Bedroom Home
House, 4 Bedrooms | Living area | Smart TV
The Powder House 4 Bedroom Home

The Powder House 4 Bedroom Home

The Powder House 4 Bedroom Home
3.0 star property
Killington
The Powder House 4 Bedroom Home
House, 3 Bedrooms | Interior
Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home

Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home

Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home
3.0 star property
Killington
Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home
Condo, 2 Bedrooms | Living area
Pico Mountain Condo E306 2 Bedroom Condo

Pico Mountain Condo E306 2 Bedroom Condo

Pico Mountain Condo E306 2 Bedroom Condo
2.5 star property
Killington
Pico Mountain Condo E306 2 Bedroom Condo
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

Hampton Inn Rutland

Hampton Inn Rutland

10/10 Excellent
"Breakfast selection was excellent. Very convenient location with lots of shops nearby. Love the updated furnitures and cleanses of the entire hotel. "
Haruru 2-night trip
Posted 2 days ago
Hampton Inn Rutland

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 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 Killington Resort.

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.