Search Condos Rentals in Middletown Springs from CA $81

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Middletown Springs condo rentals

A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

1. Mountain Green ground-floor condo with private yard off the patio

Mountain Green ground-floor condo with private yard off the patio
Killington
The price is CA $115
CA $399 total
includes taxes & fees
Nov 10 - Nov 11
Mountain Green ground-floor condo with private yard off the patio
A cozy living room with a fireplace, a sofa, a chair, and a television.

2. Mountain Green condo in Building 2 with updated walk-in shower

Mountain Green condo in Building 2 with updated walk-in shower
Killington
The price is CA $106
CA $355 total
includes taxes & fees
Nov 25 - Nov 26
Mountain Green condo in Building 2 with updated walk-in shower
An indoor swimming pool with a hot tub, a second-floor balcony, and a sign indicating a mountain resort.

3. Mountain Green third-floor condo with board games, across from Snowshed

Mountain Green third-floor condo with board games, across from Snowshed
Killington
The price is CA $165
CA $472 total
includes taxes & fees
Nov 10 - Nov 11
Mountain Green third-floor condo with board games, across from Snowshed
A cozy cabin interior with a sofa, dining table, chairs, wooden cabinets, and a kitchen area.

4. Condo a short walk to the Sachem trail with seasonal pool and tennis

Condo a short walk to the Sachem trail with seasonal pool and tennis
Ludlow
The price is CA $87
CA $401 total
includes taxes & fees
Nov 10 - Nov 11
Condo a short walk to the Sachem trail with seasonal pool and tennis
A bedroom with a large bed, a bedside table, a chair, a window, and an air conditioning unit.

5. Charming Killington Center Studio Condo on the Bus Route. Discounted Ski Rentals. Pool.

Charming Killington Center Studio Condo on the Bus Route. Discounted Ski Rentals. Pool.
Killington
The price is CA $125
CA $386 total
includes taxes & fees
Nov 8 - Nov 9
Charming Killington Center Studio Condo on the Bus Route. Discounted Ski Rentals. Pool.
A living room with a fireplace, a sofa, a coffee table, and a television.

6. Mountain Green high-floor front condo in Building 3 with ski trail views

Mountain Green high-floor front condo in Building 3 with ski trail views
Killington
8.8 out of 10, Excellent, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is CA $147
CA $518 total
includes taxes & fees
Nov 10 - Nov 11
Mountain Green high-floor front condo in Building 3 with ski trail views
A two-story house with multiple windows, surrounded by autumn foliage and a mountainous backdrop.

7. Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G6A

Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G6A
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Clean, comfortable studio unit with Keurig, fridge and microwave. Great place for a few days at Killington. Convenient access to the mountain and to shops and restaurants on the access road. Looks exactly like the pictures in the Nice natural light from the window. Would definitely stay here again."
United States
Brian B.
The price is CA $117
CA $307 total
includes taxes & fees
Nov 13 - Nov 14
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities G6A
A multi-story hotel with a modern architectural design, featuring balconies and a parking area.

8. Killington resort: Walk to Mountain, Ski/Ride, World Cup

Killington resort: Walk to Mountain, Ski/Ride, World Cup
Killington
9.8 out of 10, Exceptional, (38 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is CA $200
CA $504 total
includes taxes & fees
Nov 10 - Nov 11
Killington resort: Walk to Mountain, Ski/Ride, World Cup
A snow-covered residential area with multi-story buildings, a ski slope in the background, and a clear sky.

9. Mountain Green condo with electric fireplace and view balcony, walk to lifts

Mountain Green condo with electric fireplace and view balcony, walk to lifts
Killington
The price is CA $206
CA $520 total
includes taxes & fees
Nov 10 - Nov 11
Mountain Green condo with electric fireplace and view balcony, walk to lifts
A dining area with a round wooden table and four chairs, a sofa, a lamp, and a kitchen with a stove and microwave.

10. Mountain Green condo with indoor parking space and outdoor pool access

Mountain Green condo with indoor parking space and outdoor pool access
Killington
8.0 out of 10, Very good, (1 review)
The price is CA $165
CA $472 total
includes taxes & fees
Nov 10 - Nov 11
Mountain Green condo with indoor parking space and outdoor pool access
A modern living room with a fireplace, a television, and a large window with a view of trees.

11. CozyCub -Location, Ski Off/ Shuttle On

CozyCub -Location, Ski Off/ Shuttle On
Killington
9.8 out of 10, Exceptional, (26 reviews)
"Great trip!"
United States
casey d.
The price is CA $180
CA $375 total
includes taxes & fees
Nov 10 - Nov 11
CozyCub -Location, Ski Off/ Shuttle On
A living room with a sofa, a bench, a fireplace, a TV, and a large window.

12. Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge

Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
Clock Tower Base Area
9.2 out of 10, Wonderful, (30 reviews)
"Great property, clean and close to the slope"
United States
tiliger01
The price is CA $81
CA $315 total
includes taxes & fees
Nov 11 - Nov 12
Ground-floor ski-in/ski-out condo facing the Clock Tower base lodge
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

13. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.6 out of 10, Exceptional, (73 reviews)
"Cozy space close to the mountain. Host was very responsive and check in and check out was easy. "
United States
Spencer P.
The price is CA $185
CA $578 total
includes taxes & fees
Nov 12 - Nov 13
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
An indoor swimming pool with a clear view of the surrounding area, including a seating area and a staircase.

14. Trail Creek: 1 BR with Loft. Ski Home Trail. Bus. Hot Tub. Pool. #64

Trail Creek: 1 BR with Loft. Ski Home Trail. Bus. Hot Tub. Pool. #64
Killington
7.0 out of 10, Good, (2 reviews)
"it was okay a bit misrepresented"
Canada
Ian P.
The price is CA $183
CA $582 total
includes taxes & fees
Nov 8 - Nov 9
Trail Creek: 1 BR with Loft. Ski Home Trail. Bus. Hot Tub. Pool. #64
Interior

15. Cozy Condo- Perfect Ski Getaway on ski home trail

Cozy Condo- Perfect Ski Getaway on ski home trail
Killington
The price is CA $182
CA $371 total
includes taxes & fees
Nov 17 - Nov 18
Cozy Condo- Perfect Ski Getaway on ski home trail
A building with multiple floors, a red curved structure, and a flower bed with purple flowers.

16. Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts

Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
Clock Tower Base Area
8.8 out of 10, Excellent, (81 reviews)
"It was a perfect location and had everything we needed for a great stay."
United States
Danna K.
The price is CA $117
CA $366 total
includes taxes & fees
Nov 9 - Nov 10
Okemo ski-in/ski-out condo a few feet from the A and B Quad lifts
An aerial view of a residential area with houses, a swimming pool, and a lake surrounded by forested hills.

17. Renovated Killington Center Studio. Close to Resort. Bus. Discounted Ski Rentals. 523

Renovated Killington Center Studio. Close to Resort. Bus. Discounted Ski Rentals. 523
Killington
7.4 out of 10, Good, (3 reviews)
"Clean room, perfect location close to the mountain, easy acess and good communication with management. "
Canada
Timothy
The price is CA $142
CA $407 total
includes taxes & fees
Nov 8 - Nov 9
Renovated Killington Center Studio. Close to Resort. Bus. Discounted Ski Rentals. 523
Aerial view

18. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is CA $318
CA $657 total
includes taxes & fees
Nov 10 - Nov 11
The Suites at Killington Center
A modern living room with a fireplace, a ceiling fan, and a large window offering a view of the outdoors.

19. Modern 3BR/2BA Mountain Green Condo w/ Pool, Hot Tub, Gym, Bus. Ski Rental Deals! 1C5

Modern 3BR/2BA Mountain Green Condo w/ Pool, Hot Tub, Gym, Bus. Ski Rental Deals! 1C5
Killington
9.4 out of 10, Exceptional, (9 reviews)
"Great unit and location- would definitely stay again. "
United States
Jesse D.
The price is CA $203
CA $776 total
includes taxes & fees
Nov 8 - Nov 9
Modern 3BR/2BA Mountain Green Condo w/ Pool, Hot Tub, Gym, Bus. Ski Rental Deals! 1C5
A modern kitchen with stainless steel appliances, a dining area with a wooden table, and a cozy seating area with a fireplace.

20. The Sunup Suite at Killington: 2RM/2BA Condo w/ Pool. Bus Route. Discounted Ski Rentals!

The Sunup Suite at Killington: 2RM/2BA Condo w/ Pool. Bus Route. Discounted Ski Rentals!
Killington
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic three-night stay at this cozy condo in Killington, perfect for our family of four. The location was ideal, just a short drive to the mountain, making it easy for us to hit the slopes each day. The accommodations were comfortable and well-equipped, providing a wonderful home base for our ski vacation!"
United States
Catherine N.
The price is CA $218
CA $590 total
includes taxes & fees
Nov 8 - Nov 9
The Sunup Suite at Killington: 2RM/2BA Condo w/ Pool. Bus Route. Discounted Ski Rentals!
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.
View all properties

Top reviews in Middletown Springs

A two-story house with a porch, a fountain, and a flag.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

Bentley House Bed and Breakfast
Poultney

10/10 Excellent

Beautiful old building, well-maintained, filled with vintage furniture and collectable items. Like staying in a museum. Owners are very friendly and helpful. Breakfast was great.
Canada
Lloyd
Reviewed July 26, 2026
Bentley House Bed and Breakfast

Explore a world of travel with Expedia