Title: Middletown Springs Vacation Rentals from CA $245: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975873537&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975873537&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635975873537&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635975873537&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middletown Springs vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/3d411f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/5554154f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/fadced98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/e329a225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski-in/out mountainside condo close to everything with full kitchen - tranquil

[](https://www.expedia.ca/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information)

Clock Tower Base Area

9.0/10

Wonderful

(77 reviews)

"Perfect location for a quick ski trip. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael D.

CA $178

CA $460 total

includes taxes & fees

Mar 11 - Mar 12

[](https://www.expedia.ca/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information)

![Children's area](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/1b417e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/2da73c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/38f7fdf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/c7526449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Bromley Retreat

[](https://www.expedia.ca/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information)

Bromley Mountain

9.4/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vanessa P.

CA $156

CA $492 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/2925807e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/dca1ec05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/514eb474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 3 Bedrooms | View from room](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/cf0bfccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Green

[](https://www.expedia.ca/Killington-Hotels-Mountain-Green.h100996829.Hotel-Information)

Killington

7.0/10

Good

(19 reviews)

"Great !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Raul

CA $264

CA $355 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Killington-Hotels-Mountain-Green.h100996829.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/455aec2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/2828ea80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/9a087dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131894/77b10ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski-In/Out condo with patio, mountain views, washer/dryer, & cable

[](https://www.expedia.ca/Ludlow-Hotels-Ski-InOut-Condo-With-Patio.h72131894.Hotel-Information)

Clock Tower Base Area

9.2/10

Wonderful

(28 reviews)

"Overall very clean and nice. Needs some updating like more spoons, only 2, bigger coffee cups. And a new coffee table that is very worn. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David A.

CA $186

CA $471 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Ludlow-Hotels-Ski-InOut-Condo-With-Patio.h72131894.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/f68608f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/e7a4fea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/005d9ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/b47ad841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails

[](https://www.expedia.ca/Ludlow-Hotels-Condo-With-Seasonal-Pool-Tennis-Courts-Walk-To-Ski-Trails.h21708413.Hotel-Information)

Ludlow

7.4/10

Good

(55 reviews)

"Irish Bar nearby was a plus on St. Patrick’s Day !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Warren

CA $153

CA $515 total

includes taxes & fees

Feb 25 - Feb 26

[](https://www.expedia.ca/Ludlow-Hotels-Condo-With-Seasonal-Pool-Tennis-Courts-Walk-To-Ski-Trails.h21708413.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/109000000/108440000/108431000/108430968/5cd35f54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/109000000/108440000/108431000/108430968/2b070491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108440000/108431000/108430968/08bac740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/109000000/108440000/108431000/108430968/ff9073c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Slopeside Escape - Ski-In/Out Condo at Okemo

[](https://www.expedia.ca/Ludlow-Hotels-Cozy-Slopeside-Escape-Ski-InOut-Condo-At-Okemo.h108430968.Hotel-Information)

Okemo Village

10/10

Exceptional

(11 reviews)

"Location was perfect for skiing. Hosts were responsive and the stay was pleasant. Would book again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul T.

CA $342

CA $794 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Ludlow-Hotels-Cozy-Slopeside-Escape-Ski-InOut-Condo-At-Okemo.h108430968.Hotel-Information)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/a85da85c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/0d2fff39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/8a3c8472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110290000/110285500/110285457/4b5e753b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

[](https://www.expedia.ca/Killington-Hotels-Tranquil-Peaks-Studio-At-Killington-Center-Perfect-For-A-Getaway-In-The-Heart-Of-Killington.h110285457.Hotel-Information)

Killington

9.6/10

Exceptional

(4 reviews)

"The place was clean and easy to get to. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah Z.

CA $126

CA $379 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Killington-Hotels-Tranquil-Peaks-Studio-At-Killington-Center-Perfect-For-A-Getaway-In-The-Heart-Of-Killington.h110285457.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/120000000/119870000/119869800/119869798/c7907ba3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119870000/119869800/119869798/84cc0b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119870000/119869800/119869798/6a4b87c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119870000/119869800/119869798/1227d611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Rutland Retreat

[](https://www.expedia.ca/Rutland-Hotels-Cozy-Rutland-Retreat.h119869798.Hotel-Information)

Rutland

9.6/10

Exceptional

(5 reviews)

"Peaceful stay in the city! We were headed to the rodeo, so this was the perfect distance away! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aislinn F.

CA $105

CA $255 total

includes taxes & fees

Feb 11 - Feb 12

[](https://www.expedia.ca/Rutland-Hotels-Cozy-Rutland-Retreat.h119869798.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/0c26463f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/d79ef6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/1730b6e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/f4223681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

[](https://www.expedia.ca/Rutland-Hotels-The-Mendon-Cottage-Charming-Home-Close-To-Killington-Discounted-Lift-Tickets.h107908933.Hotel-Information)

Mendon

9.8/10

Exceptional

(11 reviews)

"Great place! Secluded but close to everything. We will definitely stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patricia Y.

CA $175

CA $570 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Rutland-Hotels-The-Mendon-Cottage-Charming-Home-Close-To-Killington-Discounted-Lift-Tickets.h107908933.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/fdcdea3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, books](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/0431a8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/8663ca25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90150000/90149600/90149596/72975903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

[](https://www.expedia.ca/Killington-Hotels-5th-Floor-Mountain-View-Condo.h90149596.Hotel-Information)

Killington

9.0/10

Wonderful

(12 reviews)

"Great property, as advertised."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris A.

CA $186

CA $450 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Killington-Hotels-5th-Floor-Mountain-View-Condo.h90149596.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/b1cd5c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/9c48ff3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/4e57eb17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/326ba5f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Jack S\`Bearo - Slopes, Fireplace, Pool.

[](https://www.expedia.ca/Killington-Hotels-Jack-SBearo-Slopeside-At-Pico-Shuttle-To-Killy.h101900661.Hotel-Information)

Killington

10/10

Exceptional

(14 reviews)

"My husband and i really enjoyed our stay at Jack S'bearo! Was a nice, cozy condo for a couple or a small family. Highly recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erin

CA $149

CA $422 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Killington-Hotels-Jack-SBearo-Slopeside-At-Pico-Shuttle-To-Killy.h101900661.Hotel-Information)

![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/111000000/110670000/110666200/110666145/872cc0ef_edited_f576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110670000/110666200/110666145/a951dbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110670000/110666200/110666145/0efe9976_edited_a755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110670000/110666200/110666145/0f8db464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Alpine Oasis Studio at Mountain Green Resort Killington: Shuttle, Pool, Hot Tub, Gym, Deals!

[](https://www.expedia.ca/Killington-Hotels-Alpine-Oasis-Studio-At-Mountain-Green-Resort-Killington-Shuttle.h110666145.Hotel-Information)

Killington

9.0/10

Wonderful

(8 reviews)

"My friends and I enjoyed it solid spot for a skiing weekend"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matt M.

CA $126

CA $396 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Killington-Hotels-Alpine-Oasis-Studio-At-Mountain-Green-Resort-Killington-Shuttle.h110666145.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/f0d8549c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/a125b83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/ae5ff31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/e2065bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean & bright condo with mountain views & modern kitchen - walk to lifts

[](https://www.expedia.ca/Killington-Hotels-Clean-Bright-Condo-With-Mountain-Views-Modern-Kitchen-Walk-To-Lifts.h32139178.Hotel-Information)

Killington

7.2/10

Good

(45 reviews)

"Perfect place for a long weekend"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patrick D.

CA $94

CA $340 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Killington-Hotels-Clean-Bright-Condo-With-Mountain-Views-Modern-Kitchen-Walk-To-Lifts.h32139178.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/cf630425.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/a9d39a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/82db2c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972752/92cf66c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### CozyCub- Location, Fireplace, Ski Off/Shuttle On!

[](https://www.expedia.ca/Killington-Hotels-CozyCub-Cheerful-Haven-Nestled-On-The-Mountain.h77972752.Hotel-Information)

Killington

10/10

Exceptional

(24 reviews)

"Really enjoyed our time there. It's a simple and straightforward apartment. Easy to get to, and a really nice location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Matthew G.

CA $174

CA $464 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Killington-Hotels-CozyCub-Cheerful-Haven-Nestled-On-The-Mountain.h77972752.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/32000000/31860000/31855100/31855051/f424dda6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/32000000/31860000/31855100/31855051/d4c84a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, stereo](https://images.trvl-media.com/lodging/32000000/31860000/31855100/31855051/152ffc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, stereo](https://images.trvl-media.com/lodging/32000000/31860000/31855100/31855051/e6e984a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming condo near the slopes with free WiFi and full kitchen

[](https://www.expedia.ca/Killington-Hotels-Welcoming-Condo-Near-The-Slopes-With-Free-WiFi-And-Full-Kitchen.h31855051.Hotel-Information)

Killington

7.4/10

Good

(31 reviews)

"beds were comfortable"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Juan T.

CA $171

CA $486 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Killington-Hotels-Welcoming-Condo-Near-The-Slopes-With-Free-WiFi-And-Full-Kitchen.h31855051.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/75000000/74010000/74008500/74008446/083784a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/75000000/74010000/74008500/74008446/651b0800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74010000/74008500/74008446/b51e9c4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74010000/74008500/74008446/9e3df54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski Okemo! Walk to the slopes from your modern 2 bed/2 bath condo at Winterplace

[](https://www.expedia.ca/Ludlow-Hotels-Ski-Okemo-Walk-To-The-Slopes-From-Your-Modern-2-Bed2-Bath-Condo-At-Winterplace.h74008446.Hotel-Information)

Ludlow

10/10

Exceptional

(13 reviews)

"Great ski weekend at Okemo - thanks for the great place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Catherine S.

CA $2,031

CA $2,976 total

includes taxes & fees

Feb 13 - Feb 14

[](https://www.expedia.ca/Ludlow-Hotels-Ski-Okemo-Walk-To-The-Slopes-From-Your-Modern-2-Bed2-Bath-Condo-At-Winterplace.h74008446.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/74000000/73760000/73756200/73756146/d5e488ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/74000000/73760000/73756200/73756146/447741a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73760000/73756200/73756146/fa3bb9e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73760000/73756200/73756146/2aac0c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Ludlow-Hotels-Ski-InSki-Out-Condo-With-Fireplace.h73756146.Hotel-Information)

Clock Tower Base Area

9.4/10

Exceptional

(23 reviews)

"Clean room and very comfortable bed. Was ready for check in sooner than expected. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wilson V.

CA $330

CA $708 total

includes taxes & fees

Mar 2 - Mar 3

[](https://www.expedia.ca/Ludlow-Hotels-Ski-InSki-Out-Condo-With-Fireplace.h73756146.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111270000/111268200/111268103/fc6b4ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111270000/111268200/111268103/ff8e8aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/112000000/111270000/111268200/111268103/ad518d7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/112000000/111270000/111268200/111268103/b838526d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cozy Cubbie: Charming Studio in Killington. Pool. Bus. Discounted Ski Rentals.

[](https://www.expedia.ca/Killington-Hotels-The-Cozy-Cubbie-Charming-Studio-In-Killington-Pool-Bus-Discounted-Lift-Tickets.h111268103.Hotel-Information)

Killington

8.8/10

Excellent

(5 reviews)

"We did a quick ski getaway, great place, and close to the mountain!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Al Z.

CA $159

CA $424 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Killington-Hotels-The-Cozy-Cubbie-Charming-Studio-In-Killington-Pool-Bus-Discounted-Lift-Tickets.h111268103.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/5630d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/22048f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/c5517e44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100340000/100335500/100335420/1b6e3563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

[](https://www.expedia.ca/Rutland-Hotels-New-2-Bedroom-Close-To-Killington-And-Bike-Trailsthis-Is-Pet-Ok-Downstairs-Unit.h100335420.Hotel-Information)

Mendon

9.8/10

Exceptional

(6 reviews)

"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aurore H.

CA $176

CA $380 total

includes taxes & fees

Mar 1 - Mar 2

[](https://www.expedia.ca/Rutland-Hotels-New-2-Bedroom-Close-To-Killington-And-Bike-Trailsthis-Is-Pet-Ok-Downstairs-Unit.h100335420.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/42000000/41970000/41964800/41964741/c12fad9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/42000000/41970000/41964800/41964741/7930bf7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/42000000/41970000/41964800/41964741/2f897618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/42000000/41970000/41964800/41964741/bc24e5e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Resort condo with mountain views, full kitchen, and free WiFi

[](https://www.expedia.ca/Killington-Hotels-Resort-Condo-With-Mountain-Views.h41964741.Hotel-Information)

Killington

8.8/10

Excellent

(46 reviews)

"Very close to Killington and in the shuttle route."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Craig C.

CA $206

CA $617 total

includes taxes & fees

Feb 10 - Feb 11

[](https://www.expedia.ca/Killington-Hotels-Resort-Condo-With-Mountain-Views.h41964741.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-23&endDate=2026-02-24&regionId=553248635975873537&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Middletown+Springs%2C+Vermont%2C+United+States+of+America&regionId=553248635975873537&latLong=43.485626%2C-73.118164&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APART_HOTEL)

Apartments

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Middletown+Springs%2C+Vermont%2C+United+States+of+America&regionId=553248635975873537&latLong=43.485626%2C-73.118164&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CABIN)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Middletown+Springs%2C+Vermont%2C+United+States+of+America&regionId=553248635975873537&latLong=43.485626%2C-73.118164&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VILLA)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Middletown+Springs%2C+Vermont%2C+United+States+of+America&regionId=553248635975873537&latLong=43.485626%2C-73.118164&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Middletown+Springs%2C+Vermont%2C+United+States+of+America&regionId=553248635975873537&latLong=43.485626%2C-73.118164&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Middletown+Springs%2C+Vermont%2C+United+States+of+America&regionId=553248635975873537&latLong=43.485626%2C-73.118164&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Middletown+Springs%2C+Vermont%2C+United+States+of+America&regionId=553248635975873537&latLong=43.485626%2C-73.118164&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CHALET)

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## Top Middletown Springs Hotel Reviews

![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg)

### Hampton Inn and Suites Manchester

10/10 Excellent

"Everything is good "

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information)

![Best Western Inn & Suites Rutland-Killington](https://images.trvl-media.com/lodging/1000000/20000/16500/16411/9898f616_y.jpg)

### Best Western Inn & Suites Rutland-Killington

10/10 Excellent

"Staff was very attentive and helpful, rooms very clean and comfortable with well organized setting, breakfast was pretty good and it is included with your stay."

[](https://expedia.ca/Rutland-Hotels-Best-Western-Inn-Suites-Rutland-Killington.h16411.Hotel-Information)

![Aspen At Manchester](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/6f88107a_y.jpg)

### Aspen At Manchester

10/10 Excellent

"Very clean. Only complaint was a $10 resort fee. ??? Dead of winter. 0nly thing accessible was our room."

[](https://expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information)

![North Star Lodge and Resort](https://images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg)

### North Star Lodge and Resort

10/10 Excellent

"Staff was helpful and room was clean"

[](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information)

![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg)

### Comfort Inn Rutland - Killington

10/10 Excellent

"Everything was great! The staff were very nice and the free breakfast is legit!"

[](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information)

![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f_y.jpg)

### The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"excellent "

[](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information)

![Turn of River Lodge](https://images.trvl-media.com/lodging/19000000/18550000/18540700/18540657/e79916d3_y.jpg)

### Turn of River Lodge

10/10 Excellent

"Yes "

[](https://expedia.ca/Killington-Hotels-Turn-Of-River-Lodge.h18540657.Hotel-Information)

![Summit Lodge](https://images.trvl-media.com/lodging/2000000/1110000/1102600/1102506/5da3617c_y.jpg)

### Summit Lodge

10/10 Excellent

"Reasonable clean nice place to stay"

[](https://expedia.ca/Killington-Hotels-Summit-Lodge.h1102506.Hotel-Information)

![Hampton Inn Rutland](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2_y.jpg)

### Hampton Inn Rutland

10/10 Excellent

"This was a wonderful hotel! Very clean, lots of parking, close to shopping/restaurants, friendly staff and great amenities. I would highly recommend if you were staying in the Rutland area!"

[](https://expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information)

## Find out more about Middletown Springs

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middletown Springs. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Condo Rentals in Middletown Springs ](https://expedia.ca/Middletown-Springs-Condos.d553248635975873537-aaCondos.Travel-Guide-Accommodation)
- [Vacation Homes in Middletown Springs ](https://expedia.ca/Middletown-Springs-Private-Vacation-Homes.d553248635975873537-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Middletown Springs ](https://expedia.ca/Middletown-Springs-Apartments.d553248635975873537-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Middletown Springs ](https://expedia.ca/Middletown-Springs-Cabins.d553248635975873537-aaCabins.Travel-Guide-Accommodation)
- [Cottages in Middletown Springs ](https://expedia.ca/Middletown-Springs-Cottages.d553248635975873537-aaCottages.Travel-Guide-Accommodation)
- [Chalets in Middletown Springs ](https://expedia.ca/Middletown-Springs-Chalets.d553248635975873537-aaChalets.Travel-Guide-Accommodation)
- [Lodges in Middletown Springs ](https://expedia.ca/Middletown-Springs-Lodges.d553248635975873537-aaLodges.Travel-Guide-Accommodation)
- [Resorts in Middletown Springs ](https://expedia.ca/Middletown-Springs-Resort-Hotels.d553248635975873537-aaResortHotels.Travel-Guide-Accommodation)
- [B&B in Middletown Springs ](https://expedia.ca/Middletown-Springs-Bed-And-Breakfast.d553248635975873537-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Middletown Springs ](https://expedia.ca/Middletown-Springs-Motels.d553248635975873537-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Middletown Springs ](https://expedia.ca/Middletown-Springs-Agritourism.d553248635975873537-aaAgritourism.Travel-Guide-Accommodation)
- [Guest Houses in Middletown Springs ](https://expedia.ca/Middletown-Springs-Guest-Houses.d553248635975873537-aaGuestHouses.Travel-Guide-Accommodation)
- [Aparthotels in Middletown Springs ](https://expedia.ca/Middletown-Springs-Apart-Hotels.d553248635975873537-aaApartHotels.Travel-Guide-Accommodation)
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- [Villas in Middletown Springs ](https://expedia.ca/Middletown-Springs-Villas.d553248635975873537-aaVillas.Travel-Guide-Accommodation)
- [Condo Resorts in Middletown Springs ](https://expedia.ca/Middletown-Springs-Condominium-Resort.d553248635975873537-aaCondominiumResort.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Middletown Springs?

### What's the top vacation rental that Middletown Springs has to offer?

### What can I see and do in Middletown Springs?

### What are vacation rentals like in Middletown Springs?

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## Go further with the Expedia app

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