Title: Middlebury Vacation Home Rentals from CA $272: Search Top Private Vacation Homes for Rent | Expedia.ca

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![Either off access road at the end of Old Waterbury Rd, or Umberfield Rd. Abandoned in the woods near I 84 and power lines overhead.](https://images.trvl-media.com/place/10425/0361f1ad-051a-4c95-a6dc-c4b5531475e6.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Brandon Miller

# Middlebury Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middlebury vacation homes

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/6b873162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/b3af2d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/97b3c47c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/f2cb62d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Plainville

[](https://www.expedia.ca/Plainville-Hotels-26-Beautifully-Renovated-2-BR-Home.h99476616.Hotel-Information)

10/10

Exceptional

(4)

"We thoroughly enjoyed our stay! The space was great for our family of 4\. Would recommend!"

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

LaTanya W.

CA $161

CA $330 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Plainville-Hotels-26-Beautifully-Renovated-2-BR-Home.h99476616.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/bf5d2058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/c537ec71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/94637ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/4b37fe37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wallingford Center

[](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information)

9.0/10

Wonderful

(13)

"Excellent option for a short stay near the heart of it all in Wallingford."

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

Jeanette W.

CA $159

CA $398 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/63307396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/00a0d671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/325fc50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/5c2d59b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Berlin

[](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information)

9.2/10

Wonderful

(5)

"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "

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

Daniel L.

CA $146

CA $416 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/163d5bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/a9bb69c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/6a37565c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/218721ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shelton

[](https://www.expedia.ca/Charming.h111683284.Hotel-Information)

9.0/10

Wonderful

(2)

"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."

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

Alex C.

CA $166

CA $272 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Charming.h111683284.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/7829d72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/e75de95d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/5075149a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/eebfd635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wallingford

[](https://www.expedia.ca/Wallingford-Hotels-Newly-Remodeled-1-BR-Close-To-Everything-Yet-Very-Private.h57696731.Hotel-Information)

10/10

Exceptional

(9)

"The flat has a nice layout and was very comfortable. We enjoyed our stay."

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

Mary R.

CA $159

CA $398 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Wallingford-Hotels-Newly-Remodeled-1-BR-Close-To-Everything-Yet-Very-Private.h57696731.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/w1440h958x0y3-16ec6595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/e207012e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/w1024h676x0y3-0bf31286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/bf5bce9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in East Rock

[](https://www.expedia.ca/New-Haven-Hotels-Cozy-Gem-In-Heart-Of-East-Rock-King-Bed-Near-DT.h76532852.Hotel-Information)

9.6/10

Exceptional

(8)

"Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven"

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

Derek L.

CA $182

CA $489 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/New-Haven-Hotels-Cozy-Gem-In-Heart-Of-East-Rock-King-Bed-Near-DT.h76532852.Hotel-Information)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/89c597eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Flat-screen TV](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/02effb57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/2c0c3b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/64eef4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fair Haven

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.Hotel-Information)

7.6/10

Good

(5)

"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"

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

Jamie S.

CA $177

CA $333 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/41e92d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/d503d3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/d1cc68c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/8cacb4e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Mill River

[](https://www.expedia.ca/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.Hotel-Information)

9.2/10

Wonderful

(18)

"Great value very close to university. "

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

Lawrence

CA $174

CA $307 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/c1d5dab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/b7acb6c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/6dab1099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/f3668968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fair Haven

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.Hotel-Information)

9.6/10

Exceptional

(14)

"Had a really nice stay, enjoyed this open airy space with comfortable beds and beautiful light with a view of the river. Very nice time, would stay again."

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

Brian B.

CA $246

CA $461 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.Hotel-Information)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76540000/76533100/76533032/w1024h676x0y3-7652554c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/77000000/76540000/76533100/76533032/w1024h680x0y3-f7aa3d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76540000/76533100/76533032/w1440h958x0y3-cc94fd8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76540000/76533100/76533032/092779b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in East Rock

[](https://www.expedia.ca/New-Haven-Hotels-Orange-Oasis-In-East-Rock-Free-ParkingNear-Yale-DT.h76533032.Hotel-Information)

9.0/10

Wonderful

(8)

"the apartment was so beautiful, clean, and spacious! it was a great area to be in! the beds were SUPER comfortable as well, highlight of my trip!"

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

milly s.

CA $199

CA $519 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/New-Haven-Hotels-Orange-Oasis-In-East-Rock-Free-ParkingNear-Yale-DT.h76533032.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/1f3110eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/5b7486a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/3b3e886e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/80cc653e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southington

[](https://www.expedia.ca/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information)

10/10

Exceptional

(1)

"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."

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

Cindy M.

CA $120

CA $682 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108480000/108472400/108472348/5fe6aa61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108480000/108472400/108472348/96bf62b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108480000/108472400/108472348/w1233h900x1y0-9d2661f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108480000/108472400/108472348/0f09d09f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stratford

[](https://www.expedia.ca/Shelton-Hotels-37-Luxury-Collection.h108472348.Hotel-Information)

8.0/10

Very good

(4)

"We enjoyed the coziest getaway at this property. Newly renovated, clean and tucked away without being accessible to local attractions. "

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

Sarah T.

CA $442

CA $842 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Shelton-Hotels-37-Luxury-Collection.h108472348.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/8c48c1bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/3625879a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/38eef8d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/ef2c1702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Dixwell

[](https://www.expedia.ca/New-Haven-Hotels-The-Santiago-In-Science-Park-At-Yale-New-Haven.h93397831.Hotel-Information)

8.0/10

Very good

(8)

"The property had everything needed and was a short distance to so many campus sites. Would definitely stay again."

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

Natalie B.

CA $145

CA $305 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/New-Haven-Hotels-The-Santiago-In-Science-Park-At-Yale-New-Haven.h93397831.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/108000000/107460000/107458300/107458207/650b435b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107460000/107458300/107458207/fc227418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107460000/107458300/107458207/w1017h1324x0y0-57857bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, bed sheets](https://images.trvl-media.com/lodging/108000000/107460000/107458300/107458207/1954bbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wolcott

[](https://www.expedia.ca/Waterbury-Hotels-1-Bedroom-Vacation-Home-22-Minutes-From-Quinnipiac-University.h107458207.Hotel-Information)

9.6/10

Exceptional

(4)

"Very clean and the host was great "

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

David G.

CA $207

CA $539 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Waterbury-Hotels-1-Bedroom-Vacation-Home-22-Minutes-From-Quinnipiac-University.h107458207.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/f5a66411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/8d51a0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/c87cccfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/123000000/122130000/122125300/122125262/2924ffc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shelton

[](https://www.expedia.ca/Shelton-Hotels-Luxurious-Modern-Feel-W-Custom-Features-AC.h122125262.Hotel-Information)

CA $128

CA $536 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Shelton-Hotels-Luxurious-Modern-Feel-W-Custom-Features-AC.h122125262.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116680000/116671100/116671011/4f95070c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/117000000/116680000/116671100/116671011/83631fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116680000/116671100/116671011/553fabbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116680000/116671100/116671011/9d3fd888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Dixwell

[](https://www.expedia.ca/New-Haven-Hotels-3-Bedroom-House-Just-Walking-Distance-From-Yale-And-Downtown.h116671011.Hotel-Information)

CA $242

CA $489 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/New-Haven-Hotels-3-Bedroom-House-Just-Walking-Distance-From-Yale-And-Downtown.h116671011.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/d19f879c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/w904h683x60y0-98de8b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/w505h683x260y0-96a95a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/0c5ec25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southbury

[](https://www.expedia.ca/Southbury-Hotels-Cozy-Cute-Relaxing-Home.h99618820.Hotel-Information)

8.8/10

Excellent

(6)

"nice quiet area"

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

Alex V.

CA $248

CA $460 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Southbury-Hotels-Cozy-Cute-Relaxing-Home.h99618820.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/ac2eb1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/056a1402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/59afcbd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/95857e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in West Haven

[](https://www.expedia.ca/West-Haven-Hotels-McAngel-Haven-5-Mins-From-Yale.h101940832.Hotel-Information)

9.6/10

Exceptional

(17)

"Yhe gouse was very clean and the location was great for our visit to University of New Haven."

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

Ann Marie S.

CA $317

CA $719 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/West-Haven-Hotels-McAngel-Haven-5-Mins-From-Yale.h101940832.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/93000000/92610000/92606500/92606418/5b504597.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92610000/92606500/92606418/w1284h849x0y33-0566f30f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/93000000/92610000/92606500/92606418/w1284h852x0y19-efec3e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92610000/92606500/92606418/9f569386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fair Haven

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-21-2-Houses-In-1-Building.h92606418.Hotel-Information)

CA $787

CA $1,254 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-21-2-Houses-In-1-Building.h92606418.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111610000/111609700/111609670/w1278h850x0y0-dc533a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/112000000/111610000/111609700/111609670/cc16b7d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111610000/111609700/111609670/w1278h850x0y0-a42e477c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111610000/111609700/111609670/f1eae65e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in West Haven

[](https://www.expedia.ca/West-Haven-Hotels-Westshore-Luxury.h111609670.Hotel-Information)

7.6/10

Good

(5)

"Perfect location near the beach! When we stayed the weather wasn’t ideal for the beach day but I can only imagine how perfect this house would be in a beautiful day! The host had a wagon and beach toys available as well which was wonderful. Very cute property. I was unsure of our check out instructions other than to ensure we cleaned our dishes and messaged the host and never heard back but other than that our stay was great. "

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

Stacy A.

CA $551

CA $746 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/West-Haven-Hotels-Westshore-Luxury.h111609670.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=2026-01-05&endDate=2026-01-06&regionId=183065&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Middlebury Hotel Reviews

![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg)

### New Haven Hotel

10/10 Excellent

"Clean room. Convenient location."

[](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information)

![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg)

### Holiday Inn Express Southington by IHG

10/10 Excellent

"The place was great. enjoyed our stay."

[](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information)

![Hilton Garden Inn Milford](https://images.trvl-media.com/lodging/3000000/2480000/2473700/2473639/268b5ae5_y.jpg)

### Hilton Garden Inn Milford

10/10 Excellent

"Very clean room and staff was very helpful and friendly and free parking and you can any where ."

[](https://expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Milford.h2473639.Hotel-Information)

![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg)

### Home2 Suites by Hilton East Haven New Haven

10/10 Excellent

"Helpful.Easy check in!"

[](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information)

![Wyndham Southbury](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg)

### Wyndham Southbury

10/10 Excellent

"Fast checkin, friendly staff, room was nice and clean"

[](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information)

![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg)

### Omni New Haven Hotel at Yale

10/10 Excellent

"Clean, comfortable room"

[](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information)

![Hamden Hotel and Suites – Hamden New Haven](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/c3c836db_y.jpg)

### Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent

"Clean room -comfortable bed. no complaints "

[](https://expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information)

![Hampton Inn by Hilton Shelton](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843_y.jpg)

### Hampton Inn by Hilton Shelton

10/10 Excellent

"The property was well lite and safe. Excellent job with rooms being clean."

[](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information)

![Hotel Marcel New Haven, Tapestry Collection By Hilton](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg)

### Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent

"Loved that EV charging is on site with no need to pay for parking."

[](https://expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information)

## Find out more about Middlebury

## Middlebury Vacation Homes information

| Number of reviews | 103                |
| ----------------- | ------------------ |
| Accommodation     | 283 Vacation Homes |
| Lowest Price      | CA $272            |
| Highest Price     | CA $1,254          |

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