Title: Middlebury Vacation Home Rentals from CA $275: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Middlebury](https://expedia.ca/Middlebury-Hotels.d183065.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.ca/Middlebury-Vacation-Rentals.d183065.Travel-Guide-VacationRentals)[Middlebury Car Rentals](https://expedia.ca/Car-Rentals-In-Middlebury.d183065.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.ca/Middlebury.d183065.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/cda26adfd6cf208eeb474889dc27ce3a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Brandon Miller # Middlebury Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Middlebury Vacation Homes ![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) ![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/94637ed7.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) ![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) ### Once the old Schools house now a newly furnished Apartment Wallingford Center 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 $153 CA $393 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/04508426_edited_1287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/af23948e.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/e8f968ba.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/58000000/57700000/57696800/57696731/41a9baa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Remodeled 1-BR Close to Everything yet Very Private Wallingford 10/10 Exceptional (9) "I was very pleased with the accomodations. I had everything I needed and it was comfortable and quiet. I was able to get my research done and enjoyed the peaceful setting, and it was convenient to the friends and family I visited during my stay. I will definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paula S. CA $161 CA $406 total includes taxes & fees Oct 25 - Oct 26 [](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) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76540000/76532900/76532852/22a7e460.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) ### Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking East Rock 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 $183 CA $497 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/New-Haven-Hotels-Cozy-Gem-In-Heart-Of-East-Rock-King-Bed-Near-DT.h76532852.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/112000000/111690000/111683300/111683284/218721ff.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) ### Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House, Shelton 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 $168 CA $275 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Charming.h111683284.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) ![Interior](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/62ac79d9.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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/00a0d671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Apartment in Berlin Berlin 9.2/10 Wonderful (5) "We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy B. CA $164 CA $445 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76540000/76533100/76533032/w1024h676x0y3-f162bd81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orange Oasis in East Rock |Free Parking| Near Yale and DT|Large Memory Foam Beds East Rock 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 $194 CA $521 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/New-Haven-Hotels-Orange-Oasis-In-East-Rock-Free-ParkingNear-Yale-DT.h76533032.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) ![Exterior](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/w906h683x59y0-6aa47975.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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/0c5ec25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cute Relaxing home Southbury 8.8/10 Excellent (6) "nice quiet area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex V. CA $231 CA $442 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Southbury-Hotels-Cozy-Cute-Relaxing-Home.h99618820.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) ![Interior](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/58d0e4d3.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) ![Smart TV](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/8cacb4e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stocked home close to Yale, in Heart of New Haven Mill River 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 $208 CA $353 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.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) ![Dining](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/2793242f.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) ![Marina](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/2c0c3b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home. Fair Haven 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 $187 CA $350 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96930000/96925100/96925078/a263f049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96930000/96925100/96925078/22f0c0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/97000000/96930000/96925100/96925078/2a99f337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96930000/96925100/96925078/adb1247d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Litchfield Connecticut Retreat". Litchfield 9.4/10 Exceptional (17) "Good communication from the host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) zachary l. CA $315 CA $450 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Tranquil-Litchfield-Connecticut-Retreat.h96925078.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) ![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) ![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) ![TV, Netflix, Hulu, books](https://images.trvl-media.com/lodging/94000000/93400000/93397900/93397831/498bd184.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Santiago in Science Park at Yale New Haven Dixwell 8.0/10 Very good (8) "The property was great. Clean and comfortable! Great communication from the owner. Its not the entire house as there was someone staying upstairs. Otherwise the experience was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James D. CA $150 CA $295 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/New-Haven-Hotels-The-Santiago-In-Science-Park-At-Yale-New-Haven.h93397831.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) ![Marina](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/8c7a6352.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) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/6dab1099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit. Fair Haven 9.6/10 Exceptional (13) "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 $259 CA $477 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.Hotel-Information) ![Family House](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/ff59e7a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/0802bc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach towels, fishing](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/f37bc34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/077958ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Flores Villa New Preston 10/10 Exceptional (1) CA $1,423 CA $2,195 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/New-Preston-Hotels-Las-Flores-Villa.h70549365.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118710000/118704500/118704493/245a5e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118710000/118704500/118704493/b51643ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118710000/118704500/118704493/f8ea175c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118710000/118704500/118704493/258e217a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### KING BED, Affordable Classic Bristol Home Sleep 8+ Bristol CA $180 CA $427 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Bristol-Hotels-KING-BED.h118704493.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/cde347d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/23242491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/8e1f1f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/e34b64d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake New Fairfield 10/10 Exceptional (13) "The house worked very well for our family holiday. Very clean, had everything we needed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Audrey P. CA $311 CA $754 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101940900/101940832/a059ffe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### McAngel Haven: 5 mins from Yale West Haven 9.6/10 Exceptional (16) "The property was amazing and clean lots of room. Everyone in the family enjoyed the property. I definitely would stay here again if available when I was trying to visit CT again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shalonda M. CA $321 CA $734 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/West-Haven-Hotels-McAngel-Haven-5-Mins-From-Yale.h101940832.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/745e6a80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/a7fe5543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/b651961b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118330000/118324400/118324337/1b77315b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Retreat | Heated Saltwater Pool | BBQ | Fire Pit Redding 10/10 Exceptional (1) "Beautiful house, very clean, spacious and a great host!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alejandro A. CA $359 CA $879 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Redding-Hotels-Renovated-Retreat-Heated-Saltwater-Pool-BBQ.h118324337.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118940000/118937800/118937785/c430196a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118940000/118937800/118937785/61270c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/119000000/118940000/118937800/118937785/1d1987a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118940000/118937800/118937785/5b38437d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Short Walk to Yale | 4BR| Laundry|WiFi Dixwell CA $253 CA $641 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/New-Haven-Hotels-Short-Walk-To-Yale-4BR-LaundryWiFi.h118937785.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88100000/88091900/88091887/01f6f719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88100000/88091900/88091887/d0637cf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88100000/88091900/88091887/d3a39d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/89000000/88100000/88091900/88091887/d98bbe89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heavenly Home in New Haven /5 mins drive from Yale Fair Haven 9.0/10 Wonderful (22) "Away for two nights for my nieces wedding. 11 of us, 2 families, so much space! Perfect distance from the venue! We had a great time and couldn’t have asked for a better set up!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen N. CA $881 CA $1,127 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/New-Haven-Hotels-Heavenly-Home-In-New-Haven.h88091887.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) ![Interior](https://images.trvl-media.com/lodging/117000000/116680000/116671100/116671011/9d3fd888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116680000/116671100/116671011/23d6ef9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom house just walking distance from Yale and Downtown Dixwell CA $315 CA $582 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/New-Haven-Hotels-3-Bedroom-House-Just-Walking-Distance-From-Yale-And-Downtown.h116671011.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=2025-11-07&endDate=2025-11-08®ionId=183065&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddlebury-Private-Vacation-Homes.d183065-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddlebury-Private-Vacation-Homes.d183065-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Middlebury Hotel Reviews ![Omni New Haven Hotel at Yale](//images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "Great location and very accommodating staff" [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Best Western Executive Hotel Of New Haven - West Haven](//images.trvl-media.com/lodging/1000000/30000/23300/23217/b63e42e2_y.jpg) ### Best Western Executive Hotel Of New Haven - West Haven 10/10 Excellent "Very nice" [](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information) ![Holiday Inn Express Southington by IHG](//images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "The room was clean and staff was friendly. We enjoyed the queen beds." [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Hyatt Place Milford / New Haven](//images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Rooms look old some of the furniture looks well used" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Courtyard by Marriott Waterbury Downtown](//images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8_y.jpg) ### Courtyard by Marriott Waterbury Downtown 10/10 Excellent "I found my room to be a wonderful place to relax and enjoy my evening and sleep. " [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ![Wyndham Southbury](//images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg) ### Wyndham Southbury 10/10 Excellent "Front desk staff were excellent five stars \*\*\*\*\*" [](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ![Red Roof Inn Meriden](//images.trvl-media.com/lodging/1000000/10000/2900/2831/05873179_y.jpg) ### Red Roof Inn Meriden 10/10 Excellent "Clean with a nice staff. Great value too." [](https://expedia.ca/Hartford-Hotels-Red-Roof-Inn-Meriden.h2831.Hotel-Information) ![Holiday Inn Cheshire - Southington by IHG](//images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/a3c0d287_y.jpg) ### Holiday Inn Cheshire - Southington by IHG 10/10 Excellent "This Holiday Inn was very clean, the staff were friendly and there were many dining options close by to the hotel, if you had a car. The indoor pool was clean and slightly warm and the gym, although not very large… had great equipment and was immaculate. The bed was very comfortable. There was a small restaurant in the lobby. This hotel did not have a free breakfast but I opted to pay a small fee when I booked the hotel, online, to have a sit down or (to go) breakfast for both my husband and myself. It was very good. I loved having the free coffee in the lobby. I would highly recommend this Holiday Inn. " [](https://expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Hotel Marcel New Haven, Tapestry Collection By Hilton](//images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg) ### Hotel Marcel New Haven, Tapestry Collection By Hilton 10/10 Excellent "The room was clean, and the gym facilities were excellent. I appreciated the cool bar area and the meeting spaces. The staff was very friendly and knowledgeable. On the downside, the elevators were slow, and the air conditioning in my room could have been cooler. Additionally, I found that the shower door opens inward, and I believe it would be more efficient if it opened outward." [](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 | 139 | | --- | --- | | Accommodation | 305 Vacation Homes | | Lowest Price | CA $275 | | Highest Price | CA $2,195 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Oakville](https://www.expedia.ca/5Star-Oakville-Hotels.s50-0-d3000430361.Travel-Guide-Filter-Hotels) - [B&B in Naugatuck](https://www.expedia.ca/Naugatuck-Bed-And-Breakfast.d6063174-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Naugatuck](https://www.expedia.ca/Naugatuck-Hotels-Cheap-Hotels.0-0-d6063174-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Naugatuck](https://www.expedia.ca/Naugatuck-Hotels-Luxury-Hotel.0-0-d6063174-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Naugatuck](https://www.expedia.ca/Naugatuck-Hotels-Pet-Friendly-Hotel.0-0-d6063174-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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