Title: Middlebury Cottages from CA $202 | Expedia.ca [Hotels in Middlebury](https://expedia.ca/Middlebury-Hotels.d69064.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.ca/Middlebury-Vacation-Rentals.d69064.Travel-Guide-VacationRentals)[Middlebury Car Rentals](https://expedia.ca/Car-Rentals-In-Middlebury.d69064.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.ca/Middlebury.d69064.Destination-Travel-Guides) ![Such a pretty setting. We didn’t eat or stay here but took the time to checkout the stores and bakery.](https://images.trvl-media.com/place/69064/8cb5c9f7-7aa4-45a7-bace-f5dc7c7d3ce6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ann Sair # Search Middlebury Cottage Rentals from CA $202 - ![](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 In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=69064&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Middlebury Cottages ![Family Cottage, 3 Bedrooms, Non Smoking, Lake View | Lake view](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/c6abc38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Extra beds](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/84f991be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Cottage, 3 Bedrooms, Non Smoking, Lake View | Private kitchen](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/e3d50931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19500000/19498400/19498338/138e356d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Middlebury 10/10 Exceptional (5) "It had everything we needed was off the beaten path, we swam in the water and used the paddle boat, nice and relaxing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan [](https://www.expedia.ca/Middlebury-Hotels-The-Wellington-Cottage.h19498338.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/9f99ea22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/554ca89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/855db5c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books, video library](https://images.trvl-media.com/lodging/108000000/107590000/107587300/107587283/2d64feb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Middlebury 10/10 Exceptional (41) "Very nice place a little into the countryside. Will definitely stay again next time I’m in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad CA $160 CA $202 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Middlebury-Hotels-Charming-2-Bedroom-Cottage-With-WiFi.h107587283.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83920000/83912400/83912358/w902h683x61y0-d6c7f482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83920000/83912400/83912358/c39b9e4b_edited_4a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83920000/83912400/83912358/cf6e3c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/84000000/83920000/83912400/83912358/w505h683x260y0-b3998f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Howe 9.6/10 Exceptional (56) "We love staying at Sunset Cottage! Peaceful, private vacation. Great nearby restaurants as well.Host Krista Mayo is wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim T. CA $151 CA $359 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Howe-Hotels-Live-Love-Life-On-The-Lake.h83912358.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/373d742a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/b0678a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/44a9eccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93546400/93546337/d376e282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cassopolis CA $205 CA $349 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Cassopolis-Hotels-Cassopolis-Cabin.h93546337.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/51000000/50880000/50878800/50878733/3ad19fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/51000000/50880000/50878800/50878733/7dd7e56b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/51000000/50880000/50878800/50878733/c47bb814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/51000000/50880000/50878800/50878733/de2c7d6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Vandalia 10/10 Exceptional (65) "Very nice, and very clean, we enjoyed our stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve CA $188 CA $318 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Vandalia-Hotels-Serenity-YOU-Will-Remember.h50878733.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70520000/70519000/70518999/619216e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70520000/70519000/70518999/9dac12f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70520000/70519000/70518999/w2020h1359x18y0-227d6337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70520000/70519000/70518999/b4a74823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Bristol 9.8/10 Exceptional (17) "This is a great place to stay with a larger group, it was clean and comfortable. There was plenty of space for three generations of family. We shared meals around the huge dinning table, visited with friends and family and played a few games. We would definitely stay again in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) betsy s. CA $273 CA $632 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Bristol-Hotels-Arrowhead-Riverfront-30-Min-To-ND-Stadium.h70518999.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/117000000/116920000/116918500/116918455/2c7deda3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116920000/116918500/116918455/e52f2bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/117000000/116920000/116918500/116918455/f1ca4a9d_edited_be6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116920000/116918500/116918455/24940ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Syracuse 9.8/10 Exceptional (6) "The cottage fits the description perfectly! It was probably the cleanest place I've ever stayed, which meant so much. It is as nice outside as in. Will definitely book again for a quiet weekend away." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan B. CA $180 CA $364 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Syracuse-Hotels-Cozy-Lake-Cottage-On-Dewart-Lake.h116918455.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96030000/96020400/96020311/253953c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96030000/96020400/96020311/425f6e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96030000/96020400/96020311/08cde22f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96030000/96020400/96020311/14d91727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Vandalia 10/10 Exceptional (13) "Very peaceful and quiet location. Enjoyed nearby park for hiking. Beautiful view of lake from porch. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sharon k. CA $251 CA $378 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Vandalia-Hotels-Cozy-Little-Lake-Cottage-On-Buck-Lake.h96020311.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113340000/113333500/113333438/75833b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113340000/113333500/113333438/8e0cd966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113340000/113333500/113333438/ed4450e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113340000/113333500/113333438/e643cb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Howe CA $126 CA $257 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Howe-Hotels-Charming-Lakefront-Cottage-On-Cedar-Lake-Beautiful-Spa-Bathroom.h113333438.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120190000/120180100/120180050/aec03896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120190000/120180100/120180050/9efbc84a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120190000/120180100/120180050/a8b4acde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120190000/120180100/120180050/f1d47b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in LaGrange 10/10 Exceptional (2) "Enjoyed staying here great location, very clean and was exactly as advertised. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Levi S. CA $349 CA $679 total includes taxes & fees Dec 31 - Jan 1, 2026 [](https://www.expedia.ca/LaGrange-Hotels-Charming-LaGrange-3-Bedroom-Cottage-Less-Than-10-Minutes-From-Shipshewana.h120180050.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548800/93548748/366aa316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548800/93548748/3163f9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548800/93548748/3ed730a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548800/93548748/e361c11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Cassopolis CA $282 CA $457 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Cassopolis-Hotels-Cozy-Cassopolis-Cabin.h93548748.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=2025-12-18&endDate=2025-12-19®ionId=69064&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Cottages.d69064-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddlebury-Cottages.d69064-aaCottages.Travel-Guide-Accommodation) ## Top Middlebury Hotel Reviews ![avid Hotels Elkhart North by IHG](https://images.trvl-media.com/lodging/97000000/96160000/96151600/96151539/c30383f6_y.jpg) ### avid Hotels Elkhart North by IHG 10/10 Excellent "Clean room" [](https://expedia.ca/Elkhart-Hotels-Avid-Hotels-Elkhart-North.h96151539.Hotel-Information) ![Blue Gate Garden Inn](https://images.trvl-media.com/lodging/12000000/11810000/11803600/11803570/c721d5a1_y.jpg) ### Blue Gate Garden Inn 10/10 Excellent "Beautiful Christmas lights!" [](https://expedia.ca/Shipshewana-Hotels-Blue-Gate-Garden-Inn.h11803570.Hotel-Information) ![Microtel Inn & Suites by Wyndham Elkhart](https://images.trvl-media.com/lodging/3000000/2470000/2463300/2463257/e46af1ba_y.jpg) ### Microtel Inn & Suites by Wyndham Elkhart 10/10 Excellent "Nice" [](https://expedia.ca/South-Bend-Hotels-Microtel-Inn-Suites-By-Wyndham-Elkhart.h2463257.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Elkhart](https://images.trvl-media.com/lodging/1000000/50000/42500/42491/6211a837_y.jpg) ### La Quinta Inn & Suites by Wyndham Elkhart 10/10 Excellent "Dirty bathroom" [](https://expedia.ca/South-Bend-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Elkhart.h42491.Hotel-Information) ![Comfort Suites Elkhart South](https://images.trvl-media.com/lodging/2000000/1770000/1770000/1769957/8433c964_y.jpg) ### Comfort Suites Elkhart South 10/10 Excellent "Great people, great stay. " [](https://expedia.ca/South-Bend-Hotels-Comfort-Suites-South.h1769957.Hotel-Information) ![Farmstead Inn & Conference Center](https://images.trvl-media.com/lodging/13000000/12450000/12444100/12444054/9ec530b9_y.jpg) ### Farmstead Inn & Conference Center 10/10 Excellent "Clean, roomy, friendly staff and great free breakfast. We'll be back!" [](https://expedia.ca/Shipshewana-Hotels-Farmstead-Inn-Conference-Center.h12444054.Hotel-Information) ![Van Buren Hotel](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287363/9cdc8411_y.jpg) ### Van Buren Hotel 10/10 Excellent "Great place to stay. Very clean and comfortable rooms." [](https://expedia.ca/Shipshewana-Hotels-Van-Buren-Hotel.h4287363.Hotel-Information) ![Tru by Hilton Elkhart, IN](https://images.trvl-media.com/lodging/43000000/42100000/42092000/42091967/fa22cb4b_y.jpg) ### Tru by Hilton Elkhart, IN 10/10 Excellent "shower head need fixing " [](https://expedia.ca/South-Bend-Hotels-Tru-By-Hilton-Elkhart.h42091967.Hotel-Information) ![Essenhaus Inn & Conference Center](https://images.trvl-media.com/lodging/30000000/29080000/29078500/29078481/eb61a233_y.jpg) ### Essenhaus Inn & Conference Center 10/10 Excellent "Great stay, clean, and friendly staff. Lovely decor that felt like home." [](https://expedia.ca/Middlebury-Hotels-Essenhaus-Inn-Conference-Center.h29078481.Hotel-Information) ## Find out more about Middlebury ## Middlebury Cottages information | Number of reviews | 204 | | ----------------- | ----------- | | Accommodation | 97 Cottages | | Lowest Price | CA $202 | | Highest Price | CA $679 | ## Frequently asked questions ### Why book your cottage in Middlebury with Expedia? ### How can I find cheap cottages in Middlebury? ### What is there to do in Middlebury near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Blue Gate Performing Arts Center ](https://www.expedia.ca/Blue-Gate-Performing-Arts-Center-Hotels.0-l692264073517436928-0.Travel-Guide-Filter-Hotels) - [Hotels near Blue Gate Theater ](https://www.expedia.ca/Blue-Gate-Theater-Hotels.0-l553248621532658994-0.Travel-Guide-Filter-Hotels) - [B&B in Bristol ](https://www.expedia.ca/Bristol-Bed-And-Breakfast.d3000435803-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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