Title: Middlebury, CT Cottage Rentals from $467 | Expedia.com [Middlebury Travel Guide](https://expedia.com/Middlebury.dx183065)[Hotels in Middlebury](https://expedia.com/Middlebury-Hotels.d183065.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.com/Middlebury-Vacation-Rentals.d183065.Travel-Guide-VacationRentals)[Flights to Middlebury](https://expedia.com/Cheap-Flights-To-Middlebury.d183065.Travel-Guide-Flights)[Car Rentals in Middlebury](https://expedia.com/Car-Rentals-In-Middlebury.d183065.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.com/Middlebury.d183065.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=183065&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=183065&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=183065&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=183065&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middlebury cottages ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/1fc039de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/4172866e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/e15142a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/dc603626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Watertown Home w/ Yard: 1 Mi to Echo Lake Park! [](https://www.expedia.com/Oakville-Hotels-Watertown-Home-W-Yard-1-Mi-To-Echo-Lake-Park.h108996700.Hotel-Information) Oakville $406 nightly $467 total Feb 20 - Feb 21 Total with taxes and fees [](https://www.expedia.com/Oakville-Hotels-Watertown-Home-W-Yard-1-Mi-To-Echo-Lake-Park.h108996700.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.com/Hotel-Search?startDate=2026-03-05&endDate=2026-03-06®ionId=183065&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_183065) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Connecticut%2C+United+States+of+America®ionId=183065&latLong=41.527874%2C-73.127609&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Connecticut%2C+United+States+of+America®ionId=183065&latLong=41.527874%2C-73.127609&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APARTMENT) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Connecticut%2C+United+States+of+America®ionId=183065&latLong=41.527874%2C-73.127609&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=APART_HOTEL) Cottages [](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Connecticut%2C+United+States+of+America®ionId=183065&latLong=41.527874%2C-73.127609&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=COTTAGE) Cabins [](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Connecticut%2C+United+States+of+America®ionId=183065&latLong=41.527874%2C-73.127609&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CABIN) Condos [](https://www.expedia.com/Hotel-Search?destination=Middlebury%2C+Connecticut%2C+United+States+of+America®ionId=183065&latLong=41.527874%2C-73.127609&adults=2&startDate=2026-05-20&d1=2026-05-20&endDate=2026-05-23&d2=2026-05-23&lodging=CONDO) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddlebury-Cottages.d183065-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddlebury-Cottages.d183065-aaCottages.Travel-Guide-Accommodation) ## Top Middlebury Hotel Reviews ![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede_y.jpg) ### Hyatt House Shelton 10/10 Excellent "Everything was great" [](https://expedia.com/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information) ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "Staff" [](https://expedia.com/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg) ### Cambria Hotel New Haven University Area 10/10 Excellent "Very modern new clean facilities" [](https://expedia.com/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information) ![Hilton Garden Inn Shelton](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4_y.jpg) ### Hilton Garden Inn Shelton 10/10 Excellent "Excellent hotel, this was my second time staying here, and it’s always a pleasant hotel! The staff are wonderful at any time of day, and always more than happy to offer some wonderful local recommendations. " [](https://expedia.com/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.Hotel-Information) ![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8_y.jpg) ### Courtyard by Marriott Waterbury Downtown 10/10 Excellent "Clean and comfortable. Great stay. " [](https://expedia.com/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "The staff are friendly, helpful and phenominal. Hotel , staff, grat beds and other accommodations are top shelf 👌 " [](https://expedia.com/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![Trumbull Marriott Shelton](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg) ### Trumbull Marriott Shelton 10/10 Excellent "Fast check in, nice staff ,plenty of parking gym,and pool,close to everything ." [](https://expedia.com/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.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 "Great hot breakfast, quiet rooms. Overall looks nicely renovated, but there are some minor defects " [](https://expedia.com/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Holiday Inn Cheshire - Southington by IHG](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/a3c0d287_y.jpg) ### Holiday Inn Cheshire - Southington by IHG 10/10 Excellent "Yes" [](https://expedia.com/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ## Find out more about Middlebury ## Middlebury Cottages information | Number of reviews | | | ----------------- | ----------- | | Accommodation | 53 Cottages | | Lowest Price | $467 | | Highest Price | $467 | ## Frequently asked questions ### How much do cottages in Middlebury cost? ### 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 - [Hotels near Quassy Amusement Park ](https://www.expedia.com/Quassy-Amusement-Park-Hotels.0-l6089847-0.Travel-Guide-Filter-Hotels) - [Hotels near Hop Brook Lake ](https://www.expedia.com/Hop-Brook-Lake-Hotels.0-l553248621561886346-0.Travel-Guide-Filter-Hotels) - [Hotels near Waterbury - Oxford ](https://www.expedia.com/Waterbury-Oxford-Airport-Hotels.0-aOXC-0.Travel-Guide-Filter-Hotels) - [Flights to Connecticut ](https://www.expedia.com/Destinations-In-Connecticut.d208.Flight-Destinations) - [Flights from Waterbury - Oxford ](https://www.expedia.com/lp/airports/oxc/flights-from-waterbury-oxford-airport) - [Flights from Raleigh (RDU) to Oxford (OXC) ](https://www.expedia.com/lp/flights/rdu/oxc/raleigh-to-oxford) - [Flights from Chicago (ORD) to Oxford (OXC) ](https://www.expedia.com/lp/flights/ord/oxc/chicago-to-oxford) - [Flights from Charlotte (CLT) to Oxford (OXC) ](https://www.expedia.com/lp/flights/clt/oxc/charlotte-to-oxford) - [Flights from Orlando (MCO) to Oxford (OXC) ](https://www.expedia.com/lp/flights/mco/oxc/orlando-to-oxford) - [Flights from Atlanta (ATL) to Oxford (OXC) ](https://www.expedia.com/lp/flights/atl/oxc/atlanta-to-oxford) - 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[Flights from Florence (FLR) to Oxford (OXC) ](https://www.expedia.com/lp/flights/flr/oxc/florence-to-oxford) - [Flights from New Haven (HVN) to Oxford (OXC) ](https://www.expedia.com/lp/flights/hvn/oxc/new-haven-to-oxford) - [Flights from New York (JFK) to Oxford (OXC) ](https://www.expedia.com/lp/flights/jfk/oxc/new-york-to-oxford) - [Flights from San Francisco (SFO) to Oxford (OXC) ](https://www.expedia.com/lp/flights/sfo/oxc/san-francisco-to-oxford) - [Flights from Houston (HOU) to Oxford (OXC) ](https://www.expedia.com/lp/flights/hou/oxc/houston-to-oxford) - [Flights from Nashville (BNA) to Oxford (OXC) ](https://www.expedia.com/lp/flights/bna/oxc/nashville-to-oxford) - [Flights from Providence (PVD) to Oxford (OXC) ](https://www.expedia.com/lp/flights/pvd/oxc/providence-to-oxford) - [Flights from Los Angeles (LAX) to Oxford (OXC) ](https://www.expedia.com/lp/flights/lax/oxc/los-angeles-to-oxford) - [Flights from McAllen (MFE) to Oxford (OXC) ](https://www.expedia.com/lp/flights/mfe/oxc/mcallen-to-oxford) - 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(OAX) to Oxford (OXC) ](https://www.expedia.com/lp/flights/oax/oxc/oaxaca-intl-to-oxford) - [Flights from Norwood (OWD) to Oxford (OXC) ](https://www.expedia.com/lp/flights/owd/oxc/norwood-to-oxford) - [Flights from Georgetown (GED) to Oxford (OXC) ](https://www.expedia.com/lp/flights/ged/oxc/georgetown-to-oxford) - [Flights from Doha (DOH) to Oxford (OXC) ](https://www.expedia.com/lp/flights/doh/oxc/doha-to-oxford) - [Flights from Las Vegas (LAS) to Oxford (OXC) ](https://www.expedia.com/lp/flights/las/oxc/las-vegas-to-oxford) - [Flights from San Juan (SJU) to Oxford (OXC) ](https://www.expedia.com/lp/flights/sju/oxc/san-juan-to-oxford) - [Flights from Roanoke (ROA) to Oxford (OXC) ](https://www.expedia.com/lp/flights/roa/oxc/roanoke-to-oxford) - [Quassy Amusement Park ](https://www.expedia.com/Quassy-Amusement-Park-Middlebury.d6089847.Vacation-Attraction) - [Hop Brook Lake ](https://www.expedia.com/Hop-Brook-Lake-Waterbury.d553248621561886346.Vacation-Attraction) - [Car rental Oxford Airport (OXC) ](https://www.expedia.com/Car-Rentals-In-Waterbury-Oxford.d6030940.Car-Rental-Guide)