Title: Lakeville Guest Houses from CA $430 | Expedia.ca [Hotels in Lakeville](https://expedia.ca/Lakeville-Hotels.d55140.Travel-Guide-Hotels)[Vacation Rentals in Lakeville](https://expedia.ca/Lakeville-Vacation-Rentals.d55140.Travel-Guide-VacationRentals)[Flights to Lakeville](https://expedia.ca/Cheap-Flights-To-Lakeville.d55140.Travel-Guide-Flights)[Lakeville Car Rentals](https://expedia.ca/Car-Rentals-In-Lakeville.d55140.Car-Rental-Guide)[Lakeville Vacation Packages](https://expedia.ca/Lakeville.d55140.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Lakeville from CA $430 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=55140&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=55140&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=55140&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=55140&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Lakeville Guest Houses ![The Parlor Suite](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/b4671c20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Parlor Suite | Private kitchen](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/b8c74868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Loft Suite | In-room dining](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/w5552h4162x0y0-c20c0fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/103000000/102690000/102681000/102680999/0b5f32ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 9 Academy Salisbury 8.6/10 Excellent (7) "The Loft was so beautifully decorated and every detail was perfect. " CA $783 CA $900 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Salisbury-Hotels-9-Academy.h102680999.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/1ecb675b.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/103000000/102470000/102462900/102462881/5ec352f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/ca444bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102470000/102462900/102462881/2567e987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson valley and The Berkshires Cottage Hillsdale 10/10 Exceptional (15) "We had a great weekend stay at The Cottage. We loved the accommodations- great decor! Very clean and comfortable accommodations. Will definitely come back!" CA $120 CA $430 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Hillsdale-Hotels-Hudson-Valley-And-The-Berkshires-Cottage.h102462881.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88320000/88317900/88317897/f8e25f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88320000/88317900/88317897/2bf40ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88320000/88317900/88317897/2b338d20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/89000000/88320000/88317900/88317897/13773078.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated Private Guest House by Evergreen Home Great Barrington 10/10 Exceptional (9) "Great stay. Cute spot!" [](https://www.expedia.ca/Great-Barrington-Hotels-Renovated-Private-Guest-House-By-Evergreen-Home.h88317897.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/18000000/17540000/17534400/17534326/14aec7c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/18000000/17540000/17534400/17534326/252ed228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/18000000/17540000/17534400/17534326/e8e5352a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking (2-Room Suite)](https://images.trvl-media.com/lodging/18000000/17540000/17534400/17534326/28d039bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1805 House Bed and Breakfast Craryville 9.8/10 Exceptional (38) "Very nice stay. Perhaps a little over priced considering lack of amenities and an average breakfast." [](https://www.expedia.ca/Craryville-Hotels-1805-House-Bed-And-Breakfast.h17534326.Hotel-Information) ![Standard Room, 1 Queen Bed, Partial Lake View](https://images.trvl-media.com/lodging/29000000/28960000/28951300/28951248/c7780a45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/29000000/28960000/28951300/28951248/c223f8c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/29000000/28960000/28951300/28951248/c65800f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/29000000/28960000/28951300/28951248/6a090387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vanderbilt Lakeside Philmont 9.4/10 Exceptional (26) "PERFECT getaway! Gracious, classy Hosts...the Inn is decorated amazingly...all of it is simply breathtaking. A lovely experience. A MUST stay!" [](https://www.expedia.ca/Philmont-Hotels-Vanderbilt-Lakeside.h28951248.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=2025-10-15&endDate=2025-10-16®ionId=55140&adults=2&lodging=GUEST_HOUSE&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%2FLakeville-Guest-Houses.d55140-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FLakeville-Guest-Houses.d55140-aaGuestHouses.Travel-Guide-Accommodation) ## Top Lakeville Hotel Reviews ![Prospect Berkshires](//images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/b42c4262_y.jpg) ### Prospect Berkshires 10/10 Excellent "I had an absolutely amazing time here, it is even more beautiful than the pictures. Where do I begin! Right from the start we were greeted by welcoming staff who gave us a tour of the property on a golf cart as we reached our cabin. Golf carts are offered and easily available for a lift to anywhere within the property that you’d like. The shower pressure was perfect and hot as well. Our cabin was curated to feel cozy and came equipped with beach chairs, umbrellas and beach towels. The saunas and locker rooms were beautifully made. We enjoyed spending timing at the lake going kayaking as well and then sitting at the fire pit to star gaze. We also enjoyed playing pickleball/tennis at the court. My only quip would be that the pool water is still quite cool despite being heated. The whole property is an experience in itself. You can tell it was produced with a lot of meticulous attention to detail. I am already dreaming of when I can come back here! " [](https://expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) ![Americas Best Value Inn Torrington CT](//images.trvl-media.com/lodging/1000000/10000/5800/5738/a9b48332_y.jpg) ### Americas Best Value Inn Torrington CT 10/10 Excellent "The staff was very respectful the room was celan and they were understanding of the circumstance i registered for the rolm under" [](https://expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information) ![Monument Mountain Motel](//images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 10/10 Excellent "I was on a motorcycle riding trip. The Monument Mountain Motel was great ... located in a great part of Massachusetts for riding ... and was very clean and a very nice place." [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Very good " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](//images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "good" [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Blackberry River Inn](//images.trvl-media.com/lodging/96000000/96000000/95991200/95991149/50a90cdd_y.jpg) ### Blackberry River Inn 10/10 Excellent "Loved everything especially Lucas and Joe💟☮️" [](https://expedia.ca/Norfolk-Hotels-Blackberry-River-Inn.h95991149.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](//images.trvl-media.com/lodging/1000000/900000/892300/892229/4c557ede_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Probably the nicest Holiday Inn Express we've stayed at. Clean, well-appointed rooms. Everything looks updated. And did I say clean?Really excellent coffee and generous hot breakfast. Friendly and helpful desk staff. " [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![the Alander](//images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/35e8d8d8_y.jpg) ### the Alander 10/10 Excellent "clean, staff great,food excellent, rooms beautiful, outdside dinning and firepits are wonderful. loved it!!!" [](https://expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information) ![Belden House & Mews](//images.trvl-media.com/lodging/119000000/118360000/118359300/118359272/802f9cb9_y.jpg) ### Belden House & Mews 10/10 Excellent "Wonderful attentive staff! Everyone I interacted with was friendly. Beautiful hotel with stunning common areas. " [](https://expedia.ca/Litchfield-Hotels-Belden-House-Mews.h118359272.Hotel-Information) ## Find out more about Lakeville ## Lakeville Guest Houses information | Number of reviews | 22 | | --- | --- | | Accommodation | 5 Guest Houses | | Lowest Price | CA $430 | | Highest Price | CA $900 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Guest Houses in Canaan](https://www.expedia.ca/Canaan-Guest-Houses.d6003925-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Canaan](https://www.expedia.ca/Canaan-Hotels-Cheap-Hotels.0-0-d6003925-tCheapHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Canaan](https://www.expedia.ca/Canaan-Hotels-Spa-Hotel.0-0-d6003925-tSpaHotel.Travel-Guide-Filter-Hotels) - [Canaan Hotels](https://www.expedia.ca/Canaan-Hotels.d6003925.Travel-Guide-Hotels) - [Beach Hotel Hotels in Cornwall Bridge](https://www.expedia.ca/Cornwall-Bridge-Hotels-Beach-Hotel.0-0-d92648-tBeachHotel.Travel-Guide-Filter-Hotels) - 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