Title: Chesterfield Cottages from CA $472 | Expedia.ca [Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d6052872.Travel-Guide-Hotels)[Vacation Rentals in Chesterfield](https://expedia.ca/Chesterfield-Vacation-Rentals.d6052872.Travel-Guide-VacationRentals)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d6052872.Car-Rental-Guide)[Chesterfield Vacation Packages](https://expedia.ca/Chesterfield.d6052872.Destination-Travel-Guides) ![Chesterfield featuring autumn colours, forests and tranquil scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105801-Chesterfield.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Chesterfield Cottage Rentals from CA $472 ![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 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6052872&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6052872&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6052872&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6052872&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Chesterfield Cottages ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33484500/33484451/45ec4127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33484500/33484451/21daf3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33484500/33484451/b28d2603.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/34000000/33490000/33484500/33484451/dac82a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow Newfane 9.6/10 Exceptional (66) "We enjoyed our stay in this cozy cabin on the ridge. The owners have great taste and they have thought of everything to make the stay pleasant. " [](https://www.expedia.ca/Newfane-Hotels-Beautiful-Vacation-Cottage-With-A-View-In-Newfane.h33484451.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/698550fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/505fc249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/c3f64046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/efffc5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly Wilmington 8.4/10 Very good (58) "Great location and super cute" [](https://www.expedia.ca/Wilmington-Hotels-Cottage-In-The-Woods-With-A-Firepit.h91076053.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/98000000/97910000/97903900/97903879/a79969f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97910000/97903900/97903879/aa225949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/98000000/97910000/97903900/97903879/d4b9d572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/98000000/97910000/97903900/97903879/587cb679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside living! Relax and enjoy prestine Granite Lake…..your oasis to breathe Stoddard 9.8/10 Exceptional (7) "Lovely, relaxing setting, with beautiful views and steps away from the lake, with access to kayaks, canoes and paddleboards. The hosts were accessible, friendly and responsive. " CA $374 CA $635 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Nelson-Hotels-Lakeside-Living-Relax-And-Enjoy-Prestine-Granite-Lakeyour-Oasis-To-Breathe.h97903879.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/d94ab13c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/b70c2d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/f74c11e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/ce5958c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Cottage on Scenic Sportsman Pond Fitzwilliam 9.6/10 Exceptional (43) "Excellent location,plenty of water activities and equipment,fun place, Owners very nice and very helpful." [](https://www.expedia.ca/Fitzwilliam-Hotels-Waterfront-Cottage-On-Scenic-Sportsman-Pond.h69357248.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/575b648c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/1898baea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/8e41f5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94480000/94478900/94478890/4c9e9db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Home w/ Modern Updates on < 4 Acres Royalston 10/10 Exceptional (1) [](https://www.expedia.ca/Royalston-Hotels-Historic-Home-W-Modern-Updates-On-35-Acres.h94478890.Hotel-Information) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105530000/105522900/105522860/d47166bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105530000/105522900/105522860/f2ed97f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105530000/105522900/105522860/ac29984e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105530000/105522900/105522860/39392c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Marlboro Cottage: 4 Mi to Lake Raponda! Wilmington [](https://www.expedia.ca/Wilmington-Hotels-Rustic-Marlboro-Cottage-4-Mi-To-Lake-Raponda.h105522860.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/fbd33027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/b495eb82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/f8f9ccc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105220000/105211800/105211754/e38119ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint Massachusetts Home w/ Yard & Grill! Gill [](https://www.expedia.ca/Gill-Hotels-Quaint-Massachusetts-Home-W-Yard-Grill.h105211754.Hotel-Information) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94382500/94382406/d03db9f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94382500/94382406/b68f98a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94382500/94382406/93ef2670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94390000/94382500/94382406/62d5529e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Jaffrey Cottage w/ Deck & Grill! Jaffrey [](https://www.expedia.ca/Jaffrey-Hotels-Charming-Jaffrey-Cottage-W-Mount-Monadnock-Views.h94382406.Hotel-Information) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/94000000/93550000/93548200/93548124/0ac0e5a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548200/93548124/0eb48daa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548200/93548124/2d1fd583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93550000/93548200/93548124/23e2d7d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wilmington Home on 18 Acres ~ 9 Mi to Skiing! Wilmington 10/10 Exceptional (1) [](https://www.expedia.ca/Wilmington-Hotels-Wilmington-Home-On-18-Acres-9-Mi-To-Skiing.h93548124.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93600400/93600375/3d849d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93600400/93600375/c116b29c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93600400/93600375/7350988b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93600400/93600375/bea0e385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing! Vernon 10/10 Exceptional (1) "We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit." [](https://www.expedia.ca/Vernon-Hotels-Cozy-Fiddlers-Rest-Cabin-11-Miles-To-Skiing.h93600375.Hotel-Information) ![TV, books](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/8f769c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/d16d9700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/8d64a97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, eco-friendly toiletries, hair dryer](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/17c13c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro Walpole 10/10 Exceptional (8) "Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. " CA $424 CA $519 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Walpole-Hotels-Cozy-Farm-Cottage-On-Gorgeous-Landscape.h68711922.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/92b7e91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/98650f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/4777fe6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/583652dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wilmington Retreat Near Trails, Skiing & Festivals Wilmington 10/10 Exceptional (2) "Great location and awesome house. Owners were easy to communicate with. " [](https://www.expedia.ca/Wilmington-Hotels-Wilmington-Retreat-Near-Trails.h106252146.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954300/94954272/1b81436f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954300/94954272/60f9f1ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954300/94954272/a310a708.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94954300/94954272/a09f8901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Marlboro Vacation Rental w/ Sauna & Yard! Wilmington [](https://www.expedia.ca/Wilmington-Hotels-Peaceful-Marlboro-Vacation-Rental-W-Sauna-Yard.h94954272.Hotel-Information) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572800/2de8ddd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572800/78ab08b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572800/21465d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572800/f2f7f357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 'john's Farmhouse in Mount Snow' on 120 Acres! Jacksonville 10/10 Exceptional (1) "Beautiful home. Great for a family get away. Hosts were top notch. I stay in rentals all the time for work and this was great. I will bring my grand kids next time. " [](https://www.expedia.ca/Jacksonville-Hotels-Johns-Farmhouse-In-Mount-Snow-On-120-Acres.h93572800.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99800000/99795000/99794982/b764d59e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99800000/99795000/99794982/0ae07c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99800000/99795000/99794982/7d22c085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99800000/99795000/99794982/f9c6d028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Putney Home: Porch, Grill & Hiking Trails Putney [](https://www.expedia.ca/Putney-Hotels-Charming-Putney-Home-Porch.h99794982.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100450000/100448600/100448559/8b7b1361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100450000/100448600/100448559/875e99ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100450000/100448600/100448559/42b076a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/101000000/100450000/100448600/100448559/d08bedcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic New Hampshire Home: 1 Mi to Boat Launch Walpole [](https://www.expedia.ca/Historic-New-Hampshire-Home-1-Mi-To-Boat-Launch.h100448559.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103710000/103706100/103706003/3c96e0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103710000/103706100/103706003/284ba142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103710000/103706100/103706003/1733ca6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/104000000/103710000/103706100/103706003/dcde4670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Private Village On VT-100 (5-min to Mount Snow) West Dover 9.0/10 Wonderful (2) "I loved our stay here! The place is incredibly cozy. It’s in a fantastic location with great dining options just a few miles away. Plus, there are several nearby hiking trails with stunning views. Perfect for anyone looking to enjoy great food and outdoor adventures. Highly recommend!" [](https://www.expedia.ca/West-Dover-Hotels-Cottage-In-Private-Village-On-VT-100.h103706003.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/95000000/94970000/94962800/94962729/3a1f9b3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/95000000/94970000/94962800/94962729/61e5d1c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/95000000/94970000/94962800/94962729/0655e4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/95000000/94970000/94962800/94962729/0ba09cd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Dover Home w/ Sauna < 5 Miles to Ski! West Dover 10/10 Exceptional (1) "we enjoyed all of the space and the location a short distance from the resort. very comfortable stay for a group of five." [](https://www.expedia.ca/West-Dover-Hotels-Spacious-Dover-Home-W-Sauna-5-Miles-To-Ski.h94962729.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94353100/94353083/89edbea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94353100/94353083/aed5344f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94353100/94353083/30b49239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94360000/94353100/94353083/87e137f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jacksonville Cabin w/ Wraparound Deck & Views Jacksonville [](https://www.expedia.ca/Jacksonville-Hotels-Jacksonville-Cabin-W-Wraparound-Deck-Views.h94353083.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572765/0a084529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572765/b66861c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572765/37dcd029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93572800/93572765/1cff68b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hike & Swim On-site: Cozy Falls Brook Cabin Brattleboro 10/10 Exceptional (2) CA $181 CA $472 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Brattleboro-Hotels-Cozy-Falls-Brook-Cabin-Hike-Swim-On-Site.h93572765.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=2025-10-09&endDate=2025-10-10®ionId=6052872&adults=2&lodging=COTTAGE&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%2FChesterfield-Cottages.d6052872-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Cottages.d6052872-aaCottages.Travel-Guide-Accommodation) ## Top Chesterfield Hotel Reviews ![Best Western Plus Keene Hotel](//images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-984046b8_y.jpg) ### Best Western Plus Keene Hotel 10/10 Excellent "It was quiet and the staff was friendly. Great and easy to get to location." [](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information) ![The White House Inn](//images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg) ### The White House Inn 10/10 Excellent "Lovely old building to stay in. Room was very nice and comfortable." [](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information) ![Latchis Hotel](//images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg) ### Latchis Hotel 10/10 Excellent "Very nice vintage hotel" [](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information) ![Hampton Inn Brattleboro](//images.trvl-media.com/lodging/2000000/1160000/1158100/1158047/38ebb424_y.jpg) ### Hampton Inn Brattleboro 10/10 Excellent "Good location and value" [](https://expedia.ca/Brattleboro-Hotels-Hampton-Inn-Brattleboro.h1158047.Hotel-Information) ![Keene Elm City Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg) ### Keene Elm City Hotel, an Ascend Collection Hotel 10/10 Excellent "Wonderful stay very nice place comfortable bed. " [](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information) ![The Inn At Crumpin Fox](//images.trvl-media.com/lodging/5000000/4580000/4570100/4570044/b4ead30a_y.jpg) ### The Inn At Crumpin Fox 10/10 Excellent "Friendly staff, decent breakfast, a bit dated but very clean. A pleasant weekend getaway destination. Would definitely stay again. " [](https://expedia.ca/Bernardston-Hotels-The-Inn-At-Crumpin-Fox.h4570044.Hotel-Information) ![Riverside Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580_y.jpg) ### Riverside Hotel, an Ascend Collection Hotel 10/10 Excellent "We had a wonderful stay. The hotel was very clean with a beautiful view of the Connecticut River. The front desk was extremely friendly and knowledgeable when asked for nearby recommendations. I highly recommend it. " [](https://expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information) ![The Putney Inn](//images.trvl-media.com/lodging/2000000/1820000/1810900/1810866/43775dcc_y.jpg) ### The Putney Inn 10/10 Excellent "Pet friendly, clean. Older motel but room updated and roomy. " [](https://expedia.ca/Putney-Hotels-The-Putney-Inn.h1810866.Hotel-Information) ![Colonial Motel And Spa](//images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/a903e42a_y.jpg) ### Colonial Motel And Spa 10/10 Excellent "It met my needs" [](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information) ## Find out more about Chesterfield ## Chesterfield Cottages information | Number of reviews | 149 | | --- | --- | | Accommodation | 54 Cottages | | Lowest Price | CA $472 | | Highest Price | CA $635 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Monadnock Region](https://www.expedia.ca/3Star-Monadnock-Region-Hotels.s30-0-d553248635975749761.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Keene](https://www.expedia.ca/4Star-Keene-Hotels.s40-0-d6057413.Travel-Guide-Filter-Hotels) - [Hotels near Asbury United Methodist Church](https://www.expedia.ca/Asbury-United-Methodist-Church-Hotels.0-l6265749-0.Travel-Guide-Filter-Hotels) - 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