Title: Chestnut Hill Station Vacation Home Rentals : Search Top Private Vacation Homes for Rent | Expedia.ca [Chestnut Hill Travel Guide](https://expedia.ca/Boston-Chestnut-Hill.dx89077)[Chestnut Hill Station Hotels](https://expedia.ca/Chestnut-Hill-Station-Hotels.d6210542.Travel-Guide-Hotels)[Chestnut Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Chestnut-Hill.d89077.Car-Rental-Guide)[Chestnut Hill Vacation Packages](https://expedia.ca/Chestnut-Hill.d89077.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) # Chestnut Hill Station 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 In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6210542&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6210542&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6210542&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6210542&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) ## Our top choices for Chestnut Hill Station vacation homes ![Smart TV, video games, computer monitors, printers](https://images.trvl-media.com/lodging/67000000/66790000/66787200/66787103/22192381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66790000/66787200/66787103/835f68a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/67000000/66790000/66787200/66787103/4db27fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66790000/66787200/66787103/2d8915af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in West Roxbury [](https://www.expedia.ca/Boston-Hotels-WestEnd-Deluxe-Suite.h66787103.Hotel-Information) 9.8/10 Exceptional (81) "Nice property in a nice location. It worked really well for our weekend trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deborah M. [](https://www.expedia.ca/Boston-Hotels-WestEnd-Deluxe-Suite.h66787103.Hotel-Information) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42540000/42530400/42530354/698fd532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/43000000/42540000/42530400/42530354/13bc350a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven](https://images.trvl-media.com/lodging/43000000/42540000/42530400/42530354/ce884b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42540000/42530400/42530354/2e4e46d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Newton Center [](https://www.expedia.ca/Boston-Hotels-Perfect-Getaway-In-Historic-NewtonHighland.h42530354.Hotel-Information) 8.6/10 Excellent (21) "We absolutely loved this place. The beds were very comfortable and the location was great. Being able to park in the driveway was a great bonus!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachael P. [](https://www.expedia.ca/Boston-Hotels-Perfect-Getaway-In-Historic-NewtonHighland.h42530354.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/38000000/37130000/37126500/37126475/47af4a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/38000000/37130000/37126500/37126475/2c1f27e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37130000/37126500/37126475/b20d323f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37130000/37126500/37126475/36e93c58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Brookline [](https://www.expedia.ca/Boston-Hotels-Unit1-GR8-LOCATION-Mins-To-Longwood-Medical-Area.h37126475.Hotel-Information) 10/10 Exceptional (1) "Clean and comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raphael d. [](https://www.expedia.ca/Boston-Hotels-Unit1-GR8-LOCATION-Mins-To-Longwood-Medical-Area.h37126475.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113700000/113697700/113697642/b4e8841d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113700000/113697700/113697642/w911h683x56y0-a70362eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113700000/113697700/113697642/96646e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113700000/113697700/113697642/w933h700x83y0-e928645f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Fisher Hill [](https://www.expedia.ca/Boston-Hotels-Single-Family-House-In-Residential-Area.h113697642.Hotel-Information) [](https://www.expedia.ca/Boston-Hotels-Single-Family-House-In-Residential-Area.h113697642.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/80000000/79490000/79487500/79487401/4a539999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/80000000/79490000/79487500/79487401/19e16db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/80000000/79490000/79487500/79487401/7884bcf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/80000000/79490000/79487500/79487401/aef0dd09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in South Brookline [](https://www.expedia.ca/Boston-Hotels-One-Mile-From-US-OPEN-Country-Club.h79487401.Hotel-Information) [](https://www.expedia.ca/Boston-Hotels-One-Mile-From-US-OPEN-Country-Club.h79487401.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/80000000/79860000/79851300/79851216/8be126f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/80000000/79860000/79851300/79851216/7ac9e8fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/80000000/79860000/79851300/79851216/3427d508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/80000000/79860000/79851300/79851216/d06a9b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in West Roxbury [](https://www.expedia.ca/Boston-Hotels-Cheerful.h79851216.Hotel-Information) [](https://www.expedia.ca/Boston-Hotels-Cheerful.h79851216.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=2026-01-06&endDate=2026-01-07®ionId=6210542&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Chestnut+Hill+Station%2C+Newton%2C+Massachusetts%2C+United+States+of+America®ionId=6210542&latLong=42.326967%2C-71.164526&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Chestnut+Hill+Station%2C+Newton%2C+Massachusetts%2C+United+States+of+America®ionId=6210542&latLong=42.326967%2C-71.164526&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Chestnut+Hill+Station%2C+Newton%2C+Massachusetts%2C+United+States+of+America®ionId=6210542&latLong=42.326967%2C-71.164526&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Chestnut+Hill+Station%2C+Newton%2C+Massachusetts%2C+United+States+of+America®ionId=6210542&latLong=42.326967%2C-71.164526&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Chestnut+Hill+Station%2C+Newton%2C+Massachusetts%2C+United+States+of+America®ionId=6210542&latLong=42.326967%2C-71.164526&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Chestnut+Hill+Station%2C+Newton%2C+Massachusetts%2C+United+States+of+America®ionId=6210542&latLong=42.326967%2C-71.164526&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=VACATION_HOME) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Chestnut+Hill+Station%2C+Newton%2C+Massachusetts%2C+United+States+of+America®ionId=6210542&latLong=42.326967%2C-71.164526&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=HOUSE_BOAT) ![](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%2FChestnut-Hill-Station-Private-Vacation-Homes.d6210542-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChestnut-Hill-Station-Private-Vacation-Homes.d6210542-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Chestnut Hill Station Hotel Reviews ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "The room and the common" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/c414a1f3_y.jpg) ### Omni Parker House 10/10 Excellent "Wow what an amazing stay! From checking in the amazing concierge made sure I was able to check in early. I was greeted by my first name the rest of my trip the hotel bar that was connected the last hurrah I went to every night before dinner. I had an amazing waiter Francesco I sat with the three nights in a row. He was very attentive made sure I was knowledgeable of the menu.I was traveling alone and as woman it was great to feel safe. The room was cozy and I loved the updated features to such an historical building. The location was perfect, walking distance to everything. I will definitely be coming back. " [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![Hyatt Regency Boston](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/24991d94_y.jpg) ### Hyatt Regency Boston 10/10 Excellent "Awesome all around " [](https://expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Super clean room, very friendly staff, in a great location in Boston. Would definitely stay here again." [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "My room was great and the bed was so comfortable! The bathrooms were consistently cleaned and I had a wonderful experience overall. Would definitely book again!" [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![The Arcadian Hotel](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg) ### The Arcadian Hotel 10/10 Excellent "Nice , modern hotel unfortunately without a restaurant " [](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "The whole experience is amazing. The view os breath taking. The area for us was perfect. Parking suck completely. " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![The Westin Copley Place, Boston, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/10000/4500/4443/ac4901eb_y.jpg) ### The Westin Copley Place, Boston, a Marriott Hotel 10/10 Excellent "Large, comfortable room." [](https://expedia.ca/Boston-Hotels-The-Westin-Copley-Place.h4443.Hotel-Information) ![Hilton Boston Back Bay](https://images.trvl-media.com/lodging/1000000/10000/6000/5928/f418fbdd_y.jpg) ### Hilton Boston Back Bay 10/10 Excellent "Staff weee fantastic and really attentive " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Back-Bay.h5928.Hotel-Information) ## Find out more about Chestnut Hill Station #### What types of Vacation Homes can I find in Chestnut Hill Station? When you’re looking for Chestnut Hill Station Vacation Homes in 2026, you can use Expedia’s filters to find accommodation that’s family-friendly or business-friendly, and narrow down your search results by amenities, price per night, and much more. For example, you can search for Vacation Homes that welcome pets, or one with accessibility features. You’ll find a range of places to stay to suit every budget, so if you're looking for cheap Vacation Homes in Chestnut Hill Station, use our simple search function to help you secure a good deal. If the exact location of Vacation Homes is important to you, try our map facility to view available places in relation to each other and to Chestnut Hill Station. #### How much do Vacation Homes cost in Chestnut Hill Station? Prices for Chestnut Hill Station Vacation Homes can start from as little as \* in 2026\. The cost per night varies depending on several factors, including the amenities on offer at Vacation Homes, the exact location of Vacation Homes and how far they are from Chestnut Hill Station, as well as how high the demand for accommodation is near Chestnut Hill Station on the dates of your booking. At Expedia, we cater for every budget, so if you’re looking for cheap Vacation Homes in Chestnut Hill Station, you can sleep easy knowing that we’ll help you to secure some of the very best deals on offer. #### How to find the best deals on Chestnut Hill Station Vacation Homes? Expedia’s search function can help you find a great deal on Chestnut Hill Station Vacation Homes. Changing the sort order of your search results can help you to find cheap Vacation Homes in Chestnut Hill Station at a glance. If you have a specific price range in mind, try selecting minimum and maximum prices per night to narrow your results. You can also filter by guest ratings and star ratings to find some of the best offers for Vacation Homes within your budget. Don’t forget, if you’re an Expedia Rewards member, you can use the ‘Member Prices’ filter to make instant savings on your booking. #### Why should I choose Expedia to book Chestnut Hill Station Vacation Homes? One of the many benefits of booking Chestnut Hill Station Vacation Homes with Expedia is the clear and simple search function. When you use the many filters on offer, you can easily compile a shortlist of fantastic places to stay, and make comparisons between the different Vacation Homes so that you can choose exactly what you need. At Expedia, it’s possible to create your own customized package and make great savings by booking flights, car hire, and more at the same time as Chestnut Hill Station Vacation Homes. And don’t forget that with free membership to Expedia Rewards, you can earn points on all eligible purchases, and build your points total to use towards future travel. #### What is the cancellation policy on booking Chestnut Hill Station Vacation Homes? It’s often possible to change or cancel bookings at Chestnut Hill Station Vacation Homes without a fee, but it depends on the rules and restrictions of the various Vacation Homes. Many booking options offer a window of flexibility, for example a full refund if you cancel more than 24 or 48 hours before Chestnut Hill Station arrival dates. It’s best to check the policies of the individual Vacation Homes before making a booking, if flexibility is important to you. You can filter for the ‘Fully refundable’ payment type when you search for Vacation Homes. You can also view the terms of the different Vacation Homes at any time by checking the details of your booking at Expedia. \*Prices and availability are subject to change. 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