Title: Brewster Vacation Rentals from CA $231: Short-Term Rentals for 2025 | Expedia.ca [Hotels in Brewster](https://expedia.ca/Brewster-Hotels.d183644.Travel-Guide-Hotels)[Flights to Brewster](https://expedia.ca/Cheap-Flights-To-Brewster.d183644.Travel-Guide-Flights)[Things to do in Brewster](https://expedia.ca/Things-To-Do-In-Brewster.d183644.Travel-Guide-Activities)[Brewster Car Rentals](https://expedia.ca/Car-Rentals-In-Brewster.d183644.Car-Rental-Guide)[Brewster Vacation Packages](https://expedia.ca/Brewster.d183644.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Brewster 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 Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-10-12&endDate=2025-10-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-10-13&endDate=2025-10-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=183644&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Brewster ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/2af1ac8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/86da8ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/1bd3c0a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/7aae90a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo Fishkill 9.6/10 Exceptional (39) "Plenty of seating & comfortable beds were a plus! The theatre room was really fun for grandkids!" CA $363 CA $469 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/67801e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands Fort Montgomery 9.8/10 Exceptional (122) "It has an incredible mountain and water view. " CA $263 CA $429 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/9c028c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/9242892b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/6b06b203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115140000/115131900/115131896/5383933a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fall Colors HQs. Stunning views of Croton River Gorge, a birder haven Croton-on-Hudson 9.6/10 Exceptional (10) "Easy check in and check out! Has all the bare minimums and a nicely upgraded bathroom. Didn’t feel super clean (the bathroom) when we got there but kitchen was clean and they kindly stocked a few groceries. Could not get the water hot for a shower which was bummer. Nice enough depending on what you are looking for! We had some sensory needs and so this ended up not being the best fit but the location was great. Thanks for having us. " [](https://www.expedia.ca/Croton-On-Hudson-Hotels-Romantic-Retreat-With-Stunning-Views-Of-Croton-River-Gorge.h115131896.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34020000/34011500/34011469/e459179d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, Netflix, Hulu](https://images.trvl-media.com/lodging/35000000/34020000/34011500/34011469/68ad80a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34020000/34011500/34011469/1a8d83c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34011500/34011469/8f845ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Log Cabin On A Lake With Private Dock & Beach! One Hour from NYC! No Pet Fees! Holmes 10/10 Exceptional (194) "Wonderful place to rest and recharge." [](https://www.expedia.ca/Holmes-Hotels-Log-Cabin-On-A-Lake-With-Private-Dock-Beach-One-Hour-From-NYC.h34011469.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/76000000/75290000/75284500/75284422/4093dfa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75290000/75284500/75284422/3d4de8b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75290000/75284500/75284422/873d3f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75290000/75284500/75284422/w1170h872x0y1-b8cb7f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views Hopewell Junction 9.0/10 Wonderful (42) "Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games." [](https://www.expedia.ca/Hopewell-Junction-Hotels-1-HR-NYC-Getaway-Awesome-Newly-Renovated-Home-On-4-Acres.h75284422.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/95000000/94780000/94775200/94775128/618d1a43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94780000/94775200/94775128/b154cc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94780000/94775200/94775128/3a72d1f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94780000/94775200/94775128/1b2cda6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed New Fairfield 9.4/10 Exceptional (30) "Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. " [](https://www.expedia.ca/New-Fairfield-Hotels-Lakehouse-Boat-Dock.h94775128.Hotel-Information) ![Dining tables](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/7d1ae479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/ee5fa657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/0da715d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/113000000/112590000/112584800/112584776/f326c1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chestnut on Willow Lake Fishkill 9.4/10 Exceptional (3) "We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks." CA $560 CA $815 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Fishkill-Hotels-Charming-3-Bedroom-Cottage-In-Wonderful-Fishkill.h112584776.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119970000/119968700/119968669/281ffdfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119970000/119968700/119968669/90ee3b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119970000/119968700/119968669/61a60c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119970000/119968700/119968669/97f7f76a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### price will make you book twice , luxury living Norwalk 10/10 Exceptional (1) "We had a great stay! Room was very open and clean and our host was friendly and welcoming! " CA $176 CA $231 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Norwalk-Hotels-Price-Will-Make-You-Book-Twine.h119968669.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71960000/71952400/71952323/f6623e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71960000/71952400/71952323/550eef50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/72000000/71960000/71952400/71952323/5aa43ade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71960000/71952400/71952323/0229fe97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. Carmel Hamlet 10/10 Exceptional (90) "My family and I loved this property! We enjoyed walking around the woods and exploring. The house was well equipped and was really charming. We also loved sightseeing around the near by towns. Definitely a place to come back to stay again. " [](https://www.expedia.ca/Carmel-Hotels-Lost-In-The-Woods.h71952323.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/b2662bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/fc97efe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/9d74f7a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/244ebd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hickory on Willow Lake Fishkill 9.6/10 Exceptional (4) "Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus" CA $595 CA $860 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Fishkill-Hotels-Hickory-On-Willow-Lake.h112586795.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/120000000/119730000/119724400/119724381/cb7ba131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119730000/119724400/119724381/45d643be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119730000/119724400/119724381/f970a650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119730000/119724400/119724381/e918daaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7 BR Mansion , Celebration Welcomes Norwalk 10/10 Exceptional (1) "I had a wonderful stay at this house. It was very clean, comfortable, and beautifully maintained.Everything was exactly as described, and I really appreciated the welcoming atmosphere. Even though I only stayed for one day, it was an amazing experience. I would definitely recommend this place and would love to stay again in the future." CA $840 CA $1,266 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Norwalk-Hotels-Spacious-7-Bedroom-House-In-Delightful-Norwalk-With-AC.h119724381.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/0589087f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/59aad7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/02b6e736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113210000/113200700/113200645/4acf5981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Cabin in Fishkill! Fishkill 10/10 Exceptional (2) "The place was very nice, we met the owner and he was also bery accommodating. This is definitely a family friendly spot. " CA $319 CA $506 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Fishkill-Hotels-Charming-2-Bedroom-Cabin-With-WiFi-In-Adorable-Fishkill.h113200645.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/116000000/115680000/115677600/115677574/00c649a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115680000/115677600/115677574/22f82ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115680000/115677600/115677574/c3a9ca25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115680000/115677600/115677574/8cf0af96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit Brookfield 10/10 Exceptional (2) "This is a property that is very good for large family gatherings, which is how we gathered for a birthday celebration. This area of CT. is great and has lots to do.The house is in the perfect location to do all of it.Again, suits large groups well. Room for everyone." [](https://www.expedia.ca/Brookfield-Hotels-LakesideSleeps20HotTubGameRoom2AcresFirepit.h115677574.Hotel-Information) ![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/76b5d504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/e858b8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/df2c75ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/fe2ef847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! Ossining 8.8/10 Excellent (5) "We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. " CA $1,177 CA $1,909 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Ossining-Hotels-Castle-Cozy-Winter-Wonderland-Events.h101852343.Hotel-Information) ![](https://images.trvl-media.com/lodging/84000000/83960000/83956600/83956513/4f4c078f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83960000/83956600/83956513/307575d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83960000/83956600/83956513/667341b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83960000/83956600/83956513/54350bec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly. Carmel 10/10 Exceptional (2) "It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful." [](https://www.expedia.ca/Carmel-Hotels-Cozy-Cabin-With-Deck-And-Fireplace-Steps-From-White-Pond-Lake-Dog-Friendly.h83956513.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73240000/73234400/73234362/463b69eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/74000000/73240000/73234400/73234362/7d538380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73240000/73234400/73234362/82940c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73240000/73234400/73234362/23d38d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Lake Retreat; Dock, Game Room & Firepit New Milford 10/10 Exceptional (47) "Everything was great! Thank you!" CA $998 CA $1,890 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/New-Milford-Hotels-Candlewood-Lake-Luxurious-Family-Waterfront-Retreat.h73234362.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/cde347d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/23242491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/e34b64d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/8e1f1f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake New Fairfield 10/10 Exceptional (13) "The house worked very well for our family holiday. Very clean, had everything we needed " CA $314 CA $764 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113520000/113516900/113516846/4cf28053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/114000000/113520000/113516900/113516846/0f9d47ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113520000/113516900/113516846/6594a13b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113520000/113516900/113516846/2a4246ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom Condo -Views of West Point and Hudson River, steps from Metro North! Garrison 10/10 Exceptional (6) "This condo is located very close to the Garrison train station. It has been designed so that you are never disturbed by the sound of the trains. Really soundproof! There is a beautiful view of West Point across the Hudson River from the balcony and other windows. The kitchen and 2 1/2 bathrooms are modern and well equipped. Matt, the host, has thought of everything when it comes to making his guests feel comfort and st home. The beds were extra comfy and both bedrooms were quite spacious.... [](https://www.expedia.ca/Garrison-Hotels-2-Bedroom-Condo-Views-Of-West-Point-And-Hudson-River.h113516846.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116940000/116933200/116933111/9230ef8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116940000/116933200/116933111/633cb5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/117000000/116940000/116933200/116933111/a9f7383a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/117000000/116940000/116933200/116933111/be9f2788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford New Milford 10/10 Exceptional (6) "We were in town for a family wedding and found this quaint little apartment that was quiet and secluded. Being on the river we did find a lot of bugs, but nothing we couldnt handle. The owners were extremely nice and responsive and we had a wonderful stay. " [](https://www.expedia.ca/New-Milford-Hotels-Charming-2-Bedroom-Apartment-Waterfront-With-WiFi.h116933111.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/64000000/63360000/63358700/63358607/944aebd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/64000000/63360000/63358700/63358607/1c228b70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/64000000/63360000/63358700/63358607/b952dcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63360000/63358700/63358607/849298e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private lake escape Putnam Valley [](https://www.expedia.ca/Putnam-Valley-Hotels-Vrbo-Property.h63358607.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=2025-10-26&endDate=2025-10-27®ionId=183644&adults=2&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%2FBrewster-Vacation-Rentals.d183644.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBrewster-Vacation-Rentals.d183644.Travel-Guide-VacationRentals) ## Top Brewster Hotel Reviews ![Heidi's Inn](//images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/0ce6450f_y.jpg) ### Heidi's Inn 10/10 Excellent "Super nice staff, clean room, cant ask for more " [](https://expedia.ca/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) ![Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG](//images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11_y.jpg) ### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG 10/10 Excellent "Very comfortable accommodations. Clean and plenty of towels." [](https://expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![Quality Inn & Suites Fishkill South near I-84](//images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "Spacious Bathroom " [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![Ethan Allen Hotel](//images.trvl-media.com/lodging/1000000/850000/848400/848360/9fd70ba0_y.jpg) ### Ethan Allen Hotel 10/10 Excellent "Friendly staff, elevator was a far walk " [](https://expedia.ca/Danbury-Hotels-Ethan-Allen-Hotel.h848360.Hotel-Information) ![Microtel Inn & Suites by Wyndham Bethel/Danbury](//images.trvl-media.com/lodging/1000000/580000/579300/579216/ef7dd368_y.jpg) ### Microtel Inn & Suites by Wyndham Bethel/Danbury 10/10 Excellent "Stayed here a few times. Convenient location. Rooms are clean, staff always friendly and helpful. Plus the dog is welcomed. If you go, dinner is good and abundant at the Stoney Hill Diner across the street. " [](https://expedia.ca/Danbury-Hotels-Microtel-Inn-Suites-By-Wyndham-BethelDanbury.h579216.Hotel-Information) ![Best Western Danbury/Bethel](//images.trvl-media.com/lodging/1000000/10000/4900/4841/b09513bc_y.jpg) ### Best Western Danbury/Bethel 10/10 Excellent "Excellent " [](https://expedia.ca/Danbury-Hotels-Best-Western-DanburyBethel.h4841.Hotel-Information) ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Incredibly peaceful when walking in the forest. Swimming in the lake and stream was amazing " [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![EVEN Hotel Norwalk by IHG](//images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg) ### EVEN Hotel Norwalk by IHG 10/10 Excellent "Hotel was clean and location was close to venue front desk staff was friendly " [](https://expedia.ca/Stamford-Hotels-EVEN-Hotel-Norwalk.h2584.Hotel-Information) ![Hotel Hi-Ho - Contactless Check-In](//images.trvl-media.com/lodging/13000000/12360000/12354500/12354480/c5fc9bff_y.jpg) ### Hotel Hi-Ho - Contactless Check-In 10/10 Excellent "Very Nice!" [](https://expedia.ca/New-Haven-Hotels-Hi-Ho-A-Hi-Tech-Hotel.h12354480.Hotel-Information) ## Find out more about Brewster **Everything you need to know about** **Brewster** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Brewster vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brewster vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Brewster vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Brewster. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brewster vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Brewster vacation rentals we have selected for you start as low as CA $231 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Brewster rentals** At Expedia, we put the best Brewster vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Brewster rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brewster vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brewster. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Brewster ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Vacation Homes in Brewster](https://expedia.ca/Brewster-Private-Vacation-Homes.d183644-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Apartments in Brewster](https://expedia.ca/Brewster-Apartments.d183644-aaApartments.Travel-Guide-Accommodation) - [Cottages in Brewster](https://expedia.ca/Brewster-Cottages.d183644-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Brewster](https://expedia.ca/Brewster-Cabins.d183644-aaCabins.Travel-Guide-Accommodation) - [Motels in Brewster](https://expedia.ca/Brewster-Motels.d183644-aaMotels.Travel-Guide-Accommodation) - [B&B in Brewster](https://expedia.ca/Brewster-Bed-And-Breakfast.d183644-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Brewster](https://expedia.ca/Brewster-Guest-Houses.d183644-aaGuestHouses.Travel-Guide-Accommodation) - [RV Parks in Brewster](https://expedia.ca/Brewster-RV-Parks.d183644-aaRVParks.Travel-Guide-Accommodation) - [Villas in Brewster](https://expedia.ca/Brewster-Villas.d183644-aaVillas.Travel-Guide-Accommodation) - [Farmstay in Brewster](https://expedia.ca/Brewster-Agritourism.d183644-aaAgritourism.Travel-Guide-Accommodation) - [Condo Rentals in Brewster](https://expedia.ca/Brewster-Condos.d183644-aaCondos.Travel-Guide-Accommodation) - [Inns in Brewster](https://expedia.ca/Brewster-Inns.d183644-aaInns.Travel-Guide-Accommodation) - [Chalets in Brewster](https://expedia.ca/Brewster-Chalets.d183644-aaChalets.Travel-Guide-Accommodation) - [Castles in Brewster](https://expedia.ca/Brewster-Castles.d183644-aaCastles.Travel-Guide-Accommodation) - [Hostels in Brewster](https://expedia.ca/Brewster-Hostels.d183644-aaHostels.Travel-Guide-Accommodation) - [Houseboats in Brewster](https://expedia.ca/Brewster-Houseboats.d183644-aaHouseboats.Travel-Guide-Accommodation) - [Lodges in Brewster](https://expedia.ca/Brewster-Lodges.d183644-aaLodges.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Brewster? > Yes, we offer vacation rentals close to popular local attractions in Brewster, or you can choose a secluded option if you're looking for a relaxing stay. Brewster is known for its shopping and restaurants. Make sure you have time to check out the entertainment choices and live music during your trip. ### What's the top vacation rental that Brewster has to offer? > [Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.](https://www.expedia.ca/Carmel-Hotels-Lost-In-The-Woods.h71952323.Hotel-Information) : This vacation home rental outside of Brewster is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind. ### How many vacation rentals are there in Brewster? > With 4 Expedia vacation rentals, you're sure to find just the right place for your Brewster stay. ### What’s there to see and do in Brewster? > Explore the area and cultural attractions such as Kouros Sculpture Center, or visit a family-friendly sight such as SplashDown Beach. Brewster Public Library and Centennial Golf Club are a couple of places you'll find in the larger area. ### What’s a vacation rental in Brewster like? > Vacation rentals are privately owned properties you can book for a couple of days or more in Brewster. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you to travel. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)