Title: Town of Southeast Vacation Home Rentals from CA $493: Search Top Private Vacation Homes for Rent | Expedia.ca [Town of Southeast Hotels](https://expedia.ca/Destinations-In-Town-Of-Southeast.d553248635976002417.Hotel-Destinations)[Vacation Rentals in Town of Southeast](https://expedia.ca/Destinations-In-Town-Of-Southeast.d553248635976002417.Vacation-Rental-Destinations)[Town of Southeast Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Southeast.d553248635976002417.Car-Rental-Destinations)[Town of Southeast Vacations](https://expedia.ca/Town-Of-Southeast.d553248635976002417.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) # Town of Southeast Vacation Rentals ## Compare and save ![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=553248635976002417&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976002417&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976002417&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976002417&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Vacation Homes in Town of Southeast ![Outdoor dining](https://images.trvl-media.com/lodging/95000000/94780000/94775200/94775128/618d1a43.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) ![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) ![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) ![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) ![Dining](https://images.trvl-media.com/lodging/72000000/71960000/71952400/71952323/0229fe97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71960000/71952400/71952323/9a29e821.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) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111190000/111183400/111183358/2af1ac8a.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/112000000/111190000/111183400/111183358/fbb02298.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 (35) "Great place for a quiet stay" CA $383 CA $493 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Fishkill-Hotels-Large-Relaxing-Family-Retreat-In-The-Hudson-Valley-With-Theatre-And-Gazebo.h111183358.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95740000/95733800/95733752/c0b8b1e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95740000/95733800/95733752/0fd4003b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, computer monitors, printers](https://images.trvl-media.com/lodging/96000000/95740000/95733800/95733752/96e76eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95740000/95733800/95733752/785bf5ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc! New Fairfield 8.8/10 Excellent (23) "We were very happy with the accommodations. The cottage was neat, clean and well kept, as was the property. All the amenities were as described. We had a great weekend and would highly recommend this lake house." [](https://www.expedia.ca/New-Fairfield-Hotels-Lakehouse-Cottage-W-Boat-Dock-Kayaks-1-Hour-15-Min-From-NYC-On-Squantz-Pond.h95733752.Hotel-Information) ![Children's area](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/19ba220c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/30bbd2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/1c1ed8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112590000/112586800/112586795/13a74fde.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 $592 CA $851 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Fishkill-Hotels-Hickory-On-Willow-Lake.h112586795.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89810000/89804200/89804199/w2834h1890x2y0-f8c3ab8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89804200/89804199/w2832h1886x4y3-17cc3841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89804200/89804199/w2840h1886x0y3-b48fa6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/90000000/89810000/89804200/89804199/w2833h1887x3y3-ea70202b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeview Estate - Chef's Kitchen - NYC Getaway Danbury 9.8/10 Exceptional (30) "Happy to have rebooked!!" [](https://www.expedia.ca/Danbury-Hotels-Lakefront-Estate-Relaxed-Luxury-NYC-Getaway.h89804199.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/40000000/39570000/39568700/39568647/656ba2ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39570000/39568700/39568647/1e567779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39570000/39568700/39568647/1b9910e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/40000000/39570000/39568700/39568647/4156ced7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning .5 acre family-friendly home, near everything in the heart of Beacon NY Beacon 10/10 Exceptional (22) "Despite the weather we had a great time. The house is very comfortable, well a pointed, nicely updated and was spotless when we arrived. Location is good too!" [](https://www.expedia.ca/Beacon-Hotels-Stunning-5-Acre-Family-Friendly-Home.h39568647.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/120000000/119110000/119104400/119104338/0d0a14be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119110000/119104400/119104338/b33ebc97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119110000/119104400/119104338/5dcacc61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/120000000/119110000/119104400/119104338/5ff351ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly, Modern and Spacious 5-bedroom house in marvelous Westport, CT! Westport 10/10 Exceptional (2) "We had an amazing trip in this beautiful home! Would definitely return without hesitation! " [](https://www.expedia.ca/Westport-Hotels-Family-Friendly.h119104338.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78690000/78689500/78689411/cd25c824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78690000/78689500/78689411/64cea77c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78690000/78689500/78689411/736de607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78690000/78689500/78689411/89e53b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views! Danbury 10/10 Exceptional (47) "We really enjoyed totally this Candlewood lake house. it has a fantastic view and a large, beautiful lawn with a fire pit. The owner was a pleasure to work with and she even allowed us to check in a few hours early.The house is fully stocked with everything we needed. The views are fabulous, but if you bring your own boat, the property is at the tip of the lake and the water can be a little rough from other boats going by. " [](https://www.expedia.ca/Danbury-Hotels-Candlewood-Lakefront-3bd-2-Bath-House-W-180-Degree-Views.h78689411.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/93000000/92320000/92311600/92311588/f446d572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, foosball, stereo](https://images.trvl-media.com/lodging/93000000/92320000/92311600/92311588/8d1dfccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92320000/92311600/92311588/9f5004fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92320000/92311600/92311588/c001f523.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT New Milford 10/10 Exceptional (13) "Beautiful location and lots of space for a large group. This rental is really about the outdoor space and activities. Would love to return!" [](https://www.expedia.ca/New-Milford-Hotels-Lands-End-Direct-Lake-Front-On-Warner-Point.h92311588.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) ![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/fe2ef847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/490a9125.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) ### Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! Ossining 8.6/10 Excellent (4) "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. " [](https://www.expedia.ca/Ossining-Hotels-Castle-Cozy-Winter-Wonderland-Events.h101852343.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h783x0y2-92eb770e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h786x0y7-46a94465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/5bb48ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h772x0y0-e4878f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon. Carmel Hamlet 10/10 Exceptional (16) "We had a great stay and had everything we needed!" CA $626 CA $1,207 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117680000/117670700/117670643/cf723149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/118000000/117680000/117670700/117670643/w1020h679x4y4-1952ce42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/118000000/117680000/117670700/117670643/22afb54c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/118000000/117680000/117670700/117670643/70801a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Luxury Home – Peaceful, Comfortable, and Fully Private. Mount Kisco 2.0/10 (1) "The property is lovely and the home spacious. Unfortunately we found the home not to be maintained well or properly cleaned. There was significant mold in the master bath shower, dirty and torn upholstery, stained sheets and rugs, dirty pots and pans, dirty shelves, holes in walls, hanging fixtures, dirty bug filled window sills, loose faucets, non working tub sprayer, dirty outdoor furniture and many more issues. When we voiced concerns to the host we were told to vacate immediately and had no... [](https://www.expedia.ca/Mount-Kisco-Hotels-Secluded-Luxury-Home-Peaceful.h117670643.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/112000000/111350000/111342400/111342347/dd31fdd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi](https://images.trvl-media.com/lodging/112000000/111350000/111342400/111342347/59c64f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111350000/111342400/111342347/a358b110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/112000000/111350000/111342400/111342347/74b6cf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house in Bridgeport.Trumbull/Fairfield line with AC, WiFi. Bridgeport 10/10 Exceptional (2) "Good experience" [](https://www.expedia.ca/Bridgeport-Hotels-Charming-2-Bedroom-House-In-BridgeportTrumbullFairfield-Line-With-AC.h111342347.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104070000/104069800/104069775/b4803f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104070000/104069800/104069775/a1cc43b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104070000/104069800/104069775/535a3b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104070000/104069800/104069775/7b17bd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Candlewood Lake 3BR 2BA Direct Waterfront Home~ Dock~Fire Pit~Sunset Views! Brookfield 10/10 Exceptional (13) "House and property are beautiful. Everything was great!" [](https://www.expedia.ca/Brookfield-Hotels-Gorgeous-NEW-Candlewood-Lake-4BR-2BA-Direct-Waterfront-Home-Private-Dock-Patio.h104069775.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95550000/95547900/95547833/w902h683x61y0-73dbad09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95550000/95547900/95547833/w935h683x45y0-ca946b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95550000/95547900/95547833/w901h683x61y0-492a9514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95550000/95547900/95547833/99a596fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home. Danbury 10/10 Exceptional (23) "Gorgeous views and comfortable stay!" [](https://www.expedia.ca/Danbury-Hotels-Candlewood-Lake-Family-Getaway-With-Direct-Lake-Access-3775-Sqft-Home.h95547833.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/113000000/112750000/112744500/112744485/9a2ab2c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112750000/112744500/112744485/w1920h1278x0y0-849cbbf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/113000000/112750000/112744500/112744485/bc0a8d4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/113000000/112750000/112744500/112744485/06e3922d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Main Street Westport, walk to shops, dining, downtown Westport 9.4/10 Exceptional (3) "Everything was great! We would definitely stay here again." [](https://www.expedia.ca/Westport-Hotels-The-Main-Spot-Westport.h112744485.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/112000000/111560000/111556800/111556779/db7ebbf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111560000/111556800/111556779/86f51ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111560000/111556800/111556779/fe5beb29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111560000/111556800/111556779/d2091c81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### YOIN: Whispers of Tranquility, a Zen Retreat Hopewell Junction [](https://www.expedia.ca/Hopewell-Junction-Hotels-YOIN-Whispers-Of-Tranquility.h111556779.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/27000000/26690000/26681500/26681452/e2144f45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/27000000/26690000/26681500/26681452/494a6c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26690000/26681500/26681452/379cf32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/27000000/26690000/26681500/26681452/bfac06f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Our Rockbound Highland Home - 2 Blocks from Thayer Gate - 1/2 Block to Main St. Highland Falls 10/10 Exceptional (39) "Everything was good. Heather was very attentive." [](https://www.expedia.ca/Newburgh-Hotels-Our-Rockbound-Highland-Home-2-Blocks-From-Thayer-Gate-12-Block-To-Main-St.h26681452.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95890000/95881800/95881709/w2858h1920x0y0-11f6eec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95890000/95881800/95881709/146c6b98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95890000/95881800/95881709/979d1344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95890000/95881800/95881709/e4413aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy Sip O Sun - Hot Tub, Pizza Oven, Stunning Views, close to dining, shopping, town Newtown 10/10 Exceptional (3) "Easy check in and check out, listing matched property exactly, clean, overall great stay. " [](https://www.expedia.ca/Newtown-Hotels-Tranquil-Luxury-In-Newtown-Hot-Tub.h95881709.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=2025-10-11&endDate=2025-10-12®ionId=553248635976002417&adults=2&lodging=VACATION_HOME&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%2FTown-Of-Southeast-Private-Vacation-Homes.d553248635976002417-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Southeast-Private-Vacation-Homes.d553248635976002417-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Town of Southeast Hotel Reviews ![The Watershed](//images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg) ### The Watershed 10/10 Excellent "Decor, views are stunning. I want to model my new bath after the yours. " [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.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 "Convenient, great parking, quiet, comfortable room with a friendly staff." [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.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 "Wonderful staff!" [](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 "Excellent service" [](https://expedia.ca/Stamford-Hotels-EVEN-Hotel-Norwalk.h2584.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 "Excellent service" [](https://expedia.ca/Danbury-Hotels-Microtel-Inn-Suites-By-Wyndham-BethelDanbury.h579216.Hotel-Information) ![The Thayer Hotel at West Point](//images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/c0c1b35f_y.jpg) ### The Thayer Hotel at West Point 10/10 Excellent "The perfect place to stay" [](https://expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.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 "Clean and spacious. Room is bigger than expected. " [](https://expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Danbury](//images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg) ### La Quinta Inn & Suites by Wyndham Danbury 10/10 Excellent "Overall nice experience. The Van’s pizza next door is very convenient for a drink at the bar and a bite to eat. Staff is always friendly. No complaints at all. " [](https://expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information) ![Inn on the Hudson](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47_y.jpg) ### Inn on the Hudson 8/10 Good "The hotel was very nice. I would stay there again. Quiet at night. The view of the river is breath taking. I enjoyed morning coffee outside. The grab and go breakfast is convenient, but carb heavy for those who need to watch their sugar intake. The event space would make a great place for a party, but the patio could use some sprucing up. I enjoyed the flannel blanket between two top sheets; warm and cosey for cold nights. Wood floors are a rustic touch. Shower was great; plenty of hot water. " [](https://expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ## Find out more about Town of Southeast ## Town of Southeast Vacation Homes information | Number of reviews | 387 | | --- | --- | | Accommodation | 319 Vacation Homes | | Lowest Price | CA $493 | | Highest Price | CA $1,207 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Mahopac](https://www.expedia.ca/4Star-Mahopac-Hotels.s40-0-d6138727.Travel-Guide-Filter-Hotels) - [Baldwin Place Hotels](https://www.expedia.ca/Baldwin-Place-Hotels.d553248635975867241.Travel-Guide-Hotels) - [Farmstay in Brewster](https://www.expedia.ca/Brewster-Agritourism.d183644-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Brewster](https://www.expedia.ca/Brewster-Apart-Hotels.d183644-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Brewster](https://www.expedia.ca/Brewster-Apartments.d183644-aaApartments.Travel-Guide-Accommodation) - 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