Photo by Jennifer Brokaw

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Compare 193 Vacation Homes in Roxbury with updated reviews, rates, and availability.

Private Annex/Former Artist Studio

10.0 out of 10, Exceptional, (46)
"The owner greeted us the first night. Very pleasant and super friendly. The space is beautiful and the fact that it was once an artist's studio for me made it even more special. The nearby lake is gorgeous. We brought our dog and she was very relaxed and comfortable for the stay. I thoroughly enjoyed the property and our mini vacation! "
Private Annex/Former Artist Studio

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (11)
"This property was even more beautiful than it appeared in the photos. The wooded backyard was also spacious and lovely. We were so happy with the view of the lake and how peaceful the space was. The owners are easy to communicate with and prompt to respond. We will absolutely be going back. "
The price is AED 1,587
AED 3,052 total
includes taxes & fees
25 Nov - 26 Nov
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Lakeview Estate - Chef's Kitchen - NYC Getaway

10.0 out of 10, Exceptional, (23)
"Fantastic place! Beautiful views, lots of room, comfy beds, clean. There was 10 of us and it was a delight. Highly recommend it. "
Lakeview Estate - Chef's Kitchen - NYC Getaway

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

9.6 out of 10, Exceptional, (74)
"The house is as advertised. Good amount of room. The host was pretty communicative. No complaints from the property. Just wish they had a bigger table for group dinners"
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

Tranquil Litchfield Connecticut Retreat".

9.6 out of 10, Exceptional, (7)
"Quick trip"
The price is AED 808
AED 1,160 total
includes taxes & fees
24 Nov - 25 Nov
Tranquil Litchfield Connecticut Retreat".

Lakefront Home, Close to Mt Southington!

10.0 out of 10, Exceptional, (13)
"Staff very much enjoyed the atmosphere after long days of work. Wonderful Ownership. Thank you so much Susan!"
Lakefront Home, Close to Mt Southington!

The Goshen Glass Chalet

9.4 out of 10, Exceptional, (27)
"Wanted to visit my son in Litchfield around Halloween with my 2 teenaged granddaughters. The Goshen Glass Chalet was the perfect place for our visit. Loved every detail. "
The Goshen Glass Chalet

Charming 3BR Hilltop House, Newly Remodeled with Arcade

10.0 out of 10, Exceptional, (18)
"So glad we found this property to accommodate our family of six for the weekend. It was cozy, updated and immaculately clean. The owners seem to have thought of everything and clearly care about providing an exceptional experience. Highly recommend!"
Charming 3BR Hilltop House, Newly Remodeled with Arcade

Gather your family at this country estate

10.0 out of 10, Exceptional, (3)
"This is an older home with charm. Lots of room, and while just six of us stayed, it appears more could be accommodated with inflatable mattresses. We enjoyed sitting outside by the simple fire pit one night. I would encourage the owners to put an outside light in the back as I stumbled on the stairs twice but that’s really the only issue. We are so sorry we misplaced one of the two keys,please send us a bill for a copy if you don’t find it. Thank you!"
Gather your family at this country estate

Spacious 4-BR house in lake community with beach access and swim-in-place spa.

2.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing view amazing hot tub very relaxing "
Spacious 4-BR house in lake community with beach access and swim-in-place spa.

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

10.0 out of 10, Exceptional, (105)
"The title says it all really. The house is as well equipped as your home, superbly comfortable, has glorious views East over the lake, has space for everyone and was just a delight to stay in. Lisa is so repsonsive, thoughtful and kind, which just adds to the warmth of feeling and quality of experience. Thank you very much indeed. "
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

Candlewood Lake Grand Waterfront Oasis: A Luxurious Family Retreat

10.0 out of 10, Exceptional, (41)
"The Hosts were extremely nice and helpful in the entire process. They answered questions and helped me understand the offering so I could book with confidence, The home is spacious and welcoming in design. Generous spaces throughout including a very nice kitchen and a basement gameroom that was very enjoyable. The outside seating areas were outstanding including a wonderful lakefront area to sit and enjoy the views. Book with confidence for a great experience. Dan and Kit "
Candlewood Lake Grand Waterfront Oasis: A Luxurious Family Retreat

Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!

10.0 out of 10, Exceptional, (23)
"Wonderful house. Comfortable beds. Amazing lake view. Great location. We stayed for 3 nights and enjoyed it so much."
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!

Traveling Nurse or Business Professional

10.0 out of 10, Exceptional, (7)
"The neighborhood was clean, upscale, and beautifully kept. It came with Candlewood Beach access. The second story suite was gorgeous, clean, and well apportioned. The bed was comfortable. The whole house was well maintained and a wonderful,"homey" feel to it. The Hostess was friendly, cheerful, and very accommodating. The house is on the hillside leading to Lake Candlewood. As can be imagined, the views from the windows were outstanding."
Traveling Nurse or Business Professional

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (40)
"We had such a great time! The views are stunning and the house has everything you need to enjoy your stay. The host Kerry was so helpful; we had a small issue with the shower and she had a plumber over within the hour to resolve it. Can’t wait to come back next summer! "
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

10.0 out of 10, Exceptional, (14)
"Beautiful property— even more than the pictures (which is often rare). Quiet, scenic, and spacious. Communication with the host was very good and helpful."
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

8.8 out of 10, Excellent, (5)
"Main and only complaint was that had to keep playing with the handle of the toilet every time flushed or it would keep running. Very annoying. And just felt food items. ( pancake mix ect) should be tossed. Safety and health purposes . Otherwise very enjoyable. Stay"
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

10.0 out of 10, Exceptional, (8)
"The hosts were wonderful and so welcoming. The house had everthing you could want and more! It was the perfect location for my family to relax before and get ready the day of my daughter's wedding. "
Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Charming 1870 cape cottage in Litchfield

10.0 out of 10, Exceptional, (39)
"Hosts were very accommodating and are next door. Property is beautiful. The home is spacious, comfortable, extremely clean and well-stocked, and has that wonderful New England charm. Jeff provided reccos for dining and nature that proved to be perfect. We missed the autumn colors by a week or so….so may just have to go back to enjoy that next year"
Charming 1870 cape cottage in Litchfield

Peaceful All Season Lake Community Home

10.0 out of 10, Exceptional, (7)
"Great location that had everything we needed and was perfect for entertaining friends and family."
Peaceful All Season Lake Community Home
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.
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Other property types in Roxbury

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

9.6 out of 10, Exceptional, (74)
"The house is as advertised. Good amount of room. The host was pretty communicative. No complaints from the property. Just wish they had a bigger table for group dinners"
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

9.4 out of 10, Exceptional, (15)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Beautiful cozy rooms near hospital and down town area

8.0 out of 10, Very Good, (17)
"I will forever love coming here. The host was great, Parking was amazing, Rooms were so cleanly. "
The price is AED 400
AED 919 total
includes taxes & fees
25 Nov - 26 Nov
Beautiful cozy rooms near hospital and down town area
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.