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Compare 71 Cottages in Southbury with updated reviews, rates, and availability.

Living-Room view from Mezzanine
Adorable 1-Bedroom Cottage in Weston, CT
10.0 out of 10, Exceptional, (25)
"Everything was extremely lovely. The location is so beautiful and the house is very quaint and cozy, loved it!"
The price is SAR 731
SAR 1,134 total
includes taxes & fees
26 Jum. I - 27 Jum. I
Adorable 1-Bedroom Cottage in Weston, CT
Guest Cottage on 7 acre Estate.  Two bedrooms, full bath with a laundry Sleeps 6
Guest Cottage on Country Estate
9.2 out of 10, Wonderful, (33)
"My husband and son stayed here for 5 days. They had a fabulous time hiking in the state park nearby. Thanks for a great stay!"
Guest Cottage on Country Estate
Interior
🔥Fairfield County Cozy cottage , super close great adventure
9.8 out of 10, Exceptional, (6)
"Comfortable house, not huge, but nicely decorated. Host was very quick to respond when I had trouble with door code. The only con for us was lack of handrails on steps to exterior doors (front and back). Otherwise a great place to stay."
🔥Fairfield County Cozy cottage , super close great adventure
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Exterior
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Exterior
Candlewood Lake Retreat with year round views
10.0 out of 10, Exceptional, (6)
"This house was exactly as advertised and very charming. The owners were very easy to work with. We had a beautiful view of the lake from the porch. We would stay here again."
Candlewood Lake Retreat with year round views
Property grounds
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
9.8 out of 10, Exceptional, (13)
"Perfect location for families with young children and pets to play in the water with limited boat traffic. Great yard with patios and fire pit for relaxing. Property manager was very responsive and great to work with. Would definitely stay again. Thank you for the great vacation memories!"
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Preston Vacation Rental | 3BR | 2BA | 1,300 Sq Ft | Stairs Required
Dainty New Preston Cottage w/ Dock & Lake Views!
9.0 out of 10, Wonderful, (32)
"Loved our time at this cozy cottage by the lake!! Beautiful views and great antique decor in the cottage!!"
Dainty New Preston Cottage w/ Dock & Lake Views!
Living room offers space to relax. Velvet sofa turns into a single sleeper sofa.
The Carriage House at Rose Hill - Minutes to Yale! Dog Friendly!
10.0 out of 10, Exceptional, (2)
"My mother and i were so happy to check into this beautiful and relaxing place after a long day of travel. Abigails attention to detail and artistic flare in decor creates a unique experience. She was also extremely responsive and kind. It was moms first time at a vbro and so safety was key- this fit the bill. The beds were very comfy. Absoutely perfect stay , i would go back again!"
The price is SAR 806
SAR 1,188 total
includes taxes & fees
25 Jum. I - 26 Jum. I
The Carriage House at Rose Hill - Minutes to Yale! Dog Friendly!
Beach
Beach cottage on private beach!
10.0 out of 10, Exceptional, (4)
"It was a very nice cottage. Great price for staying right on the beach"
Beach cottage on private beach!
Private Beach 100 yards from Cottage
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
9.4 out of 10, Exceptional, (75)
"Thoroughly enjoyed our stay at Squantz Cottage. Property was well maintained, clean, and convenient. Parking at the cottage can be a little tricky backing out and getting on to the road. An option to park at the main house could be helpful. I would definitely rent again!"
Lake Cottage 3 Private Beaches w/ Kayaks, 1 hour & 15 Minutes from NYC
Fall sunsets are a prize possession here at the lake!
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, (20)
"We were in area from Uk visiting friends who live not far away. So this little home was just ideal for us. Weather improved on the day we left so we didnt sit outside by the lake but we did enjoy watching the birds and fish."
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Beach
Renovated Milford Beach home by Charles Island/Silver Sands Pk
10.0 out of 10, Exceptional, (2)
"Our family of 4 stayed comfortably. Towels and sheets were well stocked. We loved walking across to the beach. Our 10 year old could take our 5 year old. We biked on street and sidewalks to downtown Milford, public library, playground. We loved Pennys used books. It was such a relaxing trip and we will be back to stay at Susana's lovely place."
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Exterior
Historic Whitneyville Cottage
9.6 out of 10, Exceptional, (10)
"We have stayed in this little cottage several times now. Convenient location for visiting downtown New Haven. Bed is comfortable - kitchen small but it has what you need. Nice walking neighborhood if you have dogs. We will be back."
Historic Whitneyville Cottage
Beach | Lounge Chairs
Beachfront Connecticut Retreat w/ Grill & Views!
9.6 out of 10, Exceptional, (5)
"the house and the beach were great! the owner was available for anything you needed. will be back!"
Beachfront Connecticut Retreat w/ Grill & Views!
Welcome to our beach house! Enjoy our huge private backyard w/ tons of amenities
Modern 4 Bedroom Shoreline House: Perfect Spring Getaway
9.8 out of 10, Exceptional, (9)
"Our stay here was very pleasant. The home was clean & up to date. The neighborhood is a nice area. Easy access to everything. Not too far from the beach. The Host was very nice. Always responded in a timely manner. Checked in to see if more supplies were needed during the stay. Will highly recommend & return if needed."
Modern 4 Bedroom Shoreline House: Perfect Spring Getaway
Exterior
Modern, cozy 3 bedroom lakeside cottage
10.0 out of 10, Exceptional, (3)
"Really nice place and everything was as expected. Good location with access to all Litchfield County has to offer."
Modern, cozy 3 bedroom lakeside cottage
Cozy 2-bedroom Cottage with Access to Bantam Lake
10.0 out of 10, Exceptional, (13)
"Even with horrible weather, we had a wonderful stay!"
Cozy 2-bedroom Cottage with Access to Bantam Lake
Brewster Vacation Rental | 3BR | 2BA | Stairs Required | 2,600 Sq Ft
Lakefront Brewster Vacation Rental w/ Private Dock
Lakefront Brewster Vacation Rental w/ Private Dock
Living area
Charming Connecticut Retreat Near Museums & Hiking
3.0 star property
Charming Connecticut Retreat Near Museums & Hiking
Living area
Wolcott Home w/ Deck: Near Connecticut Attractions
3.0 star property
Wolcott Home w/ Deck: Near Connecticut Attractions
Don't see what you're looking for?
See all available properties in Southbury
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.

Other property types in Southbury

Front of property
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1830)
"We got upgraded To a 2 bed room room and we were so happy. The room was spacious and beautiful and clean. Def will be going back and getting that room again. "
The price is SAR 392
SAR 436 total
includes taxes & fees
10 Jum. II - 11 Jum. II
New Haven Village Suites
A Queen Size Bed for Two Persons and Also Queen Size Sofa Bed for Two Persons.
Business or Weekend escape
9.8 out of 10, Exceptional, (11)
"The place was clean. Very comfortable. He had refreshments in the fridge. 2nd time here. The host is very easy to get to answer from. We are coming back again soon."
The price is SAR 300
SAR 528 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Business or Weekend escape
Main deck w/ grill & sweeping lake views. Baby/dog gate at deck stairs.
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
9.6 out of 10, Exceptional, (58)
"Property manager was very kind and responsive. Greatly enjoyed the views of the pond and the basement pool and ping pong tables. Great time playing these games with mybson as the weather wasn't conducive for water activities."
Lakeview Home 3 Private Beaches w/ Kayaks, on Squantz Pond
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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