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Compare 53 Cottages in Woodbury with updated reviews, rates, and availability.

Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
Private Beach 100 yards from Cottage
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
9.4 out of 10, Exceptional, (82)
"Property was clean, well appointed, wish we could have stayed a bit longer to enjoy more of the lake & fire pit! "
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
Newly renovated cottage on the lake!
Beach
Newly renovated cottage on the lake!
10.0 out of 10, Exceptional, (18)
"This cabin was perfect for a place to rest and refresh after hiking some of Litchfield area's trails. It was as described by the host and he was very easy to reach with questions. We recommend this cabin as well-located for all that Litchfield county has to offer. "
Newly renovated cottage on the lake!
Guest Cottage on Country Estate
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, (36)
"the location and size of cottage were just what we were looking for."
Guest Cottage on Country Estate
Historic Whitneyville Cottage
Exterior
Historic Whitneyville Cottage
9.6 out of 10, Exceptional, (12)
"Very convenient for what we needed. Nice little cottage."
Historic Whitneyville Cottage
Idillic summer getaway in Litchfield Hills, CT.
Property grounds
Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, (12)
"The property was lovely and the property manager was very friendly and accommodating. The space was ample, beds were very comfortable, and the a/c kept us cool in the middle of a heat wave. Only issue was that the house had a very musty smell to it. Also, the coffee pot was filled with old coffee-apparently they forgot to clean it prior to our arrival. Otherwise a great stay!"
Idillic summer getaway in Litchfield Hills, CT.
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Property grounds
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
9.6 out of 10, Exceptional, (14)
"Landscaping was spectacular and we enjoyed a beautiful view of the lake. Baths and bedrooms very clean. Plenty of charging ports. Terrible mold and mildew smell in lower level. Number of hazards noted, handrail missing on stairs, no lights on outdoor stairway, thermostat access by leaning over the stairs. The property needs a good deep cleaning."
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Exterior
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
10.0 out of 10, Exceptional, (4)
"The owners freshly love this place"
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Cozy 2-bedroom Cottage with Access to Bantam Lake
Cozy 2-bedroom Cottage with Access to Bantam Lake
9.6 out of 10, Exceptional, (17)
"The lake and all the homes were beautiful and the house was very clean, organized, and felt like home. "
Cozy 2-bedroom Cottage with Access to Bantam Lake
Modern Terryville Cottage w/ Deck & Lake View!
Terryville Vacation Rental | 2BR | 1BA | 800 Sq Ft | 2 Steps to Enter
Modern Terryville Cottage w/ Deck & Lake View!
8.8 out of 10, Excellent, (3)
"The house was in pristine condition. It looked like it was just built and we were the first ones to stay in it. Located not far from stores and restaurants. The owner, (Ron,)was very responsive to any questions we had. We highly recomend this location."
Modern Terryville Cottage w/ Deck & Lake View!
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
View from property
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
10.0 out of 10, Exceptional, (1)
"Great relaxing stay quite and comfortable "
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT
Cozy Country Cottage
Private kitchen
Cozy Country Cottage
2.0 star property
8.8 out of 10, Excellent, (3)
"Get away from the hustle and bustle with this cute country cottage. Queen beds in the first floor and super cool loft, nice updates in the bathroom and kitchen. Window A/C units kept us cool on one of the hottest weeks of the year. Close to Derby and Route 15 made this a super-convenient stop-over for us as we came back from our honeymoon!"
Cozy Country Cottage
Candlewood Lake Retreat with year round views
Exterior
Candlewood Lake Retreat with year round views
10.0 out of 10, Exceptional, (10)
"Liked outdoor area and fire place "
Candlewood Lake Retreat with year round views
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Fall sunsets are a prize possession here at the lake!
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, (24)
"This is a really lovely and clean home. The owners were very responsive and clearly take great care with the property and rental process. It was very comfortable for me, my mother and my four year old daughter. The lake view is gorgeous and peaceful, however be advised that CT lakes can sometimes get high bacteria levels so it was not swim friendly when we were there "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Charming Private and Serene cottage close to I-84 and shopping
Exterior
Charming Private and Serene cottage close to I-84 and shopping
The price is SARĀ 938
SARĀ 1,691 total
includes taxes & fees
16 Oct - 17 Oct
Charming Private and Serene cottage close to I-84 and shopping
Dainty New Preston Cottage w/ Dock & Lake Views!
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, (33)
"We were in need of a nice, relaxing vacation and thatā€™s exactly what we got. There were four of us (me, my husband, my 16-year-old, and my 11-year-old) and we each had our own space. We loved going down to the dock, and there is also a town beach just down the road. The home is filled with fun antiques and reminds you of a clean, well-kept, and charming grandmotherā€™s house. We wanted a low-key vacation, and so we enjoyed short jaunts (less than 15 mins away) to Kent to enjoy its downtown and...
Dainty New Preston Cottage w/ Dock & Lake Views!
Charming Connecticut Retreat Near Museums & Hiking
Living area
Charming Connecticut Retreat Near Museums & Hiking
3.0 star property
Charming Connecticut Retreat Near Museums & Hiking
Wolcott Home w/ Deck: Near Connecticut Attractions
Living area
Wolcott Home w/ Deck: Near Connecticut Attractions
3.0 star property
Wolcott Home w/ Deck: Near Connecticut Attractions
Peaceful Goshen Cottage w/ Screened Porch & Views!
Goshen Vacation Rental | 3BR | 1.5BA | 1,500 Sq Ft | Stairs Required for Entry
Peaceful Goshen Cottage w/ Screened Porch & Views!
9.0 out of 10, Wonderful, (28)
"This is the second time our group has stayed at this lovely cottage. It has everything we need and the location is just minutes from the fairgrounds where we attended the folk festival. Initially we missed the posted WiFi password, and had outdated details on the Apple TV, but this was addressed."
Peaceful Goshen Cottage w/ Screened Porch & Views!
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Private Dock
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
10.0 out of 10, Exceptional, (4)
"Loved staying at this spot when dropping our daughter off for school!"
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Lakefront Home, Close to Mt Southington!
Outdoor dining
Lakefront Home, Close to Mt Southington!
3.0 star property
Lakefront Home, Close to Mt Southington!
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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 Woodbury

Spacious Woodbury Home w/ Pool + Hot Tub!
Woodbury Vacation Rental | 4BR | 3BA | 3,321 Sq Ft | Stairs Required for Access
Spacious Woodbury Home w/ Pool + Hot Tub!
Spacious Woodbury Home w/ Pool + Hot Tub!
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Main deck w/ grill & sweeping lake views. Baby/dog gate at deck stairs.
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
9.6 out of 10, Exceptional, (64)
"Our family had a great time staying at this home. Great lake views, kayaking, and plenty to do inside the home as well."
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Fun Downtown Location 2nd flr
Property grounds
Fun Downtown Location 2nd flr
9.8 out of 10, Exceptional, (59)
"The apartment was very close to restaurants, breweries and a rails to trails path that went on for miles. Great location overall. "
Fun Downtown Location 2nd flr
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.

Frequently asked questions

How much do cottages in Woodbury cost?
Prices for cottages in Woodbury range between SAR402 and SAR402 per night. No matter your budget, youā€™ll find a perfect place to get reacquainted with nature. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Woodbury?
Reconnect with nature in one of the 53 cottages on offer in Woodbury. To help you select a property thatā€™s right for you, use our filter tool to search for amenities or perks you prefer.
Why book your cottage in Woodbury with Expedia?
Expedia has some superb cottages in Woodbury, so start packing your bags for an unforgettable stay on natureā€™s doorstep. If you have a fixed budget, click on how much you want to spend and your preferred property star rating. Or, try out our filters to search for cottages with a pool or free WiFi. Weā€™ll help you find the perfect fit whatever your bank balance or plans.
How can I find cheap cottages in Woodbury?
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