Woodbury Vacation Rentals

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Sep 26 - Sep 27
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Vacation Rentals in Woodbury

Charming Studio| Near Yale| Downtown New Haven
Exterior

Charming Studio| Near Yale| Downtown New Haven

9.0 out of 10, Wonderful, (4)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is ￥15,724
￥30,999 total
includes taxes & fees
Sep 29 - Sep 30
Charming Studio| Near Yale| Downtown New Haven
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
Outdoor dining

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

9.4 out of 10, Exceptional, (30)
"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
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Dining

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

8.8 out of 10, Excellent, (24)
"The cabin was great! Exactly as described and pictured. The kitchen was well stocked with all the basic cooking instruments and utensils. We had a blast and would absolutely come back."
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Dining

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

10.0 out of 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."
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit
Yale Casa Verde Studio
Fridge, microwave, oven, stovetop

Yale Casa Verde Studio

10.0 out of 10, Exceptional, (5)
"The apartment was very comfortable , clean and close to the university. "
The price is ￥14,733
￥31,044 total
includes taxes & fees
Oct 12 - Oct 13
Yale Casa Verde Studio
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Outdoor dining

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

10.0 out of 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. "
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Candlewood Lake Retreat; Dock, Game Room & Firepit
Outdoor dining

Candlewood Lake Retreat; Dock, Game Room & Firepit

10.0 out of 10, Exceptional, (47)
"Everything was great! Thank you!"
The price is ￥113,211
￥213,678 total
includes taxes & fees
Sep 28 - Sep 29
Candlewood Lake Retreat; Dock, Game Room & Firepit
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Fridge, microwave, oven, stovetop

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (61)
"We were visiting University of Hartford and this was the perfect place to stay outside of the city. Great space with all the conveniences of home. Wonderful food options within walking distance. "
The price is ￥43,278
￥73,468 total
includes taxes & fees
Oct 8 - Oct 9
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
Dining

Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT

10.0 out of 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!"
Land’s End – Direct Lake Front on Warner Point, Candlewood Lake, CT
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Fridge, microwave, oven, stovetop

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

9.4 out of 10, Exceptional, (8)
"Needed a place to sleep for a couple of nights and this worked for us."
The price is ￥14,063
￥25,995 total
includes taxes & fees
Oct 1 - Oct 2
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cozy Two Bedroom Stay In Downtown New Haven!
Fridge, microwave, oven, stovetop

Cozy Two Bedroom Stay In Downtown New Haven!

The price is ￥23,067
￥48,491 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Two Bedroom Stay In Downtown New Haven!
Angelica’s safe haven @ west haven
Exterior

Angelica’s safe haven @ west haven

10.0 out of 10, Exceptional, (5)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
The price is ￥20,388
￥49,899 total
includes taxes & fees
Sep 30 - Oct 1
Angelica’s safe haven @ west haven
Family Gem on Dyer Street
Dining

Family Gem on Dyer Street

10.0 out of 10, Exceptional, (1)
"The check in process was simple and easy. The house was exactly as pictured and perfect for 7 guests. It was clean and had all the amenities."
The price is ￥66,444
￥142,900 total
includes taxes & fees
Sep 28 - Sep 29
Family Gem on Dyer Street
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
Exterior

Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area

10.0 out of 10, Exceptional, (5)
"Everything was amazing "
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Exterior

Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!

10.0 out of 10, Exceptional, (79)
"We stayed for a birthday weekend with a few other couples and had a great time. There is plenty of space for everyone to spread out and each 'area' of the house is incredibly comfortable (especially the movie theater). If you need anything there are plenty of stores close by and the area is very safe. Overall, no complaints and would recommend to anyone looking for a getaway."
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford
TV, fireplace

Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford

10.0 out of 10, Exceptional, (4)
"This ground level apartment is comfortable and exceptionally clean, and above all its location in a bucolic setting made our two night stay peaceful and restful. Knowing location of the key made the check-in very easy, and the kitchen facilities met our needs. "
Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford
Cozy quite private location that makes you feel like home
Property grounds

Cozy quite private location that makes you feel like home

9.8 out of 10, Exceptional, (10)
"this is a beautiful home very peaceful nothing but bored chirping in the morning i loved it and would book again. "
Cozy quite private location that makes you feel like home
The Sun Filled Cozy Creamery
Living area

The Sun Filled Cozy Creamery

8.8 out of 10, Excellent, (21)
"Perfect for a small family, on the outside of town but close enough to everything you need."
The price is ￥12,429
￥41,738 total
includes taxes & fees
Sep 30 - Oct 1
The Sun Filled Cozy Creamery
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Interior

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

9.0 out of 10, Wonderful, (2)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
The price is ￥17,970
￥29,321 total
includes taxes & fees
Oct 16 - Oct 17
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Luxurious and Spacious Family Home In Quiet and Pristine Area of Hamden
Dining

Luxurious and Spacious Family Home In Quiet and Pristine Area of Hamden

Luxurious and Spacious Family Home In Quiet and Pristine Area of Hamden
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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Top Woodbury Hotel Reviews

Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

10/10 Excellent
"Excellent service"
MIGUEL 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Bethel/Danbury

Find out more about Woodbury

Find out more about Woodbury

Search for holiday rentals in Woodbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodbury using one of the methods below:

  • View our selection of featured holiday rentals in Woodbury
  • Use the map to find apartments and other holiday homes in the Woodbury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Woodbury while they last

Look no further and take a look at our great range of rental properties in Woodbury!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Woodbury?

Yes, we offer vacation rentals in Woodbury close to Glebe House Museum and The Gertrude Jekyll Garden, or you can choose a more secluded option if you're looking for a relaxing stay. Our travelers say Woodbury has a good selection of restaurants. Make sure you have time to check out the ski areas and coffeehouses during your trip.

What are some of the best vacation rentals that Woodbury has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This vacation home rental near Woodbury offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Woodbury?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Woodbury stay.

What can I see and do in Woodbury?

Cultural attractions include Glebe House Museum and The Gertrude Jekyll Garden, whereas Lake Quassapaug is a spot to enjoy nature. Other places in town to visit include Pilgrim Mall Shopping Center and Hollow Park.

What are vacation rentals like in Woodbury?

Vacation rentals are privately owned properties you can book for a couple days or more in Woodbury. Vacation rentals feature extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.