Holiday houses in Woodbury

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Popular amenities for Woodbury holiday rentals

Stay near Woodbury's top sights

Quassy Amusement Park & Waterpark38 locals recommend
Market Place Kitchen and Bar30 locals recommend
New Morning Market29 locals recommend
Good News Restaurant and Bar22 locals recommend
John's Cafe16 locals recommend
Flanders Nature Center13 locals recommend

Other great holiday rentals in Woodbury

Top Guest favourite
Home in Granby
5 out of 5 average rating, 6 reviews

Lake house retreat Granby CT

ChristeRating, 5 stars4 months ago
WENT FOR A FAMILY CELEBRATION FOR THANKSGIVING WEEKEND. THE HOUSE WAS INCREDIBLY STUNNING, GREAT ENTERTAINMENT AREAS, PLENTY OF SEATING, BEAUTIFUL KITCHEN. EVEN THOUGH IT WAS THE END OF NOVEMBER, WE STILL WERE ABLE TO USE ALL THE OUTSIDE AMENITIES, THE OUTDOOR BAR, SEATING AREA, FIRE PIT, THE HEAT LAMPS WERE PERFECT & UNEXPECTED. THE OUTDOOR AREA WAS AS AMAZING AS INSIDE. THE HOUSE WAS BETTER THAN WE EXPECTED, WOULD HAVE TO SAY PERFECTION! CANNOT WAIT TO GO STAY AGAIN. THANK YOU TO NATHANIA, YOU'RE COMMUNICATION WITH US WAS QUICK & GREATLY APPRECIATED! LOVED EVERY MINUTE!
Top Guest favourite
Home in Millerton
4.97 out of 5 average rating, 175 reviews

Vacation Home In Millerton

AnnaRating, 5 stars4 days ago
We had a fantastic time on our Girls' Weekend! The place was beautiful, exactly as she described. We were all so impressed with the indoor space, the outdoor space, the cleanliness, amenities, full kitchen, bedrooms - it was exactly what we were looking for and all of us had a great time! Thank you again!
Top Guest favourite
Cabin in Cornwall
5 out of 5 average rating, 46 reviews

Beautiful Cabin in Cornwall CT.

RachelRating, 5 stars1 month ago
Henry’s place easily fit the needs of our group (three families with little kids) and had plenty of bedrooms for us to spread out between. We appreciated the large couch / living room area which was large enough for us all to comfortably sit. It’s a quick drive to the town of Kent which was very cute to explore (and lots of good places to eat!). We have friends in the area and would definitely book here again for a return trip. Check out was a breeze and we greatly appreciated not having a long list of to do items like other Airbnb’s.
Guest favourite
Cottage in Norwalk
4.94 out of 5 average rating, 65 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

JuniaRating, 5 stars1 month ago
A beautiful and charming place! The space was spotless and had a warm, inviting atmosphere. Everything was well-maintained, and it truly felt like a home away from home. The host was incredibly responsive and pleasant, making check-in and communication seamless. I would highly recommend this place to anyone looking for a comfortable and enjoyable stay.
Guest favourite
Home in New Fairfield
4.95 out of 5 average rating, 78 reviews

The Lakeside Nook

MirandaRating, 5 stars2 months ago
Very nice house with lots of room to spread out. The tv room was our favorite. Clean bathrooms and comfortable beds. The location is not far from grocery store, hiking and wineries. It snowed the night before we left and we were nervous about going down the steep road but the neighborhood does a great job plowing. We really enjoyed our stay!
Top Guest favourite
Cottage in Guilford
4.99 out of 5 average rating, 133 reviews

"Red House on the Knoll" at Indian Cove

FranRating, 5 stars3 days ago
Best Air bnb we've stayed at so far. House is spacious, beautifully decorated and immaculately clean. we felt very welcomed with snacks and a stocked fridge. The layout was ideal for our two families to each have our own wing. We will try to stay here anytime we are in CT.
Guest favourite
Home in West Haven
4.94 out of 5 average rating, 18 reviews

Beach House steps from sand & Amazing Views

KenRating, 5 stars7 months ago
Our stay in West Haven, CT, was absolutely wonderful. The Airbnb was immaculate, well-furnished, and perfectly situated near a lovely beach. The cozy ambiance and thoughtful amenities, like fresh linens and a fully equipped kitchen, made us feel right at home. The outdoor space was a lovely bonus, providing a peaceful spot to relax and enjoy the beautiful surroundings. The close proximity to the beach was a highlight of our trip, allowing us to enjoy morning walks and sunset views with ease. The location also offered convenient access to local attractions and dining options, making our stay even more enjoyable. We highly recommend this Airbnb to anyone visiting West Haven for a relaxing and memorable getaway. Adam was a tremendous host!! We will be back for sure!
Guest favourite
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars3 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

Quick stats about holiday rentals in Woodbury

  • Total rentals

    30 properties

  • Total number of reviews

    850 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

Destinations to explore