Best price vacation rentals in Woodbury, CT 06798, USA • 150 Listings
Open this search on

Woodbury, CT 06798, USA Vacation Rentals | 

Price Comparison Results
Default SortingSettings
Open this search on
No photo yet
5.0 (8)
100% WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, Pool, BBQ, HotTub!
Up to 12 guests
Vrbo$1,296
Airbnb$1,375
Average Nightly Rate
No photo yet
5.0 (20)
100% ROXBURY! PoshPadsCT "JUDD'S BRIDGE" 1.5Hrs NYC, 5BR, Ski, Pool, Pond, BBQ
Up to 10 guests
Vrbo$1,439
Airbnb$1,475
Average Nightly Rate
No photo yet
5.0 (76)
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
Up to 8 guests
Vrbo$279
Airbnb$283
Average Nightly Rate
No photo yet
5.0 (6)
100% ROXBURY! PoshPadsCT "TOPHET 3BR" Ski,Heated Winter Pool/Spa, Bikes, Gas BBQ
Up to 8 guests
Airbnb$988
Vrbo$1,100
Average Nightly Rate
No photo yet
5.0 (21)
Updated Woodland Retreat w/ Pool, Near Wineries!
Up to 6 guests
Vrbo$358
Airbnb$369
Average Nightly Rate
HiChee Chrome Extension

Use our Chrome Extension. It's Free!

Get instant price-comparison savings while browsing Airbnb, Booking.com, and Vrbo!

No photo yet
5.0 (14)
Mabels Hollow Farm, In The Heart Of Litchfield County
Up to 6 guests
Airbnb$155
Vrbo$600
Average Nightly Rate
No photo yet
5.0 (6)
Live the good life in this luxury Lake Waramaug retreat!
Up to 12 guests
Airbnb$1,756
Vrbo$2,629
Average Nightly Rate

Curious howHiCheeLogoColorfulgets its data?

ShakaCode Data logoShakaCodedata

ShakaCode scrapes. So you don't have to.

Delegate your web scraping needs to us. Get the data you need.
Focus on your primary goals.

HiCheeLogoColorfulHiChee is built and owned byShakaCode logoShakaCode

Learn more
No photo yet
5.0 (20)
Long Meadow Manor - LONG TERM stays availble!
Up to 12 guests
Airbnb$399
Vrbo$399
Average Nightly Rate
No photo yet
5.0 (107)
Sweetbrier Farm - Stunning Views, Beautiful Home
Up to 10 guests
Airbnb$457
Vrbo$457
Average Nightly Rate

Smarter Planning with Watchlists

Create your Watchlists boards and see price comparisons for multiple listings at once. You'll also get notified about price and availability changes and can share it with others.

HiChee Watchlists
No photo yet
5.0 (66)
Sunny Colonial in Washington Green across from Mayflower Inn
Up to 10 guests
Airbnb$500
Vrbo$500
Average Nightly Rate
No photo yet
5.0 (86)
SUN HILL FARM 3/4 MILE FROM LAKE WARAMAU
Up to 10 guests
Airbnb$450
Vrbo$450
Average Nightly Rate
No photo yet
4.9 (144)
Waterfront Retreat on Bantam Lake with Private Beach - Winter Ski Getaway
Up to 7 guests
Airbnb$325
Vrbo$375
Average Nightly Rate
No photo yet
4.9 (16)
100% ROXBURY! PoshPadsCT "SENTRY HILL" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
Up to 12 guests
Vrbo$1,118
Airbnb$1,375
Average Nightly Rate
No photo yet
4.8 (62)
Gather your family at this country estate
Up to 16 guests
Vrbo$280
Airbnb$342
Average Nightly Rate
No photo yet
4.8 (17)
Spectacular Cottage on Bantam Lake, Sleeps 12
Up to 12 guests
Vrbo$375
Airbnb$475
Average Nightly Rate
No photo yet
4.8 (28)
Historic Estate on 40 Private Acres with Pool, Pond & Views!
Up to 10 guests
Vrbo$1,290
Airbnb$1,313
Average Nightly Rate
No photo yet
4.8 (6)
NEW! 2,438 Sq Ft Washington House - Pets Welcome!
Up to 8 guests
Vrbo$414
Airbnb$423
Average Nightly Rate
No photo yet
4.5 (8)
NEW! Whimsical Cottage in Washington w/ Fire Pit!
Up to 4 guests
Vrbo$298
Airbnb$299
Average Nightly Rate
No photo yet
4.4 (48)
Dainty New Preston Cottage w/ Dock & Lake Views!
Up to 4 guests
Vrbo$273
Airbnb$285
Average Nightly Rate
No photo yet
4.4 (24)
Lakeview Cottage w/ Dock, Kayaks
Up to 7 guests
Vrbo$354
Airbnb$425
Average Nightly Rate
No photo yet
4.3 (19)
Lakefront Cottage w/ Dock, Kayaks
Up to 7 guests
Vrbo$379
Airbnb$439
Average Nightly Rate
No photo yet
0.0 (0)
NEW! Updated 200-Yr-Old Home w/ Silo Living Space!
Up to 8 guests
Vrbo$419
Airbnb$428
Average Nightly Rate
No photo yet
0.0 (0)
Family-Friendly Woodbury Home with Yard + Deck!
Up to 6 guests
Airbnb$138
Vrbo$868
Average Nightly Rate
No photo yet
0.0 (0)
Elegant Cape-style home, grand estate with over 6-acres of lush land,...
Up to 8 guests
Vrbo$1,135
Airbnb$1,136
Average Nightly Rate
No photo yet
5.0 (7)
Romantic hideaway. lovely views.
Up to 2 guests
Airbnb$232
Average Nightly Rate
  1. United States
  2. Connecticut
  3. Woodbury Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Woodbury, CT 06798, USA

© 2025 HiChee.com. All Rights Reserved.

Check it before you book it! ™

Privacy PolicyTerms of Service