Woodbury Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Woodbury vacation rentals

Fridge, microwave, oven, stovetop

All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."
United States
Nadine C.
The price is ￥17,623
￥44,172 total
includes taxes & fees
Feb 13 - Feb 14
All New Studio apartment in center of town
Exterior

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"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."
United States
Veronica
The price is ￥19,998
￥49,317 total
includes taxes & fees
Feb 13 - Feb 14
Angelica’s safe haven @ west haven
Cookware/dishes/utensils

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
East Rock
9.8 out of 10, Exceptional, (11 reviews)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
The price is ￥16,397
￥43,332 total
includes taxes & fees
Feb 17 - Feb 18
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Interior

The Nest At Elm City Flats.

The Nest At Elm City Flats.
West New Haven
9.6 out of 10, Exceptional, (7 reviews)
"We had a great stay at this apartment. You do have to go up three flight of stairs but thankfully we were able to climb them. "
United States
Joan S.
The price is ￥13,654
￥36,122 total
includes taxes & fees
Feb 13 - Feb 14
The Nest At Elm City Flats.
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (22 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ￥13,393
￥18,467 total
includes taxes & fees
Feb 17 - Feb 18
Cozy One Bedroom Apartment Centrally Located in Southbury
Interior

Cozy & Serene Cabin with Fireplace, Ski Nearby!

Cozy & Serene Cabin with Fireplace, Ski Nearby!
Bethlehem
10.0 out of 10, Exceptional, (39 reviews)
"Very comfortable property. The host had thought of everything!"
United States
Jennifer Y.
The price is ￥30,648
￥65,050 total
includes taxes & fees
Feb 16 - Feb 17
Cozy & Serene Cabin with Fireplace, Ski Nearby!
Exterior

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is ￥17,623
￥44,172 total
includes taxes & fees
Feb 17 - Feb 18
All New 1BR with tons of Charm
Fridge, microwave, oven, stovetop

One bedroom apartment in United States of America, New Haven

One bedroom apartment in United States of America, New Haven
Dwight
8.6 out of 10, Excellent, (4 reviews)
"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."
United States
Philip S.
The price is ￥14,558
￥31,414 total
includes taxes & fees
Feb 13 - Feb 14
One bedroom apartment in United States of America, New Haven
Private kitchen

Welcoming 4-bedroom house in charming Hamden

Welcoming 4-bedroom house in charming Hamden
Hamden
10.0 out of 10, Exceptional, (1 review)
"Host was kind and attentive. Location was convenient and the home was clean and spacious. "
United States
Renee H.
The price is ￥35,061
￥64,379 total
includes taxes & fees
Feb 13 - Feb 14
Welcoming 4-bedroom house in charming Hamden
Smart TV

#23 *COMFORT & LUXURY* 3 BR/2 BA House

#23 *COMFORT & LUXURY* 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (8 reviews)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
The price is ￥24,431
￥52,307 total
includes taxes & fees
Mar 7 - Mar 8
#23 *COMFORT & LUXURY* 3 BR/2 BA House
Interior

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is ￥13,638
￥18,749 total
includes taxes & fees
Feb 20 - Feb 21
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Outdoor pool

Cozy 1-bedroom apartment in lovely Oxford

Cozy 1-bedroom apartment in lovely Oxford
Oxford
10.0 out of 10, Exceptional, (1 review)
"I made a late reservation, and my host, Jackie, was always accommodating, welcoming, and in regular communication with me. The amenities were just what I needed, right down to the coffee pod and snack selection! The apartment is well laid out, as if I were walking into my own home, convenient to shopping and friends.Thank you, Jackie!"
United States
LIsa G.
The price is ￥17,163
￥24,564 total
includes taxes & fees
Feb 13 - Feb 14
Cozy 1-bedroom apartment in lovely Oxford
1 bedroom, iron/ironing board, free WiFi, bed sheets

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

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Shelton
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is ￥18,389
￥30,158 total
includes taxes & fees
Feb 15 - Feb 16
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Exterior

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.0 out of 10, Wonderful, (13 reviews)
"Everything was great and just as charming as the photo indicated. "
United States
Nancy F.
The price is ￥17,929
￥39,827 total
includes taxes & fees
Feb 16 - Feb 17
Bright Downtown Studio near Yale & East Rock!
Desk, iron/ironing board, WiFi, bed sheets

Yale Casa Verde Studio

Yale Casa Verde Studio
Dwight
9.6 out of 10, Exceptional, (9 reviews)
"Had a great stay!"
United States
Jeffrey C.
The price is ￥14,558
￥31,568 total
includes taxes & fees
Feb 16 - Feb 17
Yale Casa Verde Studio
1 bedroom, iron/ironing board, WiFi, bed sheets

Downtown New Haven Escape

Downtown New Haven Escape
Dwight
8.0 out of 10, Very Good, (6 reviews)
"Great place to stay, a little tight for 2 people but good for a single. Well appointed and a great location in the city. Would definitely recommend a stay here."
United States
Michael H.
The price is ￥21,071
￥38,039 total
includes taxes & fees
Feb 13 - Feb 14
Downtown New Haven Escape
Lobby

Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very Good, (8 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
The price is ￥17,240
￥38,943 total
includes taxes & fees
Feb 16 - Feb 17
Spacious Bohemian Nook
Fridge, microwave, oven, stovetop

Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
10.0 out of 10, Exceptional, (2 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is ￥16,378
￥37,028 total
includes taxes & fees
Mar 1 - Mar 2
Private Apartment in Southbury 103
Desk, WiFi

#43- Modern Luxury Log Cabin Retreat | Fire Pit

#43- Modern Luxury Log Cabin Retreat | Fire Pit
Prospect
The price is ￥27,430
￥65,257 total
includes taxes & fees
Feb 19 - Feb 20
#43- Modern Luxury Log Cabin Retreat | Fire Pit
Property grounds

River Overlook - Check the view from your deck!

River Overlook - Check the view from your deck!
Collinsville
10.0 out of 10, Exceptional, (23 reviews)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
The price is ￥20,549
￥40,987 total
includes taxes & fees
Feb 15 - Feb 16
River Overlook - Check the view from your deck!
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

Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"Hotel was nice. Love having a restaurant and bar on site especially since it was snowing"
Bertha 1-night trip
Posted 3 days ago
Ethan Allen Hotel

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!

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 7 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 Hollow Park is a spot to enjoy nature. Other places in town to visit include Pilgrim Mall Shopping Center and Lake Quassapaug.

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.