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Lake Quassapaug, Middlebury, Woodbury, Connecticut, United States of America

Lake Quassapaug holiday rentals

We found 48 holiday rentals — enter your dates for availability

Discover a selection of 48 holiday home rentals in Lake Quassapaug that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 301 per night, and holiday houses and flats & apartments are popular options for a stay in Lake Quassapaug. Either way, you'll find holiday accommodation for everyone's needs.
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Find the best place to stay — Lake Quassapaug

Charming 1760 Cape Nestled in the Foothills of Litchfield County

Sleeps 6 · 4 Bedrooms · 1 Bathroom
AU$ 303 avg/night
(69)

The Batcave

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
AU$ 301 avg/night

Entirely remodeled cottage walking distance to Long Meadow Pond

Sleeps 4 · 2 Bedrooms · 1 Bathroom
AU$ 305 avg/night
(19)

Lakefront Cottage on Quiet Lake, private dock, private beach area, boat use

Sleeps 6 · 2 Bedrooms · 1 Bathroom
AU$ 374 avg/night
(37)

1795 Carriage House set in 2 acres of Lawns and gardens

Sleeps 8 · 2 Bedrooms · 1 Bathroom
AU$ 362 avg/night
(18)

Amazing Lake House

Sleeps 7 · 3 Bedrooms · 3 Bathrooms
AU$ 626 avg/night

Search 48 holiday rentals

Top rated rentals — Lake Quassapaug
Stayed Apr 2021

Amazing farm retreat!

I booked this place for peace and quiet and got so much more! The farm was simply gorgeous, with acres of land and pigs and donkeys and horses (with all the animals nearby, our hound dogs had the best trip ever). The historic house was more unique an...

Jeanne H.
Jeanne H.
Stayed Apr 2021

Sweet little sancuary

This location was perfect for our hiking getaway. Many great spots to hike, explore, and eat at! We throughly enjoyed our stay and would definitely recommend and stay there again! Communication was great and the property itself is a little oasis. Per...

Sarah D.
Sarah D.
Stayed Mar 2021

Spring break stay

The property is amazing for a large group of people. We had two families of four. The house is expansive and the bedrooms are very private. The long table in the dining area is great for gathering, eating dinner, and playing games. The movie room is ...

Joseph S.
Joseph S.
Stayed Mar 2021

Great Romantic Getaway

I rented the cottage to celebrate my fiancee's birthday. Deborah gave clear instructions on local amenities and features of the cottage. The house was clean, bright, and very comfortable. The nearby lake is beautiful, and there are lots of great park...

Daniel R.
Daniel R.
Stayed Mar 2021

Relaxing Getaway

My small group had a nice time relaxing at Brian's place: cooking, soaking in the hot tub, enjoying movies on the giant TV, and feeding the horses. The posting is very accurate - the kitchen is super stocked, and Brian was extremely friendly. The are...

Lee K.
Lee K.

New York

Stayed Feb 2021

Beautiful in the winter!

We had a wonderful stay and the home greatly exceeded our expectations! Mike was very quick to respond to all questions throughout the booking process. We stayed for a weekend in February in between snow storms. When we arrived, the driveway and step...

Rana N.
Rana N.

New York, NY

Stayed Dec 2020

Charming Get Away

We had a wonderful time at this house. The house was charming and had everything we needed for a week with our kids, including a heated pool that was warm enough to use in the winter. The location is great - near several cute towns and not far from s...

Julia & S.
Julia & S.
Stayed Oct 2020

Great little house on the lake

We thoroughly enjoyed our time on the lake with our two young boys. We loved fishing on the row boat or off the dock. We had a great host who was super friendly and helpful. It was was a great little house for a fall getaway. We would consider going ...

John O.
John O.

NYC

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How many holiday accommodation are available around Lake Quassapaug?

Our 2021 accommodation listings offer a large selection of 48 holiday rentals around Lake Quassapaug. From 37 holiday houses to 6 flats & apartments, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Lake Quassapaug is on Stayz.