Chaplin Historic District Holiday Rentals

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Holiday Rentals in Chaplin Historic District

Go Jump in the Lake!

10.0 out of 10, Exceptional, (143)
"Perfect for our family. Close to the lake and beaches. We enjoyed our stay."
Go Jump in the Lake!

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (28)
"Unique place. We enjoyed our stay. "
The price is HK$841
HK$1,347 total
includes taxes & fees
11 Sept - 12 Sept
The Tree House at Underhill Hollow

Spacious Home Near Mohegan Sun

2.0 out of 10, (1)
"My stay at this rental was deeply unsettling and unsafe. The apartment itself has a creepy, neglected vibe, and it only got worst. A serious safety issue occured when a teenager in our group fell through a rotted, unstable deck/ a terrifying and completely preventable accident. Even more concerning, the entrance code to our apartment was the same code used for all other units in the building. This made me feel extremely unsafe as anyone from another unit could have accessed ours at any time....
The price is HK$2,145
HK$5,173 total
includes taxes & fees
15 Sept - 16 Sept
Spacious Home Near Mohegan Sun

Treehouse - Countryside - Farm Animals - Fire Pit

9.4 out of 10, Exceptional, (27)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
The price is HK$1,262
HK$2,534 total
includes taxes & fees
23 Sept - 24 Sept
Treehouse - Countryside - Farm Animals - Fire Pit

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

9.6 out of 10, Exceptional, (20)
"This lake house is a perfect, quiet & very pretty getaway! We absolutely loved our stay! The host was so sweet and easy to contact. We will be back!"
The price is HK$1,012
HK$2,541 total
includes taxes & fees
1 Oct - 2 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

9.4 out of 10, Exceptional, (15)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is HK$1,106
HK$2,416 total
includes taxes & fees
16 Sept - 17 Sept
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Your Charming 4BR Retreat Home Minutes from Casino Excitement!

9.8 out of 10, Exceptional, (8)
"Great experience awesome accommodation "
The price is HK$4,199
HK$7,579 total
includes taxes & fees
16 Sept - 17 Sept
Your Charming 4BR Retreat Home Minutes from Casino Excitement!

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

9.8 out of 10, Exceptional, (29)
"The place was clean and great for a weekend getaway."
The price is HK$1,005
HK$2,269 total
includes taxes & fees
15 Sept - 16 Sept
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos

9.0 out of 10, Wonderful, (74)
"My husbands birthday week and he loves fishing and kayaking and this was a perfect spot"
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (113)
"Everything was wonderful - enjoyed dinner on the dock at the lake. Nice neighborhood."
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (16)
"Peaceful and safe for my family!Thank you Jason for this wonderful place."
Amazing lake house with everything you need!

Peaceful WATERFRONT Cottage Near Mystic and Casinos

9.2 out of 10, Wonderful, (52)
"This is a lovely property in a fantastic position and just what we needed for a weekend break from New York. The weather meant we didn’t really get a chance to use the outdoor areas as much as we’d hoped but we had everything we needed indoors. Michael responded really quickly to any questions we had and check-in and check-out were very easy. We’d highly recommend this cottage"
Peaceful WATERFRONT Cottage Near Mystic and Casinos

Cozy 3 bd Cottage w/ access to private lake

9.6 out of 10, Exceptional, (4)
"Ideal location and well supplied but could use updating "
Cozy 3 bd Cottage w/ access to private lake

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

10.0 out of 10, Exceptional, (3)
"It was a pleasure staying here . The owner was always available. The house was updated and felt like home "
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

10.0 out of 10, Exceptional, (56)
"Such a nice place to stay! Location was perfect, the house was amazing, and the owners were so accommodating."
Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

Garden House near casino

9.8 out of 10, Exceptional, (15)
"Very big, open, clean, great value, location perfect"
The price is HK$2,165
HK$5,823 total
includes taxes & fees
16 Sept - 17 Sept
Garden House near casino

Secluded 2-Acre Lakefront Home! Book Your Getaway!

9.8 out of 10, Exceptional, (73)
"We enjoyed our stay, especially sitting on the deck and listening to the birds. We would definitely love to return again sometime."
The price is HK$2,249
HK$4,142 total
includes taxes & fees
11 Sept - 12 Sept
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

10.0 out of 10, Exceptional, (49)
"We had a wonderful stay."
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

Wizard's Roost at Underhill Hollow

9.4 out of 10, Exceptional, (15)
"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"
The price is HK$771
HK$1,222 total
includes taxes & fees
14 Sept - 15 Sept
Wizard's Roost at Underhill Hollow

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

9.0 out of 10, Wonderful, (21)
"We had such a wonderful time during our winter stay! The place was super cozy, and the heating made it feel like a warm retreat from the cold outside. We really appreciated the hospitality and can't wait to come back again! "
The price is HK$1,277
HK$2,636 total
includes taxes & fees
16 Sept - 17 Sept
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
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 Chaplin Historic District Hotel Reviews

Find out more about Chaplin Historic District

Find out more about Chaplin Historic District

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

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Frequently asked questions

Can I find holiday rentals in Chaplin Historic District?

Yes, there are holiday rentals close to the most popular sights in Chaplin Historic District, or you can select a more secluded option if you're looking for a relaxing stay. Chaplin Historic District is known for its museums.

What are some of the best holiday rentals that Chaplin Historic District has to offer?

The Tree House at Underhill Hollow: This holiday home rental outside of Chaplin Historic District offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a coffee maker and kitchenware.

What’s there to see and do in Chaplin Historic District?

Explore the area and family-friendly sights such as J. M. Sarnik & Sons' The Old General Store, or get out into nature at a spot like Nathaniel Lyon Memorial Park. In the wider area, you’ll find Chaplin Museum and Mansfield Hollow State Park.

What’s a holiday rental in Chaplin Historic District like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chaplin Historic District. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.