Search Holiday Rentals in Chaplin Historic District

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Top Holiday Rentals in Chaplin Historic District

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (25)
"Loved the treasure hunt and fairy gardens. "
The price is £133
includes taxes & fees
5 Aug - 6 Aug
The Tree House at Underhill Hollow

Amazing lake house with everything you need!

10.0 out of 10, Exceptional, (14)
"Look ing forward to booking again. Summer would be great to use the lake.Brad was very nice and easy to get ahold of. Loved this place!!!!"
Amazing lake house with everything you need!

Treehouse - Countryside - Farm Animals - Fire Pit

9.8 out of 10, Exceptional, (26)
"Very peaceful and beautiful, the sheep come rite under the tree house every morning!! Recharged my batteries from the craziness of life"
The price is £255
includes taxes & fees
13 Aug - 14 Aug
Treehouse - Countryside - Farm Animals - Fire Pit

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 £633
includes taxes & fees
1 Sept - 2 Sept
Spacious Home Near Mohegan Sun

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

9.4 out of 10, Exceptional, (14)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is £312
includes taxes & fees
24 Aug - 25 Aug
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Your Charming 4BR Retreat Home Minutes from Casino Excitement!

10.0 out of 10, Exceptional, (7)
"Had a wonderful weekend"
The price is £710
includes taxes & fees
4 Aug - 5 Aug
Your Charming 4BR Retreat Home Minutes from Casino Excitement!

Go Jump in the Lake!

10.0 out of 10, Exceptional, (141)
"Spent Christmas at the cottage with my family and we had an amazing time!! I highly recommend! Beautiful place, beautiful area! The host was fantastic and very responsive! 10/10! "
Go Jump in the Lake!

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (14)
"Everything about the house and property was exactly as described. We had the best time there with plenty of space to spread out. It was very clean and comfortable. The kids had so much fun exploring and they visited the ice cream shop everyday that it was open.We will definitely stay here again."
Charming Farmhouse w/ Pool & Fishing Pond!

Charming Cottage by the Lake❤️

9.8 out of 10, Exceptional, (14)
"My friends and I had a very lovely weekend. The cottage is well equipped, well maintained, very clean. I loved being able to bring my doggie with me. "
Charming Cottage by the Lake❤️

Wizard's Roost at Underhill Hollow

9.4 out of 10, Exceptional, (14)
"My kids loved all the "magic"(even the grumpy teenager thought it was cool) loved meeting the goats/sheep. We especially loved meeting the farm dog!"
The price is £131
includes taxes & fees
19 Aug - 20 Aug
Wizard's Roost at Underhill Hollow

Stylish Modern WATERFRONT Cottage Near Mystic and Casinos

9.4 out of 10, Exceptional, (50)
"Great house for a little vacation. Beautiful view although it rained the whole trip we still enjoyed sitting in the porch. Some dishes was still dirty in the cupboard but didn’t really bother us. Overall good "
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos

Magnificent 5BR/2BA Near Casinos

9.4 out of 10, Exceptional, (3)
"While we found the property to be mostly as advertised, we gave it a 4 star rating for two reasons: the pictures make the rooms seem larger than reality and the yard/outside space was unkempt. The potential to have a 5 star experience is there with just a little bit more attention and care. We would recommend the stay but just know these limitations."
Magnificent 5BR/2BA Near Casinos

Coventry Lake Getaway w/ Yard: Near UConn!

9.0 out of 10, Wonderful, (6)
"Friendly host with a nice clean and comfortable place"
Coventry Lake Getaway w/ Yard: Near UConn!

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

9.0 out of 10, Wonderful, (73)
"Enjoyed the lake house, wonderful views, hosts did well to create a smooth stay!"
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos

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 £397
includes taxes & fees
21 Aug - 22 Aug
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

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

9.8 out of 10, Exceptional, (109)
"It was a lovely cottage with beautiful views "
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

9.0 out of 10, Wonderful, (42)
"Perfect for everything we needed. Cute and cozy, and 12 miles from our son’s home. Our granddaughter stayed over one of the nights and loved having her own space (she is 4). We Will definitely stay again. "
The price is £253
includes taxes & fees
19 Aug - 20 Aug
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Mansion Near Casinos 9BR

9.0 out of 10, Wonderful, (32)
"the house is bigger than the pictures portray. We had 14 people and the house was plenty big enough and had numerous bedrooms and bathrooms. It was perfect for the group of us."
Mansion Near Casinos 9BR

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

9.6 out of 10, Exceptional, (14)
"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 £270
includes taxes & fees
1 Sept - 2 Sept
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

The Lake House

9.8 out of 10, Exceptional, (17)
"We enjoyed our stay! The house was clean and comfortable, with a beautiful view!"
The Lake House
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chaplin Historic District Hotel Reviews

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.