Photo by Bibek Magar

Search Vacation Homes in Chaplin

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 105 Vacation Homes in Chaplin with updated reviews, rates, and availability.

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

9.0 out of 10, Wonderful, (68)
"It's a gorgeous property and would be amazing in warmer weather. It was mostly clean. One star loss as the downstairs while set up for children is not safe. The sticky corner padding kept coming off and the screws used for the level change stick out for easy cuts. Also in the colder weather it's freezing down then"
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos

Judge Brown Near Norwich CT Casinos

9.4 out of 10, Exceptional, (42)
"We have had our yearly holiday gathering at the Judge Brown house for years!The house is amazing, the host is very responsive."
The price is AED 2,204
AED 4,035 total
includes taxes & fees
23 Mar - 24 Mar
Judge Brown Near Norwich CT Casinos

Cozy 2 Bedroom Family Stay

9.8 out of 10, Exceptional, (7)
"The property was within a few miles to my family who we were visiting. It was very across the street from a very good pub and a couple of minutes to the town’s downtown with several good restaurants to choose from.The apartment was clean with a very comfortable bed and nice furnishings. The kitchen was well equipped with dining and cooking tools. It’s nice to have a good smart tv as well to watch football games. "
Cozy 2 Bedroom Family Stay

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

9.2 out of 10, Wonderful, (12)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is AED 437
AED 1,024 total
includes taxes & fees
23 Mar - 24 Mar
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Your Charming 4BR Retreat Home Minutes from Casino Excitement!

10.0 out of 10, Exceptional, (2)
"Stayed over night for birthday outing. 10 min from casino"
The price is AED 1,102
AED 2,439 total
includes taxes & fees
23 Mar - 24 Mar
Your Charming 4BR Retreat Home Minutes from Casino Excitement!

Famous Estate and Mansion with unmatched amenities for our prized guests!

6.8 out of 10, (11)
"Let's start with the good. Convenient location for our son's wedding at Evergreen Farms, lots of space and parking, modern kitchen, working internet and modern TVs (that even allowed streaming from our phones). Easy interactions with both the manager and the owner. Now the not-so-good. First, the owner was supposed to meet us at check-in, but never showed up. We were given the lockbox code so we were able to get in without a problem, but no tour. The odd decor hits you immediately upon entry....
The price is AED 2,020
AED 3,404 total
includes taxes & fees
23 Mar - 24 Mar
Famous Estate and Mansion with unmatched amenities for our prized guests!

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (54)
"very nice property, comfortable and welcoming atmosphere, would recommend!"
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Elegant Norwich House w/ Billiards Room & Ballroom

9.2 out of 10, Wonderful, (49)
"Great property"
Elegant Norwich House w/ Billiards Room & Ballroom

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (9)
"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!

Cozy private home close to casinos and more

9.8 out of 10, Exceptional, (23)
"This is a solid selection. Reason for 4 star is the bed was a bit hard for me but my son slept fine. "
Cozy private home close to casinos and more

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

10.0 out of 10, Exceptional, (11)
"We had an amazing stay in Woodstock! House was immaculate and super clean. We loved the vibe inside as well as the views of the lake and the outdoor space. Quiet, cozy lake house with plenty of room. The master king bed was SO comfortable and felt like home! Would absolutely stay again. Hosts were very easy to communicate with and couldn’t have been easier to work with!"
The price is AED 1,414
AED 2,393 total
includes taxes & fees
23 Mar - 24 Mar
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Garden House near casino

10.0 out of 10, Exceptional, (11)
"We were here for our son’s wedding. The house was perfect for our stay. The rooms are big and comfortable. The house is very spacious. It was the perfect space for all the groomsman to get ready at. Everything was as listed on VRBO. Host was quick to respond. "
The price is AED 819
AED 2,485 total
includes taxes & fees
23 Mar - 24 Mar
Garden House near casino

Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

10.0 out of 10, Exceptional, (50)
"The house was perfect for our weekend stay.The kitchen was fully stocked, plenty of seating in the dining and living room.Beds were comfortable. Laundry room was a nice bonus! Mario was super helpful. Snow was expected and he offered us additional time to check out or stay over if needed.I would definitely book this home again!"
Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

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

8.8 out of 10, Excellent, (18)
"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 AED 518
AED 1,120 total
includes taxes & fees
26 Mar - 27 Mar
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

9.8 out of 10, Exceptional, (63)
"The property was in great shape. Everything was as hoped for."
The price is AED 1,414
AED 2,393 total
includes taxes & fees
23 Mar - 24 Mar
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (7)
"The lake house was beautiful and peaceful. They’re were a few concerns the bedroom upstairs smelled musty the dishwasher smelled like mildew the towels were were old & looked used no new soap for the guest a felt like it was an overpriced stay. "
Amazing lake house with everything you need!

Mansion Near Casinos 9BR

9.0 out of 10, Wonderful, (29)
"I am absolutely in love with this house! The owners were great and easy to work with. The house is a treasure! It’s really big, but it feels so cozy. I would recommend this property to anyone and I hope that someday I can stay there again."
Mansion Near Casinos 9BR

The Tree House at Underhill Hollow

9.6 out of 10, Exceptional, (14)
"Our stay was only one night, but it was a very fun night and morning. The property was beautiful. The walking trails were great for a morning walk. The goats and Shetland sheep were pretty cool to meet and pet. Michael the owner was a great host. The treasure hunt was a fun plus for the morning. Definitely would recommend. We want to try out the wizard house with our son next time we think he would love seeing the animals and see what the property has to offer his very adventurous mind. Thank...
The price is AED 441
AED 686 total
includes taxes & fees
30 Mar - 31 Mar
The Tree House at Underhill Hollow

SteamPunk Bunk House and Intergalactic Way Station

10.0 out of 10, Exceptional, (5)
"Stayed here NYE because it was close to an event we were going to. Such a cute farm! Michael was a great host and was very friendly, responsive, and accommodating. He greeted us and took us to meet his sweet goats and sheep! The steampunk house was unique with surprises everywhere. Very happy with our stay!sweet"
The price is AED 441
AED 665 total
includes taxes & fees
30 Mar - 31 Mar
SteamPunk Bunk House and Intergalactic Way Station

3.3miles to Mohegan Sun, Barn style house. Newly renovated

8.0 out of 10, Very Good, (12)
"The property was very clean. There was a lot of space to spread out in. The beds were very, very comfortable. Bathrooms were totally updated. Enjoyed the fireplace in the dining room area. Furnished in a fun, quirky way. Location was very convenient for visiting the wineries & casinos. Only negative was the house was cold. It took quite alot of time for it to warm up on our first day & it never really got warm enough. Understand because the house is so large & older. The dining room...
3.3miles to Mohegan Sun, Barn style house. Newly renovated
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.
Don't see what you're looking for?
See all available properties in Chaplin
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chaplin

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

10.0 out of 10, Exceptional, (32)
"Everything was absolutely perfect! The place is adorable inside and out and so close to Mohegan. It was ideal for a mother/daughter trip to see Billy Joel. Thank you! "
The price is AED 643
AED 1,259 total
includes taxes & fees
23 Mar - 24 Mar
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Judge Brown Near Norwich CT Casinos

9.4 out of 10, Exceptional, (42)
"We have had our yearly holiday gathering at the Judge Brown house for years!The house is amazing, the host is very responsive."
The price is AED 2,204
AED 4,035 total
includes taxes & fees
23 Mar - 24 Mar
Judge Brown Near Norwich CT Casinos

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

9.6 out of 10, Exceptional, (9)
"The main floor is laid out well and very cozy. Kitchen is well stocked with plenty of workspace. We were worried about having space to eat, but were able to fit the 5 of us around the table with no issues. As described the stairs both inside and out are “interesting” but we didn’t have any issues. It was extremely cold and rainy when we arrived but the stairs had been cleared as well as possible and there was plenty of ice melt for us to use the next day when the weather cleared. The view is...
The price is AED 477
AED 1,195 total
includes taxes & fees
28 Mar - 29 Mar
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
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.