Search Vacation Homes in Chaplin Historic District

Compare 51 Vacation Homes in Chaplin Historic District with updated reviews, rates, and availability.

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
Welcome to family fun and dining, directly on the lake!

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

9.8 out of 10, Exceptional, (102)
"Very nice, well equipped, absolutely beautiful view!!!!!!"
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
Beautiful views year round!

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

9.0 out of 10, Wonderful, (62)
"Stayed there durring the weekend of my sister in laws wedding down in mystic. Nice lake house. A little hard to find in the middle of the night after our flight arrived. "
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos
The Tree House at Underhill Hollow
Exterior

The Tree House at Underhill Hollow

9.4 out of 10, Exceptional, (13)
"Michael has done a fantastic job not only providing a comfortable and beautiful accommodation, but his creativity and skill shine in the many wonderful contraptions, puzzles and surprises around the property. A great place to stay for the gorgeous CT scenery, even better for the many opportunities of adventure scattered around the grounds. Will definitely recommend this to friends and family, and hope to come back in the future to find anything we missed!"
The price is AED 441
AED 686 total
includes taxes & fees
26 Nov - 27 Nov
The Tree House at Underhill Hollow
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Exterior

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

10.0 out of 10, Exceptional, (9)
"Beautifully appointed home on a beautiful lake in Woodstock, CT. We enjoyed kayaking on the lake, visiting nearby orchards and hiking the many scenic trails nearby. Many great restaurants in the area as well. Although we did not partake, there is a great rail trail nearby for hiking, walking, etc. The home listing is very accurate, the kitchen is well equipped, and the cleanliness of the home is top notch. In addition, the hosts Heather and Dan, were very responsive and were...
The price is AED 1,010
AED 1,888 total
includes taxes & fees
1 Dec - 2 Dec
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
3.3miles to Mohegan Sun, Barn style house. Newly renovated
Dining

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

9.0 out of 10, Wonderful, (6)
"There was a lot of leaves not cleared up made it difficult to find the way. no paper towels. and the trash bins was full when we at"
3.3miles to Mohegan Sun, Barn style house. Newly renovated
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Exterior

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

9.8 out of 10, Exceptional, (60)
"This property is amazing! We had such a great weekend - the water view is incredible and we had everything we needed for a cozy stay. Thank you!!"
The price is AED 1,010
AED 1,877 total
includes taxes & fees
2 Dec - 3 Dec
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Wizard's Roost at Underhill Hollow
Exterior

Wizard's Roost at Underhill Hollow

10.0 out of 10, Exceptional, (5)
"Cute and fun spot in the country. Very quiet. Room was clean and had everything we needed. Beds comfy. Nice property. Very friendly owner. A bit dark at the top of the driveway if you come in at night watch for the turn. "
The price is AED 404
AED 623 total
includes taxes & fees
27 Nov - 28 Nov
Wizard's Roost at Underhill Hollow
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Firepit overlooking the lake.

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (47)
"What a gem this cute house was on the lake! The owners didn’t skip a beat with the attention to detail. It had everything and was so clean. Communication was spot on. We will definitely book again the next time we come to CT! We already miss waking up with coffee and watching the sun come up over the lake. "
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Modern Antique 5BR Home w/ Expansive Master Suite
Room

Modern Antique 5BR Home w/ Expansive Master Suite

9.0 out of 10, Wonderful, (6)
"I’m grateful we found a property that fit our family size. We wanted to introduce my family to CT and be their tour guide. The house itself needs some tlc. Judge for yourself. I personally wouldn’t choose this again. "
Modern Antique 5BR Home w/ Expansive Master Suite
Tranquility awaits on Amston Lake!
Beach

Tranquility awaits on Amston Lake!

8.6 out of 10, Excellent, (7)
"Decent place. Decent location. "
Tranquility awaits on Amston Lake!
Lovely 3bdr Apt
Living area

Lovely 3bdr Apt

2.0 out of 10, (1)
Lovely 3bdr Apt
Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest
Exterior

Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

10.0 out of 10, Exceptional, (49)
"5 of us stayed here for a week while we were at an event nearby. The place is gorgeous, huge, impecably clean, and for our purposes very convenient. We particularly appreciated the nice touches of a bottle of wine and some snacks, and the large and very functional washing machine/dryer setup, We’re immediately trying to rebook for a trip next year!. We met the host once during our stay and they delightfully gave us a tour and he made sure everything was going well. Lovely to have a VRBO...
Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest
Quintessential New England Home w/ Patio & Grill!
Putnam Vacation Rental | 5BR | 2BA | 2,363 Sq Ft | 3 Steps Required

Quintessential New England Home w/ Patio & Grill!

2.0 star property
10.0 out of 10, Exceptional, (1)
"House was great, exactly as described and shown. If needed lodging while in the area, choose this rental."
Quintessential New England Home w/ Patio & Grill!
Cozy private house on Coventry Lake .Large deck own beach
Property grounds

Cozy private house on Coventry Lake .Large deck own beach

8.0 out of 10, Very Good, (5)
"Cosy cottage house with a lovely large deck and backyard with direct access to the lake. We enjoyed the house amenities. Not sure the dishwasher works well: dishes in the kitchen cabinets were not the cleanest upon arrival. The bathroom water had a strange sulfur-like smell. We used bottled water to brush teeth and did not drink out of the kitchen either. Other than that, the house was quite pleasant and comfortable."
Cozy private house on Coventry Lake .Large deck own beach
Cozy 3-bed 1.5 baths 1 mile from UConn campus. WiFi AC Patio Kitchen Dining room
Exterior

Cozy 3-bed 1.5 baths 1 mile from UConn campus. WiFi AC Patio Kitchen Dining room

2.0 star property
10.0 out of 10, Exceptional, (1)
"My family and I really enjoyed our stay at this wonderful house! The house was amazing and it was so peaceful outside! Marlyn was a great host! She was very helpful and was easy to reach!! The home is close to UCONN, so just a short drive to everything!"
Cozy 3-bed 1.5 baths 1 mile from UConn campus. WiFi AC Patio Kitchen Dining room
Stunning Lakeside Retreat
Aerial view

Stunning Lakeside Retreat

9.0 out of 10, Wonderful, (2)
"We were in town for a family reunion. The lake house was a perfect location for us. The kitchen had enough supplies to cook comfortably. We loved the firepit as well. The road is very busy and not that easy to take a walk but we did it. Also the driveway is very tight and it's best if you know how to back up well. We wish the communication with the manager was better."
The price is AED 962
AED 1,713 total
includes taxes & fees
26 Nov - 27 Nov
Stunning Lakeside Retreat
Impressive Unique Waterfront Pool Resort Country Estate
YOUR OWN HEATED POOL

Impressive Unique Waterfront Pool Resort Country Estate

9.8 out of 10, Exceptional, (53)
"Absolutely perfect. Gorgeous property, gorgeous house. Every amenity. All the little touches are amazing. It is a work of art. Appreciate the host and her attention to detail. She made us feel welcome. Could not have been better. Thank you so much."
Impressive Unique Waterfront Pool Resort Country Estate
Large house with game-room, deck, bbq grill, basketball/volleyball nets.
House front

Large house with game-room, deck, bbq grill, basketball/volleyball nets.

9.8 out of 10, Exceptional, (8)
"We reserved this delightful house for a family gathering, and it was everything we'd hoped for and more. Lots of space for everyone, and terrific for entertaining - there's a spacious deck, a gaming area upstairs, and an entire basement for recreation (pool, table tennis, air hockey, or just relaxing). The kitchen had everything we needed and was thoughtfully laid out and equipped. The host was helpful and responded almost immediately to the few questions I had. And, the neighborhood and...
Large house with game-room, deck, bbq grill, basketball/volleyball nets.
SteamPunk Bunk House and Intergalactic Way Station
Interior detail

SteamPunk Bunk House and Intergalactic Way Station

10.0 out of 10, Exceptional, (4)
"My wife, daughter and I stayed here given we were attending a family wedding at Lord Thompson Manor, one mile away. We had a blast playing with the dog, chickens, goats and owners, who were all terrific. The place was clean, fun, affordable and comfortable. Highly recommend this location."
The price is AED 441
AED 665 total
includes taxes & fees
1 Dec - 2 Dec
SteamPunk Bunk House and Intergalactic Way Station
Casinos, beaches, and history
Fully equipped kitchen with counter seating

Casinos, beaches, and history

9.6 out of 10, Exceptional, (65)
"I rented this house for a family wedding a couple miles away, so it was very convenient! I had a family issue that came up and the host was so accommodating and understanding! She was very kind and responded quickly to messages! Would definitely rent this place again!! "
Casinos, beaches, and history
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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Other property types in Chaplin Historic District

Lakefront Cottage w/ Covered Porch & Dock!
Exterior

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
View from our dock

Stylish Modern WATERFRONT Cottage Near Mystic and Casinos

9.4 out of 10, Exceptional, (39)
"We rented the cottage property because it was close to family. Both the kitchen and bathroom has been update- we did not do any cooking during our stay so can’t comment on that area. But we really appreciate the instant hot water in the bathroom. We stayed in the upstairs bedroom which was comfy with lots of closet space and room. "
Stylish Modern WATERFRONT Cottage Near Mystic and Casinos
Famous Estate and Mansion with unmatched amenities for our prized guests!
Side of Inn and Parking

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

7.2 out of 10, Good, (10)
"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
25 Nov - 26 Nov
Famous Estate and Mansion with unmatched amenities for our prized guests!
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.