Search Cottages in Main Street Historic District

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Compare 33 Cottages in Main Street Historic District with updated reviews, rates, and availability.

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Relax with a beautiful lake view

10.0 out of 10, Exceptional, (19)
"Great location"
Relax with a beautiful lake view

Go Jump in the Lake!

10.0 out of 10, Exceptional, (138)
"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!

Updated cottage "Beriozka" on Cedar Lake

10.0 out of 10, Exceptional, (5)
"The cottage was adorable and perfectly suited our needs as a friend getaway. When I got Covid in August (our original vacation date), the host was so understanding and allowed us to move the time. Chester was a great town, beautiful scenery, and yummy restaurants. Would stay here again!"
Updated cottage "Beriozka" on Cedar Lake

Family Friendly Waterfront Cottage

4.0 out of 10, (1)
"This property is completely misrepresented! I sent pictures in an email to someone named Luis two days ago. 1. Home is on a gravel road and you need to walk down a steep hill to get to the house. 2. House is covered in cob webs inside and out and windows are dirty and covered in green mold. 3. Two queen beds listed turned out to be full size mattresses (we measured!) so that my husband and I had to sleep in separate rooms. 4. Third bedroom had a sleeper sofa that we had to use to keep an...
Family Friendly Waterfront Cottage

Cozy 3 bd Cottage w/ access to private lake

10.0 out of 10, Exceptional, (2)
"Beautiful place and excellent house."
Cozy 3 bd Cottage w/ access to private lake

Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.

2.0 star property
9.4 out of 10, Exceptional, (3)
"Our stay was super easy. Not a far walk to the beach. Communication was super fast and easy as well! Only a slight musty smell in the big bedroom, but not enough for me to take off any stars. "
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.

Modern Terryville Cottage w/ Deck & Lake View!

9.0 out of 10, Wonderful, (4)
"This cottage was just as the pics show. Great communication with host prior to visit as well as a "Thank you" This is the perfect spot to relax & recharge from stress. The cottage wraps you in warmth, and charm."
Modern Terryville Cottage w/ Deck & Lake View!

Charming 2-bedroom farm cottage in quiet Killingworth neighborhood

Charming 2-bedroom farm cottage in quiet Killingworth neighborhood

Charming Windsor Home w/ Private Backyard!

3.0 star property
Charming Windsor Home w/ Private Backyard!

Elegant Middlefield Getaway w/ Game Room!

3.0 star property
Elegant Middlefield Getaway w/ Game Room!

Lakefront Home, Close to Mt Southington!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful house with great views of the lake. "
Lakefront Home, Close to Mt Southington!

Upscale Waterbury Retreat w/ Indoor Hot Tub!

3.0 star property
Upscale Waterbury Retreat w/ Indoor Hot Tub!

Charming Farmhouse w/ Pool & Fishing Pond!

3.0 star property
Charming Farmhouse w/ Pool & Fishing Pond!

Modern Terryville Cottage w/ Deck & Lake View!

3.0 star property
10.0 out of 10, Exceptional, (1)
Modern Terryville Cottage w/ Deck & Lake View!

A cozy cottage with a beautiful deck - swim, hike and play!

10.0 out of 10, Exceptional, (6)
"quiet,comfortable, exactly as described"
The price is SARĀ 619
SARĀ 1,033 total
includes taxes & fees
6 Apr - 7 Apr
A cozy cottage with a beautiful deck - swim, hike and play!

Wolcott Home w/ Deck: Near Connecticut Attractions

3.0 star property
Wolcott Home w/ Deck: Near Connecticut Attractions

Spacious Lake Hayward Cottage

10.0 out of 10, Exceptional, (5)
"We enjoyed our stay in this new home. Attractive and comfortable- we were very pleased with everything the property offered. No detail was overlooked- the kitchen was well supplied, and the spacious upstairs bedroom/extra living space and master bedroom were perfect for our family. Pretty lake views were an added bonus. Thank you, Nick, for a great visit!"
Spacious Lake Hayward Cottage

Charming Farmington Home ~ 5 Mi to Uconn Health!

3.0 star property
Charming Farmington Home ~ 5 Mi to Uconn Health!

11 Mi to Powder Ridge Mountain: Connecticut Home

3.0 star property
11 Mi to Powder Ridge Mountain: Connecticut Home
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 Main Street Historic District

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had a GREAT time here!! Just beautiful scenery all around. The cabin was well equipped with everything we needed essentially. I was quite impressed with how comfortable we actually were. There was a temporary power outage but it didnā€™t last long and management not only delivered more wood to us but also gave it to us for free as we wanted to spend our time outdoors during the outage. Im super happy to have had this experience and would absolutely be doing it again!! Thank you Postcard...
The price is SARĀ 506
SARĀ 582 total
includes taxes & fees
29 Apr - 30 Apr
Postcard Cabins Machimoodus

Lux Boutique Large Private LOFT Pratt St Hartford

9.2 out of 10, Wonderful, (13)
"Super nice location/convenient "
The price is SARĀ 544
SARĀ 773 total
includes taxes & fees
3 Apr - 4 Apr
Lux Boutique Large Private LOFT Pratt St Hartford

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Thank you so much for the amazing stay!!!! The place is beautiful, very clean and cosy! True Jem of West Hartford! We were here for my nieces wedding and felt very comfortable! Thank you for the wonderful TV set, amazing furniture, blow dryer and decorations! Everything in the house set up well and with love."
The price is SARĀ 199
SARĀ 1,114 total
includes taxes & fees
3 Apr - 4 Apr
Blue Back Bungalow
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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