Holiday Homes in Cheshire Historic District

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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Featured Holiday Homes in Cheshire Historic District and around

#29 - Modern 5 Bedroom/2 Bath
Fridge, microwave, oven, stovetop

#29 - Modern 5 Bedroom/2 Bath

10.0 out of 10, Exceptional, (4)
"Beautiful home and well suited for a peaceful stay. Great neighborhood and a wonderful how. Would recommend the property to anyone."
The price is €354
includes taxes & fees
30 Jun - 1 Jul
#29 - Modern 5 Bedroom/2 Bath
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Smart TV, fireplace, video games

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

10.0 out of 10, Exceptional, (15)
"perfect location beautiful house"
The price is €683
includes taxes & fees
27 Jun - 28 Jun
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Modern Luxury, The Perfect Getaway Awaits
Fridge, oven, stovetop, dishwasher

Modern Luxury, The Perfect Getaway Awaits

10.0 out of 10, Exceptional, (1)
The price is €509
includes taxes & fees
1 Jul - 2 Jul
Modern Luxury, The Perfect Getaway Awaits
#24 *Serenity* A Lakefront Cottage Retreat
Dining

#24 *Serenity* A Lakefront Cottage Retreat

9.8 out of 10, Exceptional, (17)
"Quiet and peaceful cottage. Clean and well equipped with everything we needed. Great location to sight see and visit local attractions. Loved sitting relaxing by the lake."
The price is €281
includes taxes & fees
30 Jun - 1 Jul
#24 *Serenity* A Lakefront Cottage Retreat
#40 - Spacious, Sleek & Cozy
Fridge, microwave, oven, stovetop

#40 - Spacious, Sleek & Cozy

7.0 out of 10, Good, (4)
"This was a very nice clean property, and it’s set up very nicely with a large dining room, large kitchen and three large bedrooms for a family. The neighborhood was very quiet and peaceful, with a nice view out the back."
The price is €383
includes taxes & fees
27 Jun - 28 Jun
#40 - Spacious, Sleek & Cozy
#1 views & private oceanfront estate featured in Coastal Living magazine!
Property grounds

#1 views & private oceanfront estate featured in Coastal Living magazine!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Sean was a great host, was easy to communicate with and owns a beautiful house in a magical location. Rain or shine, there is something to do and he bent over backwards to make our stay perfect."
#1 views & private oceanfront estate featured in Coastal Living magazine!
Gorgeous 3 Bedroom House - 9 mins to Hartford, Connecticut
Fridge, microwave, oven, stovetop

Gorgeous 3 Bedroom House - 9 mins to Hartford, Connecticut

7.6 out of 10, Good, (15)
"The house and the owners are perfect. We stayed here for a concert in Hartford and it was perfect only being 15 minutes from the venue. "
The price is €342
includes taxes & fees
29 Jun - 30 Jun
Gorgeous 3 Bedroom House - 9 mins to Hartford, Connecticut
Charming 3-Bedroom Home with Modern Comforts in West Hartford
Fridge, microwave, oven, stovetop

Charming 3-Bedroom Home with Modern Comforts in West Hartford

2.0 star property
9.0 out of 10, Wonderful, (4)
"Great house in a safe neighborhood with a fenced in yard. Amenities provided. "
The price is €338
includes taxes & fees
29 Jun - 30 Jun
Charming 3-Bedroom Home with Modern Comforts in West Hartford
New! Trail-side Haven Retreat! Pet friendly
Beach

New! Trail-side Haven Retreat! Pet friendly

9.4 out of 10, Exceptional, (8)
"Clean and comfortable, in a quiet area. Prefect for a family gathering"
The price is €287
includes taxes & fees
2 Jul - 3 Jul
New! Trail-side Haven Retreat! Pet friendly
Newly Remodeled 1-BR Close to Everything yet Very Private
Interior

Newly Remodeled 1-BR Close to Everything yet Very Private

10.0 out of 10, Exceptional, (8)
"Well maintained and clean property perfect for one or two people. Much better than a hotel stay."
Newly Remodeled 1-BR Close to Everything yet Very Private
Gorgeous beachfront house with hot tub
Property grounds

Gorgeous beachfront house with hot tub

The price is €926
includes taxes & fees
13 Jul - 14 Jul
Gorgeous beachfront house with hot tub
The Jewel of The Cove - Historic Coastal Retreat
Beach nearby

The Jewel of The Cove - Historic Coastal Retreat

2.0 star property
10.0 out of 10, Exceptional, (2)
"A group of us stayed there for a work trip and it was the perfect situation for us. The beds were SO comfortable! The decor was vibe! Supplies were plenty. Towels were top quality. The fire pit was so fun to use on our last night in town. Very close to a beach so we could dip our toes in the ocean.There is an airport runway behind the property but the noise wasn’t terrible. "
The price is €559
includes taxes & fees
21 Jul - 22 Jul
The Jewel of The Cove - Historic Coastal Retreat
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
Outdoor pool

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

The price is €495
includes taxes & fees
1 Jul - 2 Jul
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
Clear LI Sound waterview, Wedding pics, Yale&Beach
Smart TV, books

Clear LI Sound waterview, Wedding pics, Yale&Beach

10.0 out of 10, Exceptional, (5)
"Amazing location & views. House was pristine & had all amenities. Great park & dog walking path across the street"
The price is €854
includes taxes & fees
29 Jun - 30 Jun
Clear LI Sound waterview, Wedding pics, Yale&Beach
Beautiful cozy home w jacuzzi & dock for boat
Terrace/patio

Beautiful cozy home w jacuzzi & dock for boat

The price is €553
includes taxes & fees
9 Jul - 10 Jul
Beautiful cozy home w jacuzzi & dock for boat
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fridge, microwave, oven, coffee/tea maker

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

7.6 out of 10, Good, (5)
"This was a 2 month stay for us and was not equipped for longer term stays. Storage is a challenge. On the plus side, the host is responds quickly and helped with any issues we had. The location was great as we needed to be in a specific area."
The price is €267
includes taxes & fees
30 Jun - 1 Jul
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Interior

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

9.6 out of 10, Exceptional, (13)
"The apartment was beautiful. One highlight for the children was the arcade game in the living room. The view of the water was striking from the living room and bedroom. The neighborhood was very quiet. Shakeema was a great host, easy to contact and she responds quickly. Thank you! I would recommend this VRBO to family and friends."
The price is €363
includes taxes & fees
30 Jun - 1 Jul
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Interior

Gorgeous Waterfront 2:1 - 2 houses in 1 building.

The price is €837
includes taxes & fees
30 Jun - 1 Jul
Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Heavenly Home in New Haven /5 mins drive from Yale
Fridge, microwave, oven, stovetop

Heavenly Home in New Haven /5 mins drive from Yale

9.0 out of 10, Wonderful, (19)
"The property was prepared well and we enjoyed our stay. Thanks"
The price is €900
includes taxes & fees
29 Jun - 30 Jun
Heavenly Home in New Haven /5 mins drive from Yale
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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