Photo by Tai Bui

Search Vacation Homes in Cheshire

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Homes in Cheshire

Our top choices for Cheshire vacation homes

Private Apartment in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is SAR 447
SAR 1,082 total
includes taxes & fees
8 Sep - 9 Sep
Private Apartment in Berlin

Blue Back Bungalow

2.0 star property
9.4 out of 10, Exceptional, (14)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is SAR 426
SAR 1,409 total
includes taxes & fees
2 Sep - 3 Sep
Blue Back Bungalow

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (12)
"The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!"
The price is SAR 469
SAR 841 total
includes taxes & fees
29 Sep - 30 Sep
Family Stays: Middletown, CT

The Jewel of The Cove - Historic Coastal Retreat

2.0 star property
10.0 out of 10, Exceptional, (4)
"loved it so much, beautiful property 100 % would stay again "
The price is SAR 1,118
SAR 2,374 total
includes taxes & fees
29 Sep - 30 Sep
The Jewel of The Cove - Historic Coastal Retreat

Newly Remodeled 1-BR Close to Everything yet Very Private

10.0 out of 10, Exceptional, (8)
"I was very pleased with the accomodations. I had everything I needed and it was comfortable and quiet. I was able to get my research done and enjoyed the peaceful setting, and it was convenient to the friends and family I visited during my stay. I will definitely stay here again. "
The price is SAR 432
SAR 1,082 total
includes taxes & fees
30 Aug - 31 Aug
Newly Remodeled 1-BR Close to Everything yet Very Private

Cozy Guest Suite in Historic Home

The price is SAR 492
SAR 727 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Guest Suite in Historic Home

Private Room/Sunny/Clean/Peace/SelfCheckIn

2.0 star property
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay, would definitely highly recommend "
The price is SAR 540
SAR 700 total
includes taxes & fees
30 Aug - 31 Aug
Private Room/Sunny/Clean/Peace/SelfCheckIn

#24 *Serenity* A Lakefront Cottage Retreat

9.8 out of 10, Exceptional, (18)
"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 SAR 489
SAR 1,162 total
includes taxes & fees
1 Sep - 2 Sep
#24 *Serenity* A Lakefront Cottage Retreat

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

10.0 out of 10, Exceptional, (3)
"Great place in a very nice part of the city. Walkable and lots to do around, and a reasonable parking garage right across the street. Apartment was clean, comfy and easily accessible."
The price is SAR 507
SAR 896 total
includes taxes & fees
31 Aug - 1 Sep
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Charming 3-Bedroom Home with Modern Comforts in West Hartford

2.0 star property
9.2 out of 10, Wonderful, (7)
"Great house in a safe neighborhood with a fenced in yard. Amenities provided. "
The price is SAR 578
SAR 1,216 total
includes taxes & fees
11 Sep - 12 Sep
Charming 3-Bedroom Home with Modern Comforts in West Hartford

Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area

10.0 out of 10, Exceptional, (5)
"Everything was amazing "
The price is SAR 794
SAR 2,116 total
includes taxes & fees
31 Aug - 1 Sep
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area

Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking

9.8 out of 10, Exceptional, (10)
"Beautiful and spacious home in lovely neighbourhood. We so enjoyed our brief stay. "
Casa Soleada in East Rock |King Bed| Near DT and Yale SOM | Free parking

#23 *COMFORT & LUXURY* 3 BR/2 BA House

10.0 out of 10, Exceptional, (7)
"Everything went as intended and the house was very clean and comfortable"
The price is SAR 658
SAR 1,391 total
includes taxes & fees
28 Sep - 29 Sep
#23 *COMFORT & LUXURY* 3 BR/2 BA House

Stocked home close to Yale, in Heart of New Haven

9.0 out of 10, Wonderful, (16)
"We loved our stay. It was just as expected and the host is responsive and friendly"
Stocked home close to Yale, in Heart of New Haven

Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking

9.6 out of 10, Exceptional, (8)
"Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven"
Cozy Gem in Heart of East Rock |King Bed| Near DT and Yale | Free Parking

The Jefferson Guest House, Spacious, Special Views

10.0 out of 10, Exceptional, (6)
"I stayed here for four nights, including one with my son, and it was fantastic.Everything is brand new, clean, and beautifully appointed, with every amenity you could want."
The price is SAR 938
SAR 1,238 total
includes taxes & fees
27 Sep - 28 Sep
The Jefferson Guest House, Spacious, Special Views

Cozy East Haven Home • Near Beach & Yale

10.0 out of 10, Exceptional, (1)
"So comfy for the dog and I for a night. Just what we needed!"
The price is SAR 453
SAR 595 total
includes taxes & fees
9 Sep - 10 Sep
Cozy East Haven Home • Near Beach & Yale

#9 - *STUNNING*RENOVATED* *4BR HOUSE*

10.0 out of 10, Exceptional, (1)
"Great property"
The price is SAR 737
SAR 1,654 total
includes taxes & fees
16 Sep - 17 Sep
#9 - *STUNNING*RENOVATED* *4BR HOUSE*

1-bedroom vacation home 22 minutes from Quinnipiac University

9.6 out of 10, Exceptional, (4)
"Very clean and the host was great "
The price is SAR 563
SAR 1,465 total
includes taxes & fees
21 Sep - 22 Sep
1-bedroom vacation home 22 minutes from Quinnipiac University

Modern Luxury, The Perfect Getaway Awaits

10.0 out of 10, Exceptional, (2)
"Super clear, spacious, house looks just like the photos. Very easy communication with the host. Thank you!"
Modern Luxury, The Perfect Getaway Awaits
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 Cheshire Hotel Reviews