Cheshire Holiday Rentals, Connecticut: Private House Rentals

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Our top choices for Cheshire hotels

1. Cheshire Welcome Inn

Cheshire

Heather

2.694.621 ₫ total

includes taxes & fees

13 Jul - 14 Jul

Deluxe Room, 1 Queen Bed, Non Smoking | Premium bedding, desk, laptop workspace, iron/ironing board

2. La Quinta Inn & Suites by Wyndham New Haven

Long Wharf

John

3.756.144 ₫ total

includes taxes & fees

29 Jun - 30 Jun

3. Days Inn by Wyndham Southington

Southington

Ana

2.994.028 ₫ total

includes taxes & fees

28 Jun - 29 Jun

Double Room, 2 Double Beds | 1 bedroom, pillow-top beds, desk, blackout curtains

4. Baymont by Wyndham Branford/New Haven

Branford

Noah

3.296.454 ₫ total

includes taxes & fees

28 Jun - 29 Jun

Deluxe Room, 1 Queen Bed, Non Smoking | Premium bedding, pillow-top beds, in-room safe, desk

5. Best Western Executive Hotel Of New Haven - West Haven

West Haven

Michael

3.121.047 ₫ total

includes taxes & fees

1 Jul - 2 Jul

6. Avon Old Farms Hotel

Avon

Carla

4.778.346 ₫ total

includes taxes & fees

29 Jun - 30 Jun

7. Hampton Inn Waterbury

Waterbury

Kurt

3.519.343 ₫ total

includes taxes & fees

26 Jul - 27 Jul

8. Spark by Hilton Guilford

Guilford

Terrance

3.447.063 ₫ total

includes taxes & fees

8 Jul - 9 Jul

Desk, laptop workspace, blackout curtains, iron/ironing board

9. The Capitol Hotel

Downtown Hartford

Pedro

3.511.177 ₫ total

includes taxes & fees

28 Jun - 29 Jun

10. Courtyard by Marriott Waterbury Downtown

Waterbury

Adrieonna

2.994.027 ₫ total

includes taxes & fees

2 Jul - 3 Jul

11. Hamden Hotel and Suites – Hamden New Haven

Hamden

Nico

2.776.262 ₫ total

includes taxes & fees

2 Jul - 3 Jul

12. Homewood Suites by Hilton Hartford-Farmington

Farmington

Robin

4.439.023 ₫ total

includes taxes & fees

1 Jul - 2 Jul

13. The Farmington Inn & Suites

Farmington

alecia

4.354.949 ₫ total

includes taxes & fees

30 Jun - 1 Jul

14. Wyndham Southbury

Southbury

Michael D

3.059.049 ₫ total

includes taxes & fees

19 Jul - 20 Jul

Deluxe Room, 1 King Bed, Non Smoking | 1 bedroom, premium bedding, pillow-top beds, desk

15. Whitney Inn & Suites

Hamden

Richard

2.860.458 ₫ total

includes taxes & fees

8 Jul - 9 Jul

16. Woodspring Suites Newington - Hartford South

Newington

Cheryl

3.598.881 ₫ total

includes taxes & fees

28 Jun - 29 Jun

17. Hampton Inn & Suites Hartford/Farmington

Farmington

Thomas

4.265.431 ₫ total

includes taxes & fees

20 Jul - 21 Jul

18. Hyatt House Shelton

Shelton

4.599.915 ₫ total

includes taxes & fees

30 Jun - 1 Jul

Suite, 1 Queen Bed, Non Smoking, Refrigerator & Microwave (with Sofabed) | Premium bedding, pillow-top beds, in-room safe, laptop workspace

19. Best Western Hartford Hotel & Suites

South Meadows

Maria m

3.483.959 ₫ total

includes taxes & fees

5 Jul - 6 Jul

20. Courtyard New Haven at Yale

Dwight

Ana

3.725.901 ₫ total

includes taxes & fees

19 Jul - 20 Jul

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Stay near popular Cheshire attractions

Roaring Brook Park

8.4/5 (12 reviews)

Connecticut's tallest single-drop waterfall cascades dramatically 80 feet through lush woodland. Hike the moderate one-mile loop trail in spring for the most impressive water flow after seasonal rains.

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Learn more about Cheshire

Hikers and nature lovers flock to Cheshire's Farmington Canal Heritage Trail, where paved paths wind through scenic forests and historic landmarks. Families enjoy cooling off at Mixville Recreation Area's swimming pond in summer, while the annual Strawberry Festival offers local treats and community charm.

See all hotels in Cheshire

A stone tower with a metal gate, surrounded by trees and a stone wall.

Top Cheshire Hotel Reviews

Hilton Garden Inn Milford

10/10 Excellent

"Rooms were very clean, staff was so kind and helpful, breakfast was excellent just wish it was free like in years past."

Wyndham Southbury

10/10 Excellent

"I was pleasantly surprised with this property. I arrived and first thing I noticed was a huge parking lot. Even more pleasing are the parking spaces, which had ample room to park my mid size car. It is an actual pet peeve when a property provides very little space to park, to where cars are parked so closely together, there's a good chance that some other guests will wildly open their car doors and chip the paint from your vehicle.. This was a sign of good things to come. The lobby area and overall property was just as big. It was much bigger than I anticipated. The staff was super friendly and accommodating to my needs and answered my questions upon check in. They key cards worked (last property I stayed had terrible key cards, preventing entry to room). The room was clean, spacious, and in excellent condition. All of the necessities were there to use. The bed was comfortable. There was a bar across the front desk but I did not use it. A quick glance of their menu and business hours were available to see in the elevator and other areas. It seemed well kept. There's a buffet breakfast which was reasonably priced. The food was actually decent in comparison to other properties that offer breakfast. I did not use any other their other on site serviess such as laundry or fitness room. I enjoyed my time at this property, which I never have known about prior to my stay. This is in fact the longest, detailed review I've written, which means I'd gladly return here again!"

The Capitol Hotel

8/10 Good

"My room was clean and well maintained. It seems they are going through an upcoming renovation based on how things looked, so I imagine some other rooms may be worse for the wear. The included breakfast was typical of a business hotel breakfast and I was glad to have it. The front desk folks were very very helpful with my early arrival and storing my bike, I very much appreciate it. The location is on the edge of downtown Hartford. It was an easy walk to downtown but on a Sunday downtown is not all that active and many places are closed."

More cheap stays in Cheshire

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

1.872.681 ₫

2.179.842 ₫ total

2 Jul - 3 Jul

includes taxes & fees

7.2/10 Good! (1,006 reviews)

Hotels in Cheshire with star rating

Frequently asked questions

What's the seasonal weather like in Cheshire?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Cheshire is 1374 mm.

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Rental cars Bradley Intl. airport

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Our top choices for Cheshire hotels

1. Cheshire Welcome Inn

2. La Quinta Inn & Suites by Wyndham New Haven

3. Days Inn by Wyndham Southington

4. Baymont by Wyndham Branford/New Haven

5. Best Western Executive Hotel Of New Haven - West Haven

6. Avon Old Farms Hotel

7. Hampton Inn Waterbury

8. Spark by Hilton Guilford

9. The Capitol Hotel

10. Courtyard by Marriott Waterbury Downtown

11. Hamden Hotel and Suites – Hamden New Haven

12. Homewood Suites by Hilton Hartford-Farmington

13. The Farmington Inn & Suites

14. Wyndham Southbury

15. Whitney Inn & Suites

16. Woodspring Suites Newington - Hartford South

17. Hampton Inn & Suites Hartford/Farmington

18. Hyatt House Shelton

19. Best Western Hartford Hotel & Suites

20. Courtyard New Haven at Yale

Stay near popular Cheshire attractions

Roaring Brook Park

Learn more about Cheshire

Top Cheshire Hotel Reviews

Hilton Garden Inn Milford

More cheap stays in Cheshire

Motel 6 New Haven - Branford, CT

Hotels in Cheshire with star rating

Frequently asked questions

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