Cheshire Historic District Holiday Rentals

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Holiday Rentals in Cheshire Historic District

Our top choices for Cheshire Historic District holiday rentals

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (54)
"Loved the property and we will surely be coming back."
Luxury Furnished Apartments by Hyatus Downtown at Yale

Charming Studio| Near Yale| Downtown New Haven

10.0 out of 10, Exceptional, (3)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is NZ$361
includes taxes & fees
24 Sept - 25 Sept
Charming Studio| Near Yale| Downtown New Haven

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

9.4 out of 10, Exceptional, (13)
"Beautiful area, close to the beach, with a wonderfully kept house."
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

9.8 out of 10, Exceptional, (66)
"We very much enjoyed our stay and were pleasantly surprised by how great the views were from practically every room in the house. Check-in was very simple and there were many nice touches awaiting us at the property. "
Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

Cozy 1-bedroom apartment in cool New Haven with WiFi, fitness room

2.0 out of 10, (1)
"Host never emailed info. After numerous attempts to contact them, we gave up and stayed in a hotel. VRBO gave full refund. I don’t recommend this host, but VRBO was great!"
The price is NZ$508
includes taxes & fees
14 Sept - 15 Sept
Cozy 1-bedroom apartment in cool New Haven with WiFi, fitness room

New Furnished Apt in West Hartford w/ Parking and Central AC

9.0 out of 10, Wonderful, (2)
"Good communication with the manager, quiet place and extremely clean. I enjoyed it"
The price is NZ$380
includes taxes & fees
15 Sept - 16 Sept
New Furnished Apt in West Hartford w/ Parking and Central AC

McAngel Haven: 5 mins from Yale

9.6 out of 10, Exceptional, (14)
"Had a wonderful but short stay in New Haven. Home.of PEZ and PIZZA . "
The price is NZ$873
includes taxes & fees
15 Sept - 16 Sept
McAngel Haven: 5 mins from Yale

Cozy Country Cottage

2.0 star property
9.0 out of 10, Wonderful, (7)
"Very accommodating and understanding host.They are warm and willing to listen and make your stay as comfortable as possible. Trent and his family will go out of their way to make the stay memorable.. I would highly recommend the stay at this accommodation to everyone. A home away from home."
The price is NZ$332
includes taxes & fees
11 Sept - 12 Sept
Cozy Country Cottage

Yale Casa Verde Studio

10.0 out of 10, Exceptional, (4)
"Had a great stay!"
The price is NZ$355
includes taxes & fees
16 Sept - 17 Sept
Yale Casa Verde Studio

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (144)
"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Angelica’s safe haven @ west haven

10.0 out of 10, Exceptional, (4)
"This place was perfect for our weekend trip to New Haven. Angelica was a great Host, and communicated timely and clear. I would stay again if I ever come back to New Haven. "
The price is NZ$564
includes taxes & fees
14 Sept - 15 Sept
Angelica’s safe haven @ west haven

Ranch style living at its best with country garden & patio!

9.6 out of 10, Exceptional, (13)
"Solid location and quiet neighborhood good after a long day."
Ranch style living at its best with country garden & patio!

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

10.0 out of 10, Exceptional, (2)
" Heck-on was smooth and the kitchen and facilities were great. "
The price is NZ$494
includes taxes & fees
22 Sept - 23 Sept
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable

10.0 out of 10, Exceptional, (3)
"Perfect for families."
Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable

Conference Room Rental no sleeping arrangements

The price is NZ$1,571
includes taxes & fees
11 Sept - 12 Sept
Conference Room Rental no sleeping arrangements

Direct waterfront cottage on private sandy beach

10.0 out of 10, Exceptional, (6)
"Enjoyed our stay very much. Cute cottage, rustic. Only downside was the airport is close "
Direct waterfront cottage on private sandy beach

Family Gem on Dyer Street

The price is NZ$1,482
includes taxes & fees
23 Sept - 24 Sept
Family Gem on Dyer Street

Modern Beach Home - Waterview, close to restaurants, universities and hospitals

10.0 out of 10, Exceptional, (3)
"Great stay at this lovely house. Walk to beach! Perfect backyard to enjoy a beautiful weekend "
Modern Beach Home - Waterview, close to restaurants, universities and hospitals

Luxurious 3BR Apartment with Premium Amenities

10.0 out of 10, Exceptional, (16)
"The property was great- amenities like linens, decor, kitchen items were high quality. Great view also!"
Luxurious 3BR Apartment with Premium Amenities

Direct Waterfront Private Beach Escape

9.6 out of 10, Exceptional, (19)
"Thank you so Much, the family had a great time. Found some good seaglass"
Direct Waterfront Private Beach Escape
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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Top Cheshire Historic District Hotel Reviews

Find out more about Cheshire Historic District

Find out more about Cheshire Historic District

Everything you need to know about Cheshire Historic District holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cheshire Historic District holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cheshire Historic District holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cheshire Historic District holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cheshire Historic District. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cheshire Historic District holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheshire Historic District holiday rentals we have selected for you start as low as NZ$332 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cheshire Historic District rentals

At Expedia, we put the best Cheshire Historic District holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cheshire Historic District rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cheshire Historic District holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cheshire Historic District. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Cheshire Historic District?

Yes, there are holiday rentals close to the most popular sights in Cheshire Historic District, or you can select a more secluded option if you're looking for a relaxing stay. Cheshire Historic District is known for its churches and university setting.

What are some of the best holiday rentals that Cheshire Historic District has to offer?

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds: This holiday home rental outside of Cheshire Historic District has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What can I see and do in Cheshire Historic District?

Explore the area and family-friendly sights such as Lake Compounce, or get out into nature at a spot like Mount Carmel. In the wider area, you’ll find Toyota Oakdale Theatre and Sleeping Giant State Park.

What are holiday rentals like in Cheshire Historic District?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cheshire Historic District. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for families.