Cheshire Historic District Holiday Rentals

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Holiday Rentals in Cheshire Historic District

Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.6 out of 10, Exceptional, (58)
"Loved our stay here. "
Luxury Furnished Apartments by Hyatus Downtown at Yale
Luxury Apartments by Hyatus at Pierpont
4.0 star property
9.4 out of 10, Exceptional, (21)
"Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay."
Luxury Apartments by Hyatus at Pierpont
Charming Studio| Near Yale| Downtown New Haven
8.6 out of 10, Excellent, (7)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is AU$332
includes taxes & fees
20 Oct - 21 Oct
Charming Studio| Near Yale| Downtown New Haven
Conference Room Rental no sleeping arrangements
The price is AU$1,445
includes taxes & fees
16 Oct - 17 Oct
Conference Room Rental no sleeping arrangements
Private Apartment in Berlin
2.0 star property
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
The price is AU$509
includes taxes & fees
11 Nov - 12 Nov
Private Apartment in Berlin
Stunning Apt W/ Parking and Gym | Downtown at Yale
10.0 out of 10, Exceptional, (46)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
Stunning Apt W/ Parking and Gym | Downtown at Yale
New Cozy 2BR Stay New Haven Close to Yale
2.0 star property
7.4 out of 10, Good, (3)
"Place was great for family and having a washer and dryer was a big help. Place was super clean and comfortable "
The price is AU$409
includes taxes & fees
16 Oct - 17 Oct
New Cozy 2BR Stay New Haven Close to Yale
DIRECT WATERFRONT with awesome views and near Yale
10.0 out of 10, Exceptional, (1)
"A quick overnight while exploring New Haven. It was rainy but we enjoyed the views and indoor accommodations. We had enough space for the 5 of us and the host had plenty of items in the kitchen for us to make a nice dinner."
The price is AU$712
includes taxes & fees
30 Oct - 31 Oct
DIRECT WATERFRONT with awesome views and near Yale
Exclusive Weekend Fall Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
9.8 out of 10, Exceptional, (69)
"Great family get together where we all were very comfortable. "
Exclusive Weekend Fall Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
Cozy Two Bedroom Stay In Downtown New Haven!
10.0 out of 10, Exceptional, (1)
"Exactly as advertised and had nice personal touches. Very close to attractions and very walkable. "
The price is AU$512
includes taxes & fees
16 Oct - 17 Oct
Cozy Two Bedroom Stay In Downtown New Haven!
Angelica’s safe haven @ west haven
10.0 out of 10, Exceptional, (5)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
The price is AU$523
includes taxes & fees
31 Oct - 1 Nov
Angelica’s safe haven @ west haven
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
10.0 out of 10, Exceptional, (5)
"Everything was amazing "
Rustic Charm Meets Modern Comfort 3-Bedroom Raised-Ranch Cottage in Wooded Area
Chic 1-bedroom apartment with WiFi, fitness room in cool New Haven
The price is AU$472
includes taxes & fees
16 Oct - 17 Oct
Chic 1-bedroom apartment with WiFi, fitness room in cool New Haven
3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay
5.4 out of 10, (3)
"My son and I booked this property last minute. The owner was very quick to get back to us. It was very clean and had everything we needed. We would definitely stay there again."
The price is AU$439
includes taxes & fees
30 Oct - 31 Oct
3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay
Direct Waterfront Private Beach Escape
9.6 out of 10, Exceptional, (20)
"Our stay was great it's a beautiful location! Thank you to our hosts."
Direct Waterfront Private Beach Escape
Cozy Safe Home
The price is AU$613
includes taxes & fees
20 Oct - 21 Oct
Cozy Safe Home
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (97)
"Stunning cottage! Great location. Well-equipped kitchen! Comfy beds. Loved the views! Truly a special place!"
Waterfront Cottage in Branford
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
10.0 out of 10, Exceptional, (19)
"I've stayed here multiple times and it was amazing as always. Great communication, clean, and beautiful! "
The price is AU$1,388
includes taxes & fees
26 Oct - 27 Oct
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Relax by the River | Branford Waterfront Home
8.8 out of 10, Excellent, (6)
"Clean, family friendly, and fun."
Relax by the River | Branford Waterfront Home
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
10.0 out of 10, Exceptional, (5)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
The price is AU$414
includes taxes & fees
3 Nov - 4 Nov
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
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

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 favourite 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 depend 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 AU$332 per night. Entering your travel dates in the search wizard might find you 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?

3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay: 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.

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.