Cheshire Historic District Holiday Rentals from €140: Search Short-Term Rentals

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Holiday Rentals in Cheshire Historic District

"My husband and I had a wonderful time at this idyllic cottage on the water in Branford. Great location and hosts. Beautiful community for long walks, restaurants nearby. Highly recommend! "

"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."

"We enjoyed our stay at this property. There was lots of room for us to gather and spend time together. The hosts were super helpful when we had any questions or issues and went out of their way to make our stay enjoyable. The property was close to Yale and the freeway, which made it easy to get around. The house was well appointed with everything we needed and was a great deal for the price. "

"This is our second time visiting the area and staying at this beautiful home. It's close to many activities for children and adults, easy to access food and services and a beautiful overall area and home. We truly enjoy visiting!"

"My friends and stayed for a night. The house is nice and the owners is very communicative. "

includes taxes & fees

23 Jul - 24 Jul

Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining

"Great location, great stay!"

"Place was so cute and spacious. Owner was awesome too! Definitely recommend."

includes taxes & fees

13 Jul - 14 Jul

"We stayed at the property for 2 nights and it was just what we had hoped. We enjoyed the lake, the fall colors and the house thoroughly. Would love to come back someday. "

"I have stayed here multiple times because I love it so much and it's amazing as always! Beautiful house, so clean, and great communication with Chad! "

includes taxes & fees

21 Jul - 22 Jul

"We rented this place for the first time for a family gathering. The setting was very private and “country-ish”. For the most part everything listed was present at the place and there were enough sleeping options for our crew. Overall - the owners were nice and fairly responsive but there was a level of disappointment to the care of the property and more importantly the preparedness for our arrival. They said the pool and hot tub were cleaned and ready but the pool was still dirty and the hot tub...

"The house was great! Beautiful ocean front property with beachy vibes all throughout the neighborhood and interior of the home. The host was extremely clear on directions and provided amazing instructions. Very comfortable stay! "

Fridge, microwave, oven, coffee/tea maker

"Overall, this property is honestly one of the nicest homes I’ve stayed at. The kitchen was nice and big and the bathroom was so pretty. I enjoyed my stay it was very nice and would love to come and stay again. I recommend this home !! The neighbor is also very nice ! they helped me find my parking spot! ❤️"

includes taxes & fees

12 Jul - 13 Jul

"Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. "

includes taxes & fees

9 Aug - 10 Aug

"Great studio, worked well for our stay to attend Yale Commencement. The location is convenient to campus with multiple close dining options. Well appointed space with everything necessary for a comfortable stay. There are shared laundry and kitchen areas….be mindful of that if you’re planning to cook meals, there is no kitchen in the unit but it does have an under counter refrigerator and a small sink.We would recommend a stay here, it’s very convenient and comfortable!"

includes taxes & fees

13 Jul - 14 Jul

"Loved the feeling of being in a family cottage near the beautiful water and pretty old homes "

"Clean, family friendly, and fun."

includes taxes & fees

13 Jul - 14 Jul

"The house was beautiful, immaculate and right on the water. I’ve never had better price to value in a rental. Sheila was extremely accommodating and I would highly recommend!"

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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, apart-hotels, 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 €140 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.

Recent reviews of Cheshire Historic District properties

5/5 Excellent

"Thank you for helping make our New Haven stay even better."

A verified traveller stayed at New Haven Hotel

Posted 1 day ago

Hamden Hotel and Suites – Hamden New Haven

5/5 Excellent

"I love everything about this hotel, the rooms; great bed, cumfy atmosphere, cleanliness. The pool, jacuzzi and fitness center. I love having a balcony room, it makes my whole stay, it's just nice being able to step into the balcony in the middle of the night n relax with how warm it is outside right now. The only thing that I've noticed this stay and my last stay is the kitchen/breakfest (not the whole staff, one particular woman is so rude, for no reason, but misery loves company so i don't let hey bother me anymore n now I've noticed she's been like that since I've been staying here) the hotel staff and one of the managers that I've met is very nice, helpful, and accommodating. I talk so great about this hotel because not only is it but i've dealt with staff from other hotels and it's just so nice when you're staying somewhere for a couple days and you have a good staff that makes you feel welcomed and comfortable and ready to help you. Highly recommend this hotel 5+ Stars."

A verified traveller stayed at Hamden Hotel and Suites – Hamden New Haven

Posted 3 days ago

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All accommodation types in Cheshire Historic District

Holiday Homes in Cheshire Historic District

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?

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub : This holiday home rental outside of Cheshire Historic District is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

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.

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Holiday Rentals in Cheshire Historic District

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Holiday Rentals in Cheshire Historic District

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

Luxury Apartments by Hyatus at Pierpont

Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

Cozy 3 bedroom minutes from Yale and the beach

Cozy Lakefront Bungalow w firepit/dock/kayaks

Tranquil Litchfield Connecticut Retreat".

Luxury Furnished Apartments by Hyatus Downtown at Yale

Heavenly Home in New Haven /5 mins drive from Yale

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

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

Spacious Woodbury Home w/ Pool + Hot Tub!

Direct Waterfront Private Beach Escape

Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment

New One Bedroom Apartment Centrally Located in Southbury

Charming Studio| Near Yale| Downtown New Haven

Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi

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

Relax by the River | Branford Waterfront Home

Modern Luxury, The Perfect Getaway Awaits

Cozy, year round beachside cottage just steps to the water

Find out more about Cheshire Historic District

Recent reviews of Cheshire Historic District properties

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Frequently asked questions