Cheshire Historic District Vacation Rentals from $110: Search Short-Term Rentals

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Our top choices for Cheshire Historic District vacation rentals

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Cheshire

Benjamin W.

$177 nightly

Jul 29 - Jul 30

Total with taxes and fees

Newly Remodeled 1-BR Close to Everything yet Very Private

Wallingford

Linda v.

$274 nightly

Jul 21 - Jul 22

Total with taxes and fees

Coffee/tea maker, fridge, microwave, oven

Fully Furnished 1BR Apartment

Wallingford

Jennifer L.

$274 nightly

Jul 21 - Jul 22

Total with taxes and fees

All New Studio apartment in center of town

Wallingford Center

Nadine C.

$274 nightly

Aug 8 - Aug 9

Total with taxes and fees

1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

$274 nightly

Jul 21 - Jul 22

Total with taxes and fees

Newly Remodeled with deck. Close to town center

Wallingford

Karen F.

$274 nightly

Jul 28 - Jul 29

Total with taxes and fees

All New 1BR with tons of Charm

Wallingford Center

David S.

$271 nightly

Aug 11 - Aug 12

Total with taxes and fees

All New Private and Cozy in great location

Wallingford

ROBERT P.

$267 nightly

Aug 12 - Aug 13

Total with taxes and fees

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Top Cheshire Historic District Hotel Reviews

New Haven Hotel

10/10 Excellent

"Great stay!"

Quality Inn

8/10 Good

"Absolutely adequate stay, especially for the price. Look don't confuse this with a "nice" motel. This is a cheap, rundown, doin' the best they can with what they have kind of place. That said, the room was clean, the mini-fridge was ice cold, the parking lot felt safe, and the front desk was very kind and helpful. The wifi was good enough for me to do work video calls, and the AC kept the room at a perfect temp. There were built in sockets and USB ports for charging, and the only downside was the old stink of cigarettes, which is really standard for any cheap motel i've stayed at. The location is a little weird but super convenient if you're looking to stay as close to I95 as possible. No regrets for my 2 nights there and I would stay there again in a heartbeat."

Find out more about Cheshire Historic District

Everything you need to know about Cheshire Historic District vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cheshire Historic District vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cheshire Historic District vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cheshire Historic District in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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 vacation 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 vacation.

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 vacation rentals in Cheshire Historic District?

Yes, there are vacation rentals near popular sights in Cheshire Historic District, or you can go with a 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 vacation home rentals in Cheshire Historic District?

4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy: This vacation home rental outside of Cheshire Historic District is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 larger area, you’ll find Toyota Oakdale Theatre and Sleeping Giant State Park.

What are vacation rentals like in Cheshire Historic District?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Cheshire Historic District. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.

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Our top choices for Cheshire Historic District vacation rentals

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.