Cheshire Historic District Vacation Rentals

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Vacation Rentals in Cheshire Historic District

New Haven Village Suites
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, 1,835 reviews
"We got upgraded To a 2 bed room room and we were so happy. The room was spacious and beautiful and clean. Def will be going back and getting that room again. "
The price is CA $131
CA $150 total
includes taxes & fees
Jul 2 - Jul 3
New Haven Village Suites
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Property grounds
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, 111 reviews
"We were looking for a nice relaxing weekend getaway from NYC and happened to find this listing. The check in process was easy, and the owners were lovely! We'd absolutely book again."
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Luxury Furnished Apartments by Hyatus Downtown at Yale
Business centre
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.8 out of 10, Exceptional, 20 reviews
"Everything was okay, the apartment was great, enough space for 3 people. During the nighttime no noise, silence, good for well sleeping and so on… 5 points!"
Luxury Furnished Apartments by Hyatus Downtown at Yale
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Beautiful cozy rooms near hospital and down town area
Private kitchen
Beautiful cozy rooms near hospital and down town area
8.4 out of 10, Very good, 10 reviews
"People were very nice and welcoming. Area looks questionable but the place itself is very comfortable, clean and enjoyable."
The price is CA $149
CA $339 total
includes taxes & fees
Jun 4 - Jun 5
Beautiful cozy rooms near hospital and down town area
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
1 bedroom, iron/ironing board, WiFi, bed sheets
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.
gorgeous victorian direct ocean front single family six bedroom, ten rooms
On the beach, beach towels
gorgeous victorian direct ocean front single family six bedroom, ten rooms
10.0 out of 10, Exceptional, 51 reviews
"Wonderful host. Easy communication. Great house."
gorgeous victorian direct ocean front single family six bedroom, ten rooms
lakefront estate
Pool
lakefront estate
3.8 out of 10, 8 reviews
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate
Waterfront Cottage in Branford
4 bedrooms, iron/ironing board, WiFi, bed sheets
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, 81 reviews
"Beautiful house in a beautiful location! We hope to return soon!"
Waterfront Cottage in Branford
Beautiful 4BR Beach House with Private Beach Access.
Property grounds
Beautiful 4BR Beach House with Private Beach Access.
10.0 out of 10, Exceptional, 65 reviews
"Visited family back in CT and this was the perfect place to stay. Kind of like a Tardis, it was bigger on the inside! Thank you!"
Beautiful 4BR Beach House with Private Beach Access.
Spacious Victorian Loft
Fridge, microwave, oven, stovetop
Spacious Victorian Loft
8.4 out of 10, Very good, 6 reviews
"We liked the rental. It was spacious and we appreciated the complimentary coffee. The rental is also a more affordable option in New Haven and not too far away from downtown. It was easy to get in touch with the owner, but it would’ve been helpful if they provided us checkin information in a timely manner. If you’re a light sleeper this might not be the place for you. It’s located by a busy road. There were a lot of cars that were built to be as loud as possible revving their engines into...
The price is CA $131
CA $257 total
includes taxes & fees
Jun 2 - Jun 3
Spacious Victorian Loft
The Dream Location for Your Perfect Vacation
Property grounds
The Dream Location for Your Perfect Vacation
9.8 out of 10, Exceptional, 15 reviews
"The cottage has the most wonderful views! We loved our stay!"
The Dream Location for Your Perfect Vacation
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Property grounds
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, 20 reviews
"We were in area from Uk visiting friends who live not far away. So this little home was just ideal for us. Weather improved on the day we left so we didnt sit outside by the lake but we did enjoy watching the birds and fish."
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
Property grounds
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
9.0 out of 10, Wonderful, 2 reviews
"What a great place! Location, location. Located on edge of Little Italy with great restaurants and bars. Our favorite was Zenellis. Less than 15 minute walk to downtown New Haven with lots of dining options. Take in the Trinity Bar nearby- great fun! Furniture was modest but adequate. Great kitchen."
The price is CA $202
CA $420 total
includes taxes & fees
Jun 5 - Jun 6
NEW Luxury 1bd apt w/all the amenities @ Yale, Wooster Sq, DT New Haven. Pets ok
New Haven Gem w/ Private Pool, Walk to Beach!
Pool
New Haven Gem w/ Private Pool, Walk to Beach!
8.0 out of 10, Very good, 1 review
"The house has a lot of updates/renovations that help it stand out from other traditional New England homes. Very comfortable, fully equipped kitchen, amenities. The property manager was very helpful and great communication. We didn't have a chance to use the pool or hot tub but would've been a big bonus if we had. I'm giving a four star rating primarily because I think the price point is a little high, there was a fair amount of outside noise (near Tweed airport), and the neighborhood feels very...
New Haven Gem w/ Private Pool, Walk to Beach!
Amazing Waterfront, Private Beach 🏖Hot Tub+ Priv Beach & Tennis Club
Fridge, microwave, oven, stovetop
Amazing Waterfront, Private Beach 🏖Hot Tub+ Priv Beach & Tennis Club
9.8 out of 10, Exceptional, 55 reviews
"Everything was perfect!! House is amazing for family/friends gathering. Spacious, clean and great views. The home was everything we needed to celebrate the holiday. Thank you to host for communication and special touches throughout the home. Highly recommend"
Amazing Waterfront, Private Beach 🏖Hot Tub+ Priv Beach & Tennis Club
Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
Property grounds
Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
9.6 out of 10, Exceptional, 4 reviews
"Super-clean and the kitchen cabinets and drawers were all labeled-a great convenience. The house is situated in a quiet and tranquil spot, perfect for unwinding and enjoying one’s companions. Not avlocation for people who need entertainment, but want tranquility and nature. Would be great if there could be access to the washer and dryer, especially when folks are in and out of the sweet lake. The owners are extremely king and helpful."
Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
Private Island Compound with Large Cottage and Guest House
Aerial view
Private Island Compound with Large Cottage and Guest House
10.0 out of 10, Exceptional, 18 reviews
"Beautiful property with a really cool history! Loved the water toys and little beach!"
Private Island Compound with Large Cottage and Guest House
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
Interior
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
10.0 out of 10, Exceptional, 40 reviews
"We were in town to celebrate my son's college graduation, and stayed at this beautiful home about 30 minutes from Quinnipiac University. The house was very clean and the check in process was smooth. Stacie was extremely responsive to our inquiries, despite being on vacation in a different time zone. The sitting room area overlooked the Long Island sound, and the master bedroom and kitchen also had beautiful views. The house was stocked with some board games, and also outdoor games (Spikeball,...
Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends
Guest Cottage on Country Estate
Property grounds
Guest Cottage on Country Estate
9.2 out of 10, Wonderful, 33 reviews
"My husband and son stayed here for 5 days. They had a fabulous time hiking in the state park nearby. Thanks for a great stay!"
Guest Cottage on Country Estate
2 Fl Loft, East Rock, YALE, SOM, New Haven, @ State St/Bishop St -Anchor Lodging
Interior
2 Fl Loft, East Rock, YALE, SOM, New Haven, @ State St/Bishop St -Anchor Lodging
9.8 out of 10, Exceptional, 60 reviews
"Located close to everything you need and in a quiet location close to the Yale Campus.....one of our favorite places to stay when we are in town!"
2 Fl Loft, East Rock, YALE, SOM, New Haven, @ State St/Bishop St -Anchor Lodging
Don't see what you're looking for?
See all available properties in Cheshire Historic District
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.

Other types of properties in Cheshire Historic District you may be interested in

New Haven Hotel
Exterior detail
New Haven Hotel
3.5 star property
8.8 out of 10, Excellent, 1,244 reviews
"Perfect"
The price is CA $203
CA $234 total
includes taxes & fees
Jun 30 - Jul 1
New Haven Hotel
Holiday Inn Express Southington, an IHG Hotel
Exterior
Holiday Inn Express Southington, an IHG Hotel
2.5 star property
8.4 out of 10, Very good, 1,003 reviews
"The property was well kept and clean"
The price is CA $197
CA $227 total
includes taxes & fees
Jun 2 - Jun 3
Holiday Inn Express Southington, an IHG Hotel
Best Western Executive Hotel Of New Haven - West Haven
Deluxe Room, 1 Queen Bed, Non Smoking
Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
7.6 out of 10, Good, 1,006 reviews
"The hotel was maintained well. Check in was easy. The room was clean. Shower pressure left much to be desired. Our room was right by the elevator and was noisy all night, but overall a good property for the cost"
The price is CA $131
CA $150 total
includes taxes & fees
Jun 9 - Jun 10
Best Western Executive Hotel Of New Haven - West Haven
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.

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cheshire Historic District vacation rentals we have selected for you start as low as CA $131 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 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?

Amazing Waterfront, Private Sandy Beach 🏖Hot Tub, Gorgeous Sunsets: This vacation home rental outside of Cheshire Historic District is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation.

What can I see and do in Cheshire Historic District?

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

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.

Recent reviews of Cheshire Historic District properties
Expedia verified reviews

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

5/5 Excellent
"Clean, elegant design, lots of natural light, window seats in the bedroom. Very gracious and helpful front desk staff"
A verified traveller stayed at Cambria Hotel New Haven University Area
Posted 2 days ago
Cambria Hotel New Haven University Area