A valley with autumn foliage, a river, and distant hills.

Prospect Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Prospect vacation rentals

A two-story house with a porch, a front door with a wreath, and a small garden area.

1. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (12 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
$283 nightly
The price is $322
Nov 1 - Nov 2
Total with taxes and fees
Bear Retreat - 2-bedroom house in Waterbury
A modern living room with a dark sofa, a small side table, and a kitchen area with a refrigerator and microwave.

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

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.0 out of 10, Wonderful, (26 reviews)
"Great place clean and quiet "
United States
James P.
$158 nightly
The price is $180
Nov 3 - Nov 4
Total with taxes and fees
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
A dining area with a table and chairs, a painting on the wall, and a kitchen counter with drawers.

3. #9 - *STUNNING*RENOVATED* *4BR HOUSE*

#9 - *STUNNING*RENOVATED* *4BR HOUSE*
Southington
10.0 out of 10, Exceptional, (1 review)
"Great property"
United States
MICHAEL S.
$473 nightly
The price is $514
Nov 1 - Nov 2
Total with taxes and fees
#9 - *STUNNING*RENOVATED* *4BR HOUSE*
A two-story building with a dark blue facade, a central arched entrance, and a number '43' plaque.

4. All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and comfortable with easy communication with host I recommend this unit to all who want to visit Wallingford or who desire to take the train to ny or Boston etc"
United States
DAVID B.
$266 nightly
The price is $286
Nov 2 - Nov 3
Total with taxes and fees
All New Studio apartment in center of town
A modern kitchen with white cabinets, a microwave, stove, and sink. There is a dining area with a table and chairs.

5. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
$122 nightly
The price is $139
Nov 14 - Nov 15
Total with taxes and fees
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A spacious living room with large windows, a fireplace, and a view of the outdoors.

6. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
$469 nightly
The price is $539
Nov 1 - Nov 2
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

7. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (16 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
$277 nightly
The price is $297
Nov 3 - Nov 4
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
A modern kitchen with a wooden island, white cabinetry, and a ceiling fan.

8. New Railside Residents

New Railside Residents
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"Clean & comfortable, in an architecturally unique setting. Great proximity to a variety of downtown shops & restaurants - check out Center Street Brewing Co. for some excellent beer."
United States
Thomas S.
$278 nightly
The price is $298
Nov 16 - Nov 17
Total with taxes and fees
New Railside Residents
A modern kitchen with stainless steel appliances, a central island, and a built-in oven.

9. #27- Luxury Collection

#27- Luxury Collection
Southington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
$442 nightly
The price is $480
Nov 22 - Nov 23
Total with taxes and fees
#27- Luxury Collection
A compact kitchen with grey cabinets, a built-in microwave, a coffee machine, and a sink with a modern faucet.

10. All New Fully Furnished Cozy Studio

All New Fully Furnished Cozy Studio
Wallingford Center
9.8 out of 10, Exceptional, (9 reviews)
"Clean and well designed apartment in a great location. Book here if you are interested as you won't have any regrets. Enjoy! "
United States
Rick C.
$266 nightly
The price is $286
Nov 2 - Nov 3
Total with taxes and fees
All New Fully Furnished Cozy Studio
A living room with a grey sofa, yellow cushions, a wooden coffee table, a TV on a stand, and a lamp on a side table.

11. Newly Remodeled with deck. Close to town center

Newly Remodeled with deck. Close to town center
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
$277 nightly
The price is $297
Nov 2 - Nov 3
Total with taxes and fees
Newly Remodeled with deck. Close to town center
A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

12. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
$439 nightly
The price is $500
Nov 8 - Nov 9
Total with taxes and fees
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
A room with a fireplace, two sofas, a rug, and a robotic vacuum cleaner.

13. The Cottage by the Woods -private getaway to relax

The Cottage by the Woods -private getaway to relax
Meriden
$600 nightly
The price is $679
Nov 1 - Nov 2
Total with taxes and fees
The Cottage by the Woods -private getaway to relax
A spacious living room with large windows, a fireplace, and a view of the outdoors.

14. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Watertown
9.0 out of 10, Wonderful, (6 reviews)
"In town to visit our new grandchild. It was just my husband and me. It had more then enough room and was very comfortable."
United States
Elizabeth H.
$452 nightly
The price is $515
Nov 1 - Nov 2
Total with taxes and fees
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A kitchen with dark cabinets, a granite countertop, a black stove, a microwave, and a sink.

15. Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (4 reviews)
"This property was very clean and comfortable; a nicely remodeled apartment in an older home. We had family members staying in one of the other apartments, so it was great to have them so close, but still had privacy. The location is conveniently located with plenty of restaurants nearby, and a short drive to fowntown dining and shops. Karl was an excellent host, griendly and very responsive. Would definitely stay here again!"
United States
Ryan
$277 nightly
The price is $297
Nov 25 - Nov 26
Total with taxes and fees
Fully Furnished 1BR Apartment
Stairwell

16. Private Apartment in Berlin

Private Apartment in Berlin
Berlin
8.8 out of 10, Excellent, (8 reviews)
"Clean, convenient, and great location."
United States
Shaun L.
$221 nightly
The price is $252
Nov 1 - Nov 2
Total with taxes and fees
Private Apartment in Berlin
A row of brick townhouses with wooden front doors, black railings, and a sidewalk.

17. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
10.0 out of 10, Exceptional, (2 reviews)
"Great stay - and it is close to Sally's! We had a nice visit and all was as represented for the property."
United States
Milton W.
$171 nightly
The price is $195
Nov 1 - Nov 2
Total with taxes and fees
Prime Yale Studio Steps to Sallys Apizza
A white house with a wooden staircase leading to a porch.

18. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (39 reviews)
"Charles was super responsive and the bed was amazingly comfortable. Also the shower head great water pressure :-)"
United States
Lisbeth
$116 nightly
The price is $131
Nov 3 - Nov 4
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
A hot tub in a covered outdoor area with a view of trees and a fence.

19. Lakehaven • Hot Tub, Decks, Fires & More

Lakehaven • Hot Tub, Decks, Fires & More
Plymouth
10.0 out of 10, Exceptional, (1 review)
"Great find!! Amazing views, house was superb!"
United States
Iva B.
Lakehaven • Hot Tub, Decks, Fires & More
A living room with a sofa, a coffee table, and a kitchen area with a brick wall and white appliances.

20. All New Private and Cozy in great location

All New Private and Cozy in great location
Wallingford
8.8 out of 10, Excellent, (6 reviews)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
United States
ROBERT P.
$279 nightly
The price is $299
Nov 24 - Nov 25
Total with taxes and fees
All New Private and Cozy in great location
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 Prospect Hotel Reviews

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"Everything was great! Would recommend this Hotel to family."
Starr 2-night trip
Posted 8 hours ago
Courtyard by Marriott Waterbury Downtown

Find out more about Prospect

Everything you need to know about Prospect 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 Prospect 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 Prospect vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Prospect vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Prospect. 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 Prospect 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 $78 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 Prospect rentals

At Expedia, we put the best Prospect 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 Prospect 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 Prospect 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 Prospect. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Prospect?

Yes, we have vacation rentals close to top sights in Prospect, or you can go with a more remote option if you'd like a relaxing place to stay. Prospect is known for its golf courses and bars.

What are some of the best vacation home rentals in Prospect?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: Visitors like this Prospect vacation home rental. It is located on the beach and has a balcony, a selection of games, 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.

What’s there to see and do in Prospect?

While exploring the area, visit family-friendly sights like Quassy Amusement Park, or get outside and enjoy nature at Waterbury Green. In the larger area, you’ll find Palace Theatre and Waterbury City Hall.

What’s a vacation rental in Prospect like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Prospect. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.