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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Prospect vacation rentals

A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

1. 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.
The price is CA $156
CA $207 total
includes taxes & fees
Oct 1 - Oct 2
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A two-story house with a porch, a front door with a wreath, and a small garden area.

2. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (9 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is CA $166
CA $464 total
includes taxes & fees
Oct 8 - Oct 9
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.

3. 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, (24 reviews)
"Great place clean and quiet "
United States
James P.
The price is CA $174
CA $295 total
includes taxes & fees
Oct 6 - Oct 7
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
A spacious living area with a sofa, a dining table, and a kitchen in the background.

4. #43- Modern Luxury Log Cabin Retreat - Fire Pit

#43- Modern Luxury Log Cabin Retreat - Fire Pit
Prospect
9.4 out of 10, Exceptional, (3 reviews)
"3.5 rounding up to 4. We had a good stay overall. I travel fairly often and tend to reserve 5 stars for places where every detail of the guest experience feels really thoughtfully considered. This home was comfortable and worked fine for our trip, but it felt a bit more basic compared to some other rentals I’ve stayed in."
United States
Lauren P.
The price is CA $388
CA $791 total
includes taxes & fees
Oct 6 - Oct 7
#43- Modern Luxury Log Cabin Retreat - Fire Pit
A front view of a house with a wooden staircase leading to a front door, a small porch area, and a garage door.

5. 1-bedroom vacation home 22 minutes from Quinnipiac University

1-bedroom vacation home 22 minutes from Quinnipiac University
Wolcott
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and the host was great "
United States
David G.
The price is CA $212
CA $565 total
includes taxes & fees
Oct 1 - Oct 2
1-bedroom vacation home 22 minutes from Quinnipiac University
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

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

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.2 out of 10, Wonderful, (15 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is CA $167
CA $410 total
includes taxes & fees
Oct 1 - Oct 2
Once the old Schools house now a newly furnished Apartment
A compact kitchen with grey cabinets, a built-in microwave, a coffee machine, and a sink with a modern faucet.

7. 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.
The price is CA $167
CA $417 total
includes taxes & fees
Oct 14 - Oct 15
All New Fully Furnished Cozy Studio
A compact kitchen with wooden cabinets, a microwave, a sink, and a chair.

8. Cozy Studio apartment in delightful Waterbury with Central Air

Cozy Studio apartment in delightful Waterbury with Central Air
Waterbury
2.0 out of 10, (1 review)
"The place wasn’t how the pictures were on the app. It was hard to find the room. The keys for the room are very hard to open the room door . It’s like you have to struggle just to get inside . The room is inside of an abandoned building… some staff in the building was telling me that I shouldn’t be staying there or they wouldn’t stay there so it made me feel unsafe… the bed doesn’t match the head board. Everything just doesn’t match the images the host posted.."
United States
zynaisha
The price is CA $95
CA $138 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Studio apartment in delightful Waterbury with Central Air
A white house with a wooden staircase leading to a porch.

9. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (37 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
The price is CA $121
CA $168 total
includes taxes & fees
Oct 12 - Oct 13
Cozy One Bedroom Apartment Centrally Located in Southbury
A modern living room with a blue sofa, a coffee table, and a dining area with a kitchen in the background.

10. #23 COMFORT & LUXURY 3 BR/2 BA House

#23 COMFORT & LUXURY 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (9 reviews)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
The price is CA $217
CA $495 total
includes taxes & fees
Sep 30 - Oct 1
#23 COMFORT & LUXURY 3 BR/2 BA House
A spacious living room with large windows, a fireplace, and a view of the outdoors.

11. 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
The price is CA $386
CA $762 total
includes taxes & fees
Oct 1 - Oct 2
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A modern living room with a fireplace, leather sofas, a blue armchair, and large windows.

12. #30 - Spacious & Cozy!

#30 - Spacious & Cozy!
Southington
6.8 out of 10, (5 reviews)
"the house was great for our needs - it was nicely furnished fully stocked with the essentials in the kitchen. the host checked in when it was especially cold to ensure the heat and water were working correctly. the living room was very comfortable with leather reclining chairs and a gas fireplace that heated the room very well. We enjoyed how easy our stay was and recommend this location "
United States
Kaity B.
The price is CA $278
CA $684 total
includes taxes & fees
Oct 7 - Oct 8
#30 - Spacious & Cozy!
A living room with a grey sofa, red and yellow cushions, a wooden coffee table, and a TV on a wooden cabinet.

13. Newly Remodeled 1-BR Close to Everything yet Very Private

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (10 reviews)
"Very Clean with everything I needed. I will stay here again."
United States
David M.
The price is CA $167
CA $417 total
includes taxes & fees
Oct 14 - Oct 15
Newly Remodeled 1-BR Close to Everything yet Very Private
A two-story building with a dark blue facade, a central arched entrance, and a number '43' plaque.

14. All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."
United States
Nadine C.
The price is CA $167
CA $410 total
includes taxes & fees
Oct 1 - Oct 2
All New Studio apartment in center of town
A bedroom with a bed, a nightstand, a lamp, and a wooden wardrobe.

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

The Cottage by the Woods -private getaway to relax
Meriden
The price is CA $382
CA $901 total
includes taxes & fees
Oct 16 - Oct 17
The Cottage by the Woods -private getaway to relax
A modern living room with a flat-screen TV mounted on a white wall, a clock, and a minimalist design.

16. Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.4 out of 10, Very good, (12 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is CA $140
CA $190 total
includes taxes & fees
Oct 6 - Oct 7
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
A kitchen with a granite countertop, a stainless steel sink, a gold faucet, and a blue-tiled backsplash.

17. Renovated 2 bedroom entire apartment w/parking

Renovated 2 bedroom entire apartment w/parking
Ansonia
10.0 out of 10, Exceptional, (2 reviews)
"Host was very attentive making sure everything was going well, apartment was great would definitely stay again "
United States
Sophia
Renovated 2 bedroom entire apartment w/parking
A modern kitchen with white cabinets, stainless steel appliances, and a grey wooden floor.

18. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
9.4 out of 10, Exceptional, (6 reviews)
"It was amazing , clean and awesome and good time"
United States
Michael
The price is CA $194
CA $399 total
includes taxes & fees
Oct 1 - Oct 2
Private Apartment in Southbury 103
A spacious living room with large windows, a fireplace, and a view of the outdoors.

19. 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.
The price is CA $310
CA $765 total
includes taxes & fees
Oct 7 - Oct 8
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A modern kitchen with stainless steel appliances, a central island, and a dining area with a sofa.

20. #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.
The price is CA $295
CA $662 total
includes taxes & fees
Oct 20 - Oct 21
#27- Luxury Collection
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

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

10/10 Excellent
"10/10 would recommend! Will be back"
Rickita 1-night trip
Posted 2 hours ago
Cambria Hotel New Haven University Area

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, 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 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 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 Prospect 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 Prospect vacation rentals we have selected for you start as low as CA $336 per night. Entering your travel dates in the search wizard 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. 

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.