Prospect Vacation Rentals

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Vacation Rentals in Prospect

Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining
Luxury Furnished Apartments by Hyatus Downtown at Yale
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.6 out of 10, Exceptional, (60)
"Wonderful property- brand new building, nice spacious rooms perfect for family. Instructors for check in and out and everything in between very clear and helpful. "
United States
Zhuo
Luxury Furnished Apartments by Hyatus Downtown at Yale
Seasonal outdoor pool
Luxury Apartments by Hyatus at Pierpont
Luxury Apartments by Hyatus at Pierpont
4.0 star property
9.4 out of 10, Exceptional, (21)
"Great. Would prefer to anyone"
United States
Bryan
Luxury Apartments by Hyatus at Pierpont
Fridge, microwave, oven, stovetop
Private Apartment in Berlin
Private Apartment in Berlin
2.0 star property
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
$279 nightly
The price is $316
Nov 5 - Nov 6
Total with taxes and fees
Private Apartment in Berlin
Exterior
Charming Studio| Near Yale| Downtown New Haven
Charming Studio| Near Yale| Downtown New Haven
9.0 out of 10, Wonderful, (10)
"Nice location in downtown New Haven. The room itself is nice and convenient. The window near the bed does not close because there is a large tube going through the window with tape around it. On a chilly day/night this is not comfortable and there is nothing one can do since the window does not close. You can also hear everything going on outside because the window does not close. Bedsheets were not clean either. Contacted the host about the window and bedsheets and the host gave me the...
United States
Noel
$204 nightly
The price is $204
Nov 4 - Nov 5
Total with taxes and fees
Charming Studio| Near Yale| Downtown New Haven
Interior
Conference Room Rental no sleeping arrangements
Conference Room Rental no sleeping arrangements
$814 nightly
The price is $922
Nov 4 - Nov 5
Total with taxes and fees
Conference Room Rental no sleeping arrangements
Outdoor dining
DIRECT WATERFRONT with awesome views and near Yale
DIRECT WATERFRONT with awesome views and near Yale
10.0 out of 10, Exceptional, (2)
"Great place to stay! Easy for an overnight for a family wedding!"
United States
Phoebe T.
$406 nightly
The price is $459
Nov 10 - Nov 11
Total with taxes and fees
DIRECT WATERFRONT with awesome views and near Yale
Dining
Exclusive Weekend Fall Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
Exclusive Weekend Fall Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
10.0 out of 10, Exceptional, (71)
"Great family get together where we all were very comfortable. "
United States
Leanne B.
Exclusive Weekend Fall Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
Dining
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
8.6 out of 10, Excellent, (27)
"Clean, quite stores only 8 minutes away. "
United States
Mindy H.
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!
Fridge, microwave, oven, stovetop
New Cozy 2BR Stay New Haven Close to Yale
New Cozy 2BR Stay New Haven Close to Yale
2.0 star property
7.4 out of 10, Good, (3)
"Check-in was fine. Once we got in the space was small. The dishes in the kitchen and the bed in the master bedroom were dirty. "
United States
Kristin R.
$309 nightly
The price is $323
Nov 13 - Nov 14
Total with taxes and fees
New Cozy 2BR Stay New Haven Close to Yale
1 bedroom, WiFi, bed sheets
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
2.0 star property
9.0 out of 10, Wonderful, (2)
"Outstanding location and room. Please recheck the structure of the outdoor stairs. There are no support pullers from the top landing to the ground level. They’re attached directly to the home but has gaps by the windows. The stares are very slippery when wet and the arm rails are below waist level. Unfinished wood rails make splinters a thing. Super clean, quiet and relaxing. Would reserve again if we come back to the area. Thank you so much for all the support. "
United States
Pat D.
$115 nightly
The price is $129
Nov 4 - Nov 5
Total with taxes and fees
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
Exterior
New One Bedroom Apartment Centrally Located in Southbury
New One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (16)
"Excellent stay !!!! Everything was perfect. Communication was phenomenal.!!!!"
United States
daniellle
$107 nightly
The price is $120
Nov 4 - Nov 5
Total with taxes and fees
New One Bedroom Apartment Centrally Located in Southbury
Interior
Stunning Apt W/ Parking and Gym | Downtown at Yale
Stunning Apt W/ Parking and Gym | Downtown at Yale
10.0 out of 10, Exceptional, (46)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
United Kingdom
Coco N.
Stunning Apt W/ Parking and Gym | Downtown at Yale
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Waterfront Cottage in Branford
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (97)
"Host was wonderful to work with. House is amazing. Very spacious, beds were 5 Star hotel worthy!The location and view were spectacular. This was a perfect location and checked off ALL the boxes. "
United States
Kelly C.
Waterfront Cottage in Branford
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
10.0 out of 10, Exceptional, (7)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
United States
Lara S.
$217 nightly
The price is $245
Nov 4 - Nov 5
Total with taxes and fees
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
On the beach, sun loungers, beach towels
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
10.0 out of 10, Exceptional, (131)
"Fantastic large rambling house perfect for having a family reunion. The location is fantastic as it is right across the street from the beach. Our host Debbie was very responsive and gracious. We would definitely stay here again!"
United States
Sion H.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Outdoor dining
Charming 3 Bedroom Beach Front Cottage
Charming 3 Bedroom Beach Front Cottage
2.0 star property
10.0 out of 10, Exceptional, (4)
"Stayed here while attending the Soundside Fest. Perfect location to be away from the busy Bridgeport area. The water is right there and it’s the perfect space for a weekend get away."
United States
Sarah W.
Charming 3 Bedroom Beach Front Cottage
Interior
Chic 1-bedroom apartment with WiFi, fitness room in cool New Haven
Chic 1-bedroom apartment with WiFi, fitness room in cool New Haven
$268 nightly
The price is $303
Nov 5 - Nov 6
Total with taxes and fees
Chic 1-bedroom apartment with WiFi, fitness room in cool New Haven
Smart TV
Penthouse Apartment at Yale University.
Penthouse Apartment at Yale University.
10.0 out of 10, Exceptional, (105)
"Very walkable location, quick communications with owner, clean, and quiet. Thanks for snacks, coffees, and almond milk!"
United States
Katie E.
Penthouse Apartment at Yale University.
Fridge, microwave, oven, stovetop
Cozy Safe Home
Cozy Safe Home
$352 nightly
The price is $399
Nov 4 - Nov 5
Total with taxes and fees
Cozy Safe Home
Smart TV, books
Clear LI Sound waterview, Wedding pics, Yale&Beach
Clear LI Sound waterview, Wedding pics, Yale&Beach
10.0 out of 10, Exceptional, (9)
"Amazing location & views. House was pristine & had all amenities. Great park & dog walking path across the street"
United States
Louis R.
$549 nightly
The price is $621
Nov 4 - Nov 5
Total with taxes and fees
Clear LI Sound waterview, Wedding pics, Yale&Beach
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

Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

10/10 Excellent
"The room was very clean. It was a great stay."
cynthia 1-night trip
Posted 1 day ago
Hilton Garden Inn Shelton

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 $120 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?

Private Apartment in Berlin: Visitors like this Prospect vacation home rental. It is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Holy Land USA. In the larger area, you’ll find Brass Mill Center and Palace Theatre.

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.