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
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Prospect vacation rentals

Smart TV, fireplace, books, music library

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (33 reviews)
"My son and I were here for two nights and had an excellent time. It was exactly as described and such a tastefully decorated and maintained place to stay. Would definitely stay here again if in the area!"
United States
Kate F.
The price is ￥23,710
￥45,821 total
includes taxes & fees
Aug 17 - Aug 18
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Property grounds

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"It was great "
United States
Rodrigo C.
The price is ￥29,881
￥61,153 total
includes taxes & fees
Jul 22 - Jul 23
#24 *Serenity* A Lakefront Cottage Retreat
1 bedroom, desk, iron/ironing board, WiFi

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is ￥12,664
￥29,947 total
includes taxes & fees
Jul 22 - Jul 23
One bedroom in United States of America, New Haven
Exterior

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is ￥23,542
￥56,420 total
includes taxes & fees
Jul 22 - Jul 23
Angelica’s safe haven @ west haven
Coffee/tea maker, fridge, microwave, oven

Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay in town when visiting family! Kitchen was well stocked, location was convenient, & it had everything we needed!"
United States
Jennifer L.
The price is ￥19,158
￥47,360 total
includes taxes & fees
Jul 19 - Jul 20
Fully Furnished 1BR Apartment
1 bedroom, iron/ironing board, WiFi, bed sheets

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, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is ￥19,158
￥47,360 total
includes taxes & fees
Jul 21 - Jul 22
Once the old Schools house now a newly furnished Apartment
Dining

2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
9.0 out of 10, Wonderful, (2 reviews)
"Excellent beds and clean."
United States
DANIEL M.
The price is ￥20,133
￥46,159 total
includes taxes & fees
Jul 20 - Jul 21
2BR Apartment Near Wesleyan 102
Dining

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Fair Haven
The price is ￥12,989
￥18,185 total
includes taxes & fees
Jul 26 - Jul 27
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Exterior

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.0 out of 10, Wonderful, (14 reviews)
"Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town."
United States
Jeremy Y.
The price is ￥17,535
￥39,535 total
includes taxes & fees
Jul 19 - Jul 20
Bright Downtown Studio near Yale & East Rock!
Marina

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
7.6 out of 10, Good, (5 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
The price is ￥22,730
￥42,376 total
includes taxes & fees
Jul 20 - Jul 21
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Banquet hall

Beautiful Downtown New Haven Retreat

Beautiful Downtown New Haven Retreat
Downtown New Haven
The price is ￥19,321
￥52,723 total
includes taxes & fees
Jul 26 - Jul 27
Beautiful Downtown New Haven Retreat
Marina

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.6 out of 10, Exceptional, (15 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is ￥33,771
￥60,106 total
includes taxes & fees
Jul 22 - Jul 23
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
TV

#43- Modern Luxury Log Cabin Retreat | Fire Pit

#43- Modern Luxury Log Cabin Retreat | Fire Pit
Prospect
9.0 out of 10, Wonderful, (2 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.
#43- Modern Luxury Log Cabin Retreat | Fire Pit
Interior

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.
The price is ￥19,158
￥46,873 total
includes taxes & fees
Aug 11 - Aug 12
New Railside Residents
Exterior

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is ￥19,158
￥46,873 total
includes taxes & fees
Aug 11 - Aug 12
All New 1BR with tons of Charm
Interior

Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven

Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven
Foxon
10.0 out of 10, Exceptional, (1 review)
"Place looks way better in person, cozy and quiet. Loved the backyard and deck also plenty of fast food restaurants and Walmart near by."
United States
Fateema M.
The price is ￥21,919
￥49,236 total
includes taxes & fees
Jul 20 - Jul 21
Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven
TV

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.
The price is ￥19,158
￥47,360 total
includes taxes & fees
Jul 28 - Jul 29
Newly Remodeled with deck. Close to town center
Cookware/dishes/utensils

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
East Rock
9.4 out of 10, Exceptional, (16 reviews)
"wonderful stay - great apartment and location and communication!"
United States
Anonymous traveler
The price is ￥18,509
￥47,010 total
includes taxes & fees
Jul 21 - Jul 22
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Dining

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (23 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is ￥37,262
￥85,553 total
includes taxes & fees
Jul 26 - Jul 27
McAngel Haven: 5 mins from Yale
Exterior

Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (34 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is ￥15,343
￥20,892 total
includes taxes & fees
Aug 8 - Aug 9
Cozy One Bedroom Apartment Centrally Located in Southbury
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
"Clean"
Jean 1-night trip
Posted less than an hour ago
Hilton Garden Inn Shelton

Find out more about Prospect

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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?

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound: Visitors like this Prospect vacation home rental. It 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 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Seven Angels Theater 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.