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

Prospect Holiday Rentals

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Our top choices for Prospect holiday rentals

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 NZ$476
includes taxes & fees
17 Aug - 18 Aug
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

#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 NZ$650
includes taxes & fees
22 July - 23 July
#24 *Serenity* A Lakefront Cottage Retreat

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 NZ$308
includes taxes & fees
20 July - 21 July
One bedroom in United States of America, New Haven

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 NZ$586
includes taxes & fees
22 July - 23 July
Angelica’s safe haven @ west haven

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 NZ$500
includes taxes & fees
19 July - 20 July
Fully Furnished 1BR Apartment

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 NZ$500
includes taxes & fees
21 July - 22 July
Once the old Schools house now a newly furnished Apartment

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 NZ$490
includes taxes & fees
20 July - 21 July
2BR Apartment Near Wesleyan 102

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 NZ$192
includes taxes & fees
28 July - 29 July
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

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 NZ$415
includes taxes & fees
19 July - 20 July
Bright Downtown Studio near Yale & East Rock!

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 NZ$446
includes taxes & fees
20 July - 21 July
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Beautiful Downtown New Haven Retreat

Beautiful Downtown New Haven Retreat
Downtown New Haven
The price is NZ$547
includes taxes & fees
26 July - 27 July
Beautiful Downtown New Haven Retreat

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 NZ$606
includes taxes & fees
21 July - 22 July
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

#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.
The price is NZ$1,239
includes taxes & fees
24 July - 25 July
#43- Modern Luxury Log Cabin Retreat | Fire Pit

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 NZ$494
includes taxes & fees
27 July - 28 July
New Railside Residents

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 NZ$491
includes taxes & fees
11 Aug - 12 Aug
All New 1BR with tons of Charm

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 NZ$519
includes taxes & fees
20 July - 21 July
Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven

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 NZ$494
includes taxes & fees
1 Aug - 2 Aug
Newly Remodeled with deck. Close to town center

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 traveller
The price is NZ$498
includes taxes & fees
21 July - 22 July
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

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 NZ$878
includes taxes & fees
28 July - 29 July
McAngel Haven: 5 mins from Yale

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 NZ$220
includes taxes & fees
8 Aug - 9 Aug
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

Find out more about Prospect

Everything you need to know about Prospect holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Prospect holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Prospect holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Prospect holiday rentals we have selected for you start as low as NZ$192 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 holiday 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 holiday.

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 holiday rental in Prospect?

Yes, there are holiday rentals close to the most popular sights in Prospect, or you can select a more secluded option if you're looking for a relaxing stay. Prospect is known for its golf courses and bars.

What are some of the best holiday rentals that Prospect has to offer?

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound: This holiday home rental outside of Prospect is located on the beach, and has a fireplace, a balcony and a BBQ 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 that 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 wider area, you’ll find Seven Angels Theater and Palace Theatre.

What’s a holiday rental in Prospect like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Prospect. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.