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, (28 reviews)
"Wonderful home"
United States
Glenna M.
The price is NZ$425
includes taxes & fees
12 Mar - 13 Mar
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

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, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is NZ$503
includes taxes & fees
12 Mar - 13 Mar
Once the old Schools house now a newly furnished Apartment

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is NZ$503
includes taxes & fees
12 Mar - 13 Mar
All New 1BR with tons of Charm

Cozy Guest Suite in Historic Home

Cozy Guest Suite in Historic Home
Middletown
10.0 out of 10, Exceptional, (1 review)
"Perfect for a single traveler. Clean, roomy, quaint room. "
United States
Brooke
The price is NZ$355
includes taxes & fees
12 Mar - 13 Mar
Cozy Guest Suite in Historic Home

Cozy Room in charming New Haven near Yale/Hospitals!

Cozy Room in charming New Haven near Yale/Hospitals!
The Hill
10.0 out of 10, Exceptional, (1 review)
"Super great communication and help getting situated in the room!"
United States
Glenn
The price is NZ$258
includes taxes & fees
4 Mar - 5 Mar
Cozy Room in charming New Haven near Yale/Hospitals!

#23 *COMFORT & LUXURY* 3 BR/2 BA House

#23 *COMFORT & LUXURY* 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (8 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 NZ$571
includes taxes & fees
9 Mar - 10 Mar
#23 *COMFORT & LUXURY* 3 BR/2 BA House

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
United States
Veronica
The price is NZ$571
includes taxes & fees
4 Mar - 5 Mar
Angelica’s safe haven @ west haven

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$402
includes taxes & fees
4 Mar - 5 Mar
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale

Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
East Rock
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful and spacious home in lovely neighbourhood. We so enjoyed our brief stay. "
Australia
Nina
The price is NZ$709
includes taxes & fees
4 Mar - 5 Mar
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
East Rock
10.0 out of 10, Exceptional, (4 reviews)
"Great place - wish we had more than one night. "
United States
Steri-Clean N.
The price is NZ$727
includes taxes & fees
8 Mar - 9 Mar
GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

Downtown New Haven Escape

Downtown New Haven Escape
Dwight
8.0 out of 10, Very good, (6 reviews)
"Great place to stay, a little tight for 2 people but good for a single. Well appointed and a great location in the city. Would definitely recommend a stay here."
United States
Michael H.
The price is NZ$399
includes taxes & fees
4 Mar - 5 Mar
Downtown New Haven Escape

One bedroom apartment in United States of America, New Haven

One bedroom apartment in United States of America, New Haven
Dwight
The price is NZ$340
includes taxes & fees
4 Mar - 5 Mar
One bedroom apartment in United States of America, New Haven

Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds

Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds
East Rock
9.6 out of 10, Exceptional, (8 reviews)
"Property owner takes great care of the place. Instructions were easy to follow and the location was right down the road from the places we were going to. We would rent again if we ever come back to New Haven"
United States
Derek L.
The price is NZ$706
includes taxes & fees
8 Mar - 9 Mar
Cozy Gem: East Rock |King Bed| Near DT|Yale 3 beds

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.0 out of 10, Wonderful, (13 reviews)
"Everything was great and just as charming as the photo indicated. "
United States
Nancy F.
The price is NZ$429
includes taxes & fees
4 Mar - 5 Mar
Bright Downtown Studio near Yale & East Rock!

Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (22 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
The price is NZ$371
includes taxes & fees
16 Mar - 17 Mar
Family Stays: Middletown, CT

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)
"Had a really nice stay, enjoyed this open airy space with comfortable beds and beautiful light with a view of the river. Very nice time, would stay again."
United States
Brian B.
The price is NZ$531
includes taxes & fees
12 Mar - 13 Mar
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
The price is NZ$453
includes taxes & fees
4 Mar - 5 Mar
2BR Apartment Near Wesleyan 301

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
Shelton
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
The price is NZ$325
includes taxes & fees
12 Mar - 13 Mar
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

The Jewel of The Cove - Historic Coastal Retreat

The Jewel of The Cove - Historic Coastal Retreat
East Shore
9.8 out of 10, Exceptional, (7 reviews)
"loved it so much, beautiful property 100 % would stay again "
United States
Leilani R.
The price is NZ$859
includes taxes & fees
16 Mar - 17 Mar
The Jewel of The Cove - Historic Coastal Retreat

Spacious Victorian Loft

Spacious Victorian Loft
West New Haven
9.6 out of 10, Exceptional, (21 reviews)
"Nicely renovated place with new everything. "
United States
Brad W.
The price is NZ$520
includes taxes & fees
12 Mar - 13 Mar
Spacious Victorian Loft
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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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$325 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?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: This holiday home rental outside of Prospect is located on the beach, and has a balcony, a selection of games and a BBQ 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 that 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 Roaring Brook Park. In the wider area, you’ll find Palace Theatre and Mattatuck Museum Arts and History Center.

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.