Prospect Holiday Rentals

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Holiday Rentals in Prospect

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (133)
"My husband and I had a wonderful time at this idyllic cottage on the water in Branford. Great location and hosts. Beautiful community for long walks, restaurants nearby. Highly recommend! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

8.8 out of 10, Excellent, (20)
"We had a wonderful time at the cabin by the lake. Beautiful views in the Morning!! Loved it."
Waterfront Cabin w Firepit, Dock, Deck, BBQ. Direct Lake Access! Pet-friendly!

Luxury Apartments by Hyatus at Pierpont

4.0 star property
9.4 out of 10, Exceptional, (18)
"Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay."
Luxury Apartments by Hyatus at Pierpont

Cozy 3 bedroom minutes from Yale and the beach

Cozy 3 bedroom minutes from Yale and the beach

Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

8.8 out of 10, Excellent, (6)
"Very nice property and close to the Shubert Theatre for my event. I would stay at the property again."
Charming Historic 2BR Retreat in New Haven – Cozy Stay Near Yale & Downtown!

Bright Milford Beach House w/ Outdoor Shower

9.2 out of 10, Wonderful, (10)
"We had the best time! It was clean, good location, and the owner was wonderful! We even got to go the beach in December! We would definitely rent this place again!!"
Bright Milford Beach House w/ Outdoor Shower

Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

2.0 star property
6.6 out of 10, (4)
"Communication with the host was excellent. His place was clean, bright, and very well equipped! The location makes it easy to get around the greater Hartford area. Our stay was very good!"
Modern 3BR ★ Fast Wi-Fi + Free Parking ★ Flexible Cancel Anytime! - 10 Mins WeHa

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Cozy Lakefront Bungalow w firepit/dock/kayaks

10.0 out of 10, Exceptional, (29)
"This is our second time visiting the area and staying at this beautiful home. It's close to many activities for children and adults, easy to access food and services and a beautiful overall area and home. We truly enjoy visiting!"
Cozy Lakefront Bungalow w firepit/dock/kayaks

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (4)
"We had a great time, the house felt very cozy and it was spotless. Our host Robert was very nice and answered all of my concerns. I would definitely recommend this lovely house to anyone.I give it 5 stars."
The price is AU$922
includes taxes & fees
23 July - 24 July
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (50)
"Great location, great stay!"
Luxury Furnished Apartments by Hyatus Downtown at Yale

Tranquil Litchfield Connecticut Retreat".

9.2 out of 10, Wonderful, (14)
"My friends and stayed for a night. The house is nice and the owners is very communicative. "
The price is AU$498
includes taxes & fees
23 July - 24 July
Tranquil Litchfield Connecticut Retreat".

Cozy 2-bedroom Cottage with Access to Bantam Lake

9.6 out of 10, Exceptional, (17)
"Even with horrible weather, we had a wonderful stay!"
Cozy 2-bedroom Cottage with Access to Bantam Lake

StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.

2.0 star property
10.0 out of 10, Exceptional, (8)
"What a great place. We will be back!"
The price is AU$626
includes taxes & fees
22 July - 23 July
StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.

Heavenly Home in New Haven /5 mins drive from Yale

9.0 out of 10, Wonderful, (19)
"Place was so cute and spacious. Owner was awesome too! Definitely recommend."
The price is AU$1,585
includes taxes & fees
21 July - 22 July
Heavenly Home in New Haven /5 mins drive from Yale

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (33)
"We stayed at the property for 2 nights and it was just what we had hoped. We enjoyed the lake, the fall colors and the house thoroughly. Would love to come back someday. "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

10.0 out of 10, Exceptional, (16)
"I have stayed here multiple times because I love it so much and it's amazing as always! Beautiful house, so clean, and great communication with Chad! "
The price is AU$1,203
includes taxes & fees
21 July - 22 July
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

10.0 out of 10, Exceptional, (32)
"We went for a family vacation and we had a great time - location is close to lots of great places - house was clean and very roomy"
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

Cozy Cabin @ Sticks & Stones Farm

8.4 out of 10, Very good, (7)
"Nice clean cabin. Good communication with host."
Cozy Cabin @ Sticks & Stones Farm

Direct Waterfront Private Beach Escape

9.8 out of 10, Exceptional, (14)
"The house was great! Beautiful ocean front property with beachy vibes all throughout the neighborhood and interior of the home. The host was extremely clear on directions and provided amazing instructions. Very comfortable stay! "
Direct Waterfront Private Beach Escape
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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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?

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub : This holiday home rental outside of Prospect is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

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 Hop Brook Lake. In the wider area, you’ll find Brass Mill Center and Whittemore Glen State Park.

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.