
Holiday houses in Prospect
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Top-rated holiday rentals in Prospect
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Prospect
Superhost

Apartment in Wallingford
4.79 out of 5 average rating, 19 reviewsSeasons Hospitality Cozy 1BR Center of Town
EfekanRating, 5 stars6 days ago
The place was super clean and well stocked with spices and kitchen supplies . The location was great.Many restaurants and shops were within walking distance. The only downside was that the location is right by a train track which can be a disturbance for light sleepers. But to be fair most of the town consists of train tracks. Karl also provided earplugs too just in case. Overall we had a wonderful stay and would be lucky to go back.
Top Guest favourite

Barn in Roxbury
5 out of 5 average rating, 44 reviewsFully Renovated Rural Barn
XenaRating, 5 stars3 weeks ago
My sister and I stayed at Kevin and Mina’s beautiful barn for 5 days. It was the perfect home base as we traveled through the neighboring towns on the Gilmore Girls trail. The house itself was specious, clean, well-decorated, and comfortable. It was great having the flexibility of enjoying the natural sunlight with the skylights open during the day and being able to sleep in a little with them closed overnight. Would definitely stay here again!
Guest favourite

Apartment in Meriden
4.92 out of 5 average rating, 26 reviewsHillside Retreat
OliviaRating, 5 stars1 month ago
this place is absolutely beautiful and i will 100% be staying here again, the location is amazing and there’s food places and stuff to do so close by, we loved staying here it’s beautiful ♥️
Guest favourite

Guest suite in Wolcott
4.9 out of 5 average rating, 59 reviewsModern cozy, pet friendly
OhithaRating, 5 stars1 month ago
I had a wonderful stay at Altin’s guest suite in Wolcott, CT. The home is beautifully designed with modern interiors and thoughtful touches throughout. I especially loved the kitchen—it’s highly modernized with quality equipment and sleek finishes, making cooking a real pleasure. The bedroom felt luxurious and inviting, perfect for relaxing after a long day. The bathroom was another highlight—very spacious, clean, and updated with a modern look. The living area offered plenty of space to unwind, and the elegant staircase in the middle of the hallway gave the suite a grand and stylish feel—it’s truly a standout feature that adds a touch of luxury to the home. The large windows, high ceilings, and serene backyard made the entire space feel open and peaceful. Fast WiFi, a dedicated workspace, and clear, responsive communication from the host made the stay even better. I’d highly recommend this place to anyone looking for a high-quality, modern, and spacious stay.
Top Guest favourite

Cottage in Plymouth
5 out of 5 average rating, 19 reviewsLakefront Escape | Cool Tub•Game Room•Dog-Friendly
AllysonRating, 5 stars1 week ago
Absolutely stunning views and peaceful vibes at this sweet cottage!!! Totally exceeded my expectations. Book now or you’ll regret it!!!
Guest favourite

Apartment in Waterbury
4.92 out of 5 average rating, 72 reviewsHome away from home
Andrew,BrianRating, 5 stars1 week ago
My friends and I (4 adults) had a fun couples weekend and really appreciated the stay! The space was a great size for all of us, and it had a lot of thoughtful touches like extra towels, clear instructions, and even games to play together. We had a great time and, despite a few things we noticed, it was overall a good stay and I’d probably stay again. Pros: • When we first walked in, the place smelled super clean • Spacious enough for four adults to feel comfortable • Extra essentials provided in case we forgot anything • Convenient and easy parking • Tons of games to play, which was such a nice touch • Ice already stocked in the freezer • Clear instructions and a very welcoming host • location, close to all the places we planned to visit Cons: • We found a bug in one of the rooms that was a beetle and the host was super helpful with that situation • There was hair on the beds, in the shower, and even in some cups in the kitchen . Neighbourhood caught us off guard.
Top Guest favourite

Guest suite in Watertown
5 out of 5 average rating, 73 reviewsPrivate King suite w/ separate entry-Walk to Taft!
DeniseRating, 5 stars3 weeks ago
Easy to find when I figured out the gravel driveway. Every detail was considered, even the small items. Hosts very responsive when I needed something. This is the PERFECT location for Taft parents.
Guest favourite

Guesthouse in Watertown
4.89 out of 5 average rating, 35 reviewsPrivate studio guesthouse
JulianRating, 5 stars2 days ago
We had a great and quiet stay with Ray. The Airbnb was very private, cozy and clean with dedicated parking spot, pathway and it’s easy access private entrance. The Airbnb is near everything, yet really quiet and it made our stay perfect. It’s also very close to the Hollister House Garden that we visited on our stay.
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- Fairfield Beach
- Yale University
- Six Flags New England
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Thunder Ridge Ski Area
- Woodmont Beach
- Seaside Beach
- Quotonset Beach
- Bushnell Park
- Calf Pasture Beach
- Jennings Beach
- Silver Sands Beach
- Bash Bish Falls State Park
- Sunken Meadow State Park
- Centerport Beach
- South Jamesport Beach
- Clinton Town Beach
- Sherwood Island State Park
- Caumsett State Park
- Cedar Beach
- Bayview Beach
- Long Island Aquarium