Prospect holiday homes

We found 149 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Prospect that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Prospect

Showing deals for:18 Dec - 25 Dec

Living Room
Sunset
Kitchen
Bedroom 1: King
Exceptional
(9 reviews)

6-Acre Luxurious Country Home with Goddess Point Lookout

Woodbury

8% off
NZ$21,922
for 7 nights, 1 home
NZ$3,132 per night
includes taxes & fees
6-Acre Luxurious Country Home with Goddess Point Lookout
Entrance
Summer; forest view
3rd sleeping area with ground-floor walkout
Winter; main room
Exceptional
(8 reviews)

Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes

Waterbury

8% off
NZ$5,095
for 7 nights, 1 cabin
NZ$728 per night
includes taxes & fees
Peaceful Wooded Retreat – Quiet Escape, Close to Wolcott Lakes
New refrigerator, microwave, air fryer, coffee maker 2022
small, covered front porch on cottage
Interior
Lovely rolling 8 Acre farmland is shared with the main house
Exceptional
(9 reviews)

Clean & Bright 2 Bedroom Cottage shares 8 Acres

Southbury

16% off
NZ$4,258
for 7 nights, 1 cottage
NZ$608 per night
includes taxes & fees
Clean & Bright 2 Bedroom Cottage shares 8 Acres
Private kitchen
Property grounds
Exterior
Living area
Exceptional
(15 reviews)

Cozy cottage with AC and lake access in charming Connecticut suburb.

Watertown

8% off
NZ$2,527
for 7 nights, 1 cottage
NZ$361 per night
includes taxes & fees
Cozy cottage with AC and lake access in charming Connecticut suburb.
Interior
Private kitchen
Private kitchen
Dining
Very good
(9 reviews)

Excellent Home Away From Home

Waterbury

16% off
NZ$2,591
for 7 nights, 1 home
NZ$370 per night
includes taxes & fees
Excellent Home Away From Home
Entryway Stairs
View of the Pond
Kitchen
Bathroom
Exceptional
(7 reviews)

Private Apartment in Southbury 101

Southbury

8% off
NZ$2,749
for 7 nights, 1 apartment
NZ$393 per night
includes taxes & fees
Private Apartment in Southbury 101
Living area
Pool
Living area
Interior
Exceptional
(7 reviews)

Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4

Southbury

8% off
NZ$2,142
for 7 nights, 1 apartment
NZ$306 per night
includes taxes & fees
Southbury Charming Studio Retreat on Beautiful Grounds — Sleeps 4
Outdoors
Open Concept Living Room, Dining Room, Kitchen
Dining Room
Queen Bedroom
Wonderful
(6 reviews)

Private Apartment in Southbury 102

Southbury

8% off
NZ$2,507
for 7 nights, 1 apartment
NZ$358 per night
includes taxes & fees
Private Apartment in Southbury 102

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Head to the historical city of Prospect

Enjoy the history and other features of Prospect. This city's golfing, football matches and bars draw many visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Prospect

Do you want to discover top things to see and do in the area? Venture out of your holiday home and experience everything that makes Prospect a fun place to get away to. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Cheshire Hollow Farm (5 mi / 8 km)
  • Mount Southington Ski Area (6.2 mi / 9.9 km)
  • Quassy Amusement Park (9 mi / 14.6 km)
  • Lake Compounce (9.8 mi / 15.8 km)
  • Powder Ridge Mountain Park and Resort (12.3 mi / 19.8 km)
  • The Christmas Shop (15.1 mi / 24.3 km)

Exploring the natural landscape of Prospect

Whether you're an active traveller or just want to take in the scenery, Prospect is a great place to get out in nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Waterbury Green (4.9 mi / 7.9 km)
  • Beacon Falls Town Recreation Field (6.4 mi / 10.4 km)
  • Mount Carmel (6.6 mi / 10.6 km)
  • Lake Quassapaug (9.2 mi / 14.8 km)
  • Lake Beseck Beach (12.7 mi / 20.4 km)
  • East Rock Park (12.8 mi / 20.6 km)

Transport to and around Prospect

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 8.4 mi (13.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.7 mi (26.9 km) away.

Frequently asked questions

What is the best area to stay in Prospect when booking a holiday rental?
When considering a holiday rental in Prospect, Connecticut, a lovely area to stay is the neighbourhood surrounding the scenic Prospect Town Green. This charming area offers a quaint, community-oriented atmosphere, superb for those looking to enjoy a peaceful getaway. It's a relatively small neighbourhood, which contributes to its intimate feel, and you can find a variety of properties that cater to different preferences.Nearby, you can explore the beautiful Prospect Land Trust, which features trails and natural beauty, ideal for walking or biking. Another highlight is the Prospect Historical Society Museum, where you can delve into the local history and culture. The combination of outdoor activities and cultural attractions makes this area an inviting choice for holidaymakers.
When is the best time to visit Prospect for a holiday rental?
July is the most popular month to visit Prospect, Connecticut, making it an ideal time for holiday rentals. During the peak season from June to August, visitors flock to the area to enjoy warm summer days filled with outdoor activities, family gatherings, and local events. The pleasant climate, typically ranging from 20 to 30 degrees Celsius, creates a ideal setting for exploring scenic parks, taking leisurely walks, or enjoying a picnic by the serene waterfront.If you prefer a quieter experience with fewer crowds, consider planning your visit in December. This lower season can be a lovely time to enjoy the festive atmosphere and explore the charming town adorned with seasonal decorations. While temperatures can drop to around 0 degrees Celsius, the crisp air provides a refreshing backdrop for winter strolls and cosy evenings.
What are the top attractions in Prospect?
In Prospect, Connecticut, visitors can enjoy several local attractions that showcase the charm of this small town. One great spot is the Prospect Farmer's Market, which operates seasonally and offers fresh produce, local crafts, and a friendly community atmosphere. The town is also home to the beautiful Naugatuck State Forest, providing ample opportunities for hiking, birdwatching, and enjoying nature.For those interested in history, the Prospect Historical Society offers insights into the town's past and hosts various events throughout the year. Nearby, the Waterbury area features additional attractions such as the Mattatuck Museum and the Palace Theater, which are easily accessible for day trips.
Are all fees included in the Prospect holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Prospect holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Prospect with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Prospect holiday homes?
You can find great discounts on holiday homes in Prospect on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Prospect holiday home booking on Bookabach?
To find Prospect holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Prospect?
A long-stay holiday home in Prospect is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Prospect holiday home?
Book your Prospect holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Prospect?
Prices for holiday homes in Prospect vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Prospect to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.