The Hill holiday rentals

We found 142 holiday rentals — enter your dates for availability
Discover a selection of 23 apartments and other holiday rentals in The Hill that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll have the amenities that you expect and more, including Wi-Fi and parking. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit The Hill for a holiday rental?
September is the best time to book a holiday rental in The Hill, Connecticut. This month marks the transition into the beautiful autumn season, attracting visitors eager to enjoy the stunning fall foliage and the crisp, refreshing air. The peak season runs from July to September, drawing in families and outdoor enthusiasts who flock to the area for its scenic parks and vibrant local events.During September, temperatures typically range from 10 to 20 degrees Celsius, making it an ideal time for outdoor activities such as hiking and biking along the picturesque trails. The warm days and cooler evenings create a comfortable atmosphere for exploring The Hill's charming neighbourhoods or participating in local festivals celebrating the harvest season.For those looking to save a bit on their holiday rental, May can be a more budget-friendly option. While it's slightly quieter, this month offers a chance to witness the blooming flora and enjoy the area's natural beauty without the summer crowds.
What are the top attractions in The Hill, Connecticut, United States of America?
In The Hill, Connecticut, visitors can enjoy a variety of attractions that showcase the area's charm and natural beauty. The picturesque East Rock Park is a highlight, offering scenic views, hiking trails, and picnic areas, making it ideal for outdoor enthusiasts. The park's summit provides panoramic vistas of New Haven and the surrounding landscape.Nearby, the historic Yale University campus in the Downtown area is worth exploring, with its stunning Gothic architecture and numerous museums, including the Yale University Art Gallery and the Peabody Museum of Natural History.The Hill is also conveniently close to the vibrant New Haven area, where visitors can indulge in the local culinary scene, famous for its pizza, and explore cultural venues such as the Shubert Theatre.For those interested in history, the nearby New Haven Green, a designated historic park, offers a glimpse into the city's past and often hosts community events and concerts.
Are all fees included in the The Hill holiday homes prices shown on Stayz?
Stayz 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 The Hill holiday homes with parking?
Stayz offers a wide selection of holiday homes in The Hill 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 The Hill holiday homes?
You can find great discounts on holiday homes in The Hill on Stayz, 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 The Hill holiday home booking on Stayz?
To find The Hill holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in The Hill?
A long-stay holiday home in The Hill 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 Stayz?
Stayz'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 The Hill holiday home?
Book your The Hill 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in The Hill?
Prices for holiday homes in The Hill 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. Stayz offers something for every taste and budget, from affordable homes in The Hill to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.