The Hill holiday lettings

We found 108 holiday rentals — enter your dates for availability

Discover a selection of 17 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.

Why visit The Hill

  • Outdoor Activities: The Hill boasts beautiful beaches and state parks, perfect for nature enthusiasts and family outings.
  • Cultural Attractions: Discover local heritage at the Hill Museum and participate in the vibrant Hill Festival.
  • Charming Neighbourhood: Experience the warm community spirit of the upper Hill neighbourhood, filled with friendly locals.
  • Diverse Accommodation: Choose from a variety of lodging options, including cosy cottages and modern apartments, to suit your needs.
  • Proximity to Downtown: Enjoy easy access to downtown New Haven, offering excursions and activities for all budgets.

Popular types of accommodation around The Hill

You've chosen The Hill for your getaway, and now it’s time to find the perfect place to stay. From charming houses and cosy cottages to modern apartments, The Hill offers a variety of accommodation options. Consider individual apartments in vibrant Chapel Street or spacious homes in New Haven and Newhallville, ensuring you have a comfortable base to explore all that this delightful area has to offer.

  • Houses: The top choice for accommodation in The Hill, offering spacious and comfortable settings ideal for families and groups.
  • Cottages: A charming option for those seeking a quaint and cosy retreat in the area.
  • Apartments: Perfect for couples or solo travellers, providing a convenient and self-catering experience.
  • Condos: A popular choice for those who prefer modern amenities in a communal setting.
  • Villas: Luxurious and often spacious, villas are an excellent option for a more upscale stay.**

Top attractions near The Hill

The Hill in New Haven, Connecticut, is perfect for outdoor and cultural family holidays. Visitors can explore local attractions such as beautiful beaches, historic colleges, and state parks. Notable points of interest include the Hill Museum, Sodom Hill, and the Hill Festival, offering a delightful mix of activities for all ages. Whether you're seeking adventure or cultural experiences, The Hill has something to offer every traveller.

  • Yale University: A prestigious institution steeped in history and tradition, featuring stunning architecture and beautiful campus grounds. Visitors can explore its rich cultural atmosphere, making it a vibrant place for learning and discovery.
  • Yale University Art Gallery: An exceptional art museum showcasing an impressive collection of artworks from various periods and cultures. The gallery provides a unique cultural experience, perfect for art enthusiasts and casual visitors alike.
  • Yale Bowl: A historic sports stadium known for its distinctive architecture and significant role in American football. With a lively atmosphere during games, it offers a blend of sports excitement and cultural heritage.

Things to do recommended for couples

If you're seeking a romantic getaway, start with a concert at Woolsey Hall, a mere mile from The Hill. For adventure lovers, Waterski Connecticut offers thrilling water sports, only 6.2km away. Finally, indulge in romance at Gouveia Winery, situated 8.1km away, perfect for a delightful wine tasting experience.

Things to do recommended for families

Families visiting The Hill in New Haven can enjoy an active day at the Connecticut Sportsplex, unwind at the serene East Rock Park, or engage in fitness activities at the Payne Whitney Gymnasium, all offering fantastic experiences suitable for children and parents alike.

Things to do recommended for groups

Enjoy a night out at the Shubert Theatre for a cultural experience, indulge in some retail therapy at Westfield Connecticut Post Mall, or challenge your mates to a round of golf at the scenic Yale Golf Course. Each offers a unique vibe for your group adventure!

Booking with Vrbo is a breeze

Looking to cut costs on your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings due to fluctuating prices. Furthermore, opting for a longer stay often results in even better deals. To discover the ideal Vrbo accommodation that fits your budget, make use of our filters to refine your search by price, location, and type of holiday rental.

Where to stay near The Hill

The Hill in New Haven, Connecticut, offers a delightful blend of outdoor activities and cultural experiences, perfect for family-friendly vacations. Explore the charming upper Hill neighbourhood, where friendly locals and vibrant community spirit abound. Just a short journey to downtown, you’ll find excursions that cater to all budgets, making it an ideal base for discovering the rich atmosphere of New Haven and its surrounding areas.

  • New Haven: Situated merely 621m from The Hill, New Haven is a vibrant city steeped in culture and history. Known for its prestigious educational institutions, including the renowned Yale University, the city offers a wealth of cultural experiences. Explore the local shopping areas or catch a live music concert at one of the many venues. New Haven also boasts picturesque beaches and historic landmarks, making it a perfect destination for families and culture enthusiasts alike.
  • Milford: Located 5.0km from The Hill, Milford is a charming city that invites visitors to indulge in outdoor activities and family-friendly experiences. The city is known for its beautiful recreational areas and golf courses, providing ample opportunities for relaxation and leisure. Milford’s beaches are perfect for a family day out, where you can enjoy sunbathing or a seaside picnic. Additionally, the presence of historic educational institutions adds to the city’s allure.
  • West Haven: Just 1.2km from The Hill, West Haven is a delightful city that combines cultural experiences with outdoor fun. Its proximity to the beach and recreational areas makes it an ideal spot for families looking to enjoy nature. The city features a variety of shopping areas and educational venues, catering to diverse interests. Families will particularly appreciate the welcoming atmosphere and the array of activities available for all ages.

Best time to go to The Hill

If you're planning a trip to The Hill, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.3°F (-0.4°C)Light RainMostly SunnyLowSlightly Low
February32.4°F (0.2°C)Light RainMostly SunnyLowSlightly Low
March38.5°F (3.6°C)Light RainMostly SunnyLowSlightly Low
April48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
May58.3°F (14.6°C)Light RainMostly SunnyAverageAverage
June66.9°F (19.4°C)Light RainMostly SunnyHighSlightly High
July74.1°F (23.4°C)Light RainMostly SunnyHighSlightly High
August73.2°F (22.9°C)Light RainMostly SunnyHighSlightly High
September66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
October56.7°F (13.7°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly SunnyAverageAverage
December37.8°F (3.2°C)Light RainMostly SunnyAverageAverage

What do I need to keep in mind when booking a vacation around The Hill

Regardless of whether you're travelling with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays, it's important to apply the appropriate filters based on your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to The Hill with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas suitable for group gatherings. Thankfully, you can easily narrow down your options on Vrbo to include all these preferences and more.
  • Traveling to The Hill with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to The Hill: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting The Hill: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform where you can easily plan new holidays, resume your previous arrangements, or review and organise your travel itineraries. You'll discover your saved or booked properties neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin utilising Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental accommodation in The Hill?
According to our research, apartments are the most desirable type of property in The Hill. But naturally, everyone's idea of the perfect stay is bound to be different. Vrbo has holiday homes in a variety of sizes and shapes, and we'll help you locate your ideal fit.
How much does it cost to rent a holiday rental in The Hill?
Length of stay, season and property type are some factors that can affect the price of a holiday home. Simply click on your travel dates to find your dream escape. From cosy country cottages to plush villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in The Hill?
The average price for a holiday rental by the beach in The Hill depends on when you'll be there and the size and type of property you're looking for. You can find prices quickly and easily on Vrbo by entering your destination and travel dates. Then use our filters to pick the number of bedrooms and amenities important to you, like a pool, air conditioning and WiFi.
Are there pet-friendly holiday rentals in The Hill?
Yes. You can choose from 10 holiday rentals that allow pets in The Hill. Lots of our pet-friendly holiday rentals even come with an area outdoors for your four-legged friend to play in, complimentary treats, doggie beds and proximity to parks. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.
Can I rent a house with a pool in The Hill?
Add a whole other level of fun to your getaway by staying in one of the 10 houses with a private pool in The Hill. Use our search filter to find properties with pools on Vrbo, then spend your downtime splashing around in a swimming pool that's all your own.
What are popular rental amenities in The Hill?
A barbecue grill, a firepit and a garden head the list of most popular rental amenities in The Hill. Whether you're heading away as a party of one, with your spouse or a group of family members, Vrbo will help you find a holiday rental that matches your tastes with all the features you're looking for.
Are there large group holiday rentals in The Hill?
You'll find two properties in The Hill that can host a group of five or more people. From family reunions to a special event, these stays have enough space to kick back with the people you love.
Are there holiday rentals in The Hill that welcome kids?
With 10 family-friendly holiday properties to select from in The Hill, there's never been a better time to introduce the little ones to the magic of travel. Click on our "Properties good for families" filter to view stays that come with conveniences ideal for families on the move, such as kitchens, private pools, hot tubs and entertainment areas.
What are the top attractions for families in The Hill?
There are plenty of exciting things to do and see with the family in The Hill, such as:

  • Peabody Museum of Natural History
  • Connecticut Childrens Museum
  • New Haven Museum

Are there one-bedroom holiday rentals in The Hill?
The Hill has six one-bedroom rentals on offer. Often positioned in popular areas thanks to their compact size, a one-bedroom property is perfect if you're getting away with your partner or a pal. And with home comforts like air conditioning and more privacy than a standard hotel, you'll be able to kick back while enjoying this amazing destination.
Can I find two-bedroom holiday rentals in The Hill?
Pick from four two-bedroom holiday rentals in The Hill. Give the kids the second room or maybe fill it with a couple of your besties. There's ample space for whoever's fortunate enough to be joining your journey.
Are there holiday rentals with WiFi in The Hill?
Pick from 10 holiday rentals with WiFi in The Hill. If you'd like to disconnect from the world on your escape, but still want to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in The Hill?
The Hill has 10 holiday rentals where you can spend your days in air-conditioned comfort. To book a property on Vrbo offering this amenity, enter your preferred travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in The Hill?
Age restrictions can differ across properties on Vrbo, so look at the rules of the holiday rental in The Hill you want. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in The Hill for?
The length of time you can book a holiday rental in The Hill differs according to the property. Simply enter your chosen dates to display a list of options offering extended stays. With many creature comforts such as air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you're sure to discover someplace just right to call your home away from home in The Hill.

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