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94 New Haven Holiday Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews.
Compare New Haven holiday rentals from 6 rental sites including Booking.com, HomeAway, HRS Holidays and more, from $50 a night.

New Haven Information

About New Haven

New Haven is filled with culture. Spend your days exploring the history of the U.S., or shopping at one of the many outlet shopping centers in the area. At night, the city stays alive with concerts, clubs, and theatre performances happening almost all the time. No matter what you came for, you’ll never be bored in this New England city.

Things To Do In New Haven

New Haven may be a historical landmark, but there are still plenty of fun things to do besides go to museums. To fulfill your shopping needs, check out the Clinton Crossing Premium Outlets to stop in all of your favorite stores, or find some fun New Haven antiques along New Haven’s Chapel Street. If you want to check out some artwork this summer, be sure to be in town for the two-week long International Festival of Arts and Ideas, where performers and artists from around the world gather to show off their talents, as well as give lectures and provide family fun events. If you do happen to have a knack for history, the New Haven Museum does a wonderful job and wrapping up all the history of the town, from events like the first settlement in the area to some great inventors like Eli Whitney. You can also take a tour of Yale University, one of the most prestigious universities in the country, with all the history to prove it. Looking to spend the day by the beach? Hammonasset Beach State Park is the place to be for a relaxing day by the water. For some fun after hours, BAR provides both food and entertainment as one of New Haven’s most popular dance clubs; and Firehouse 12 offers a more relaxed setting with a modern lounge area and jazz music.

New Haven Day Trips

There are many different day trips you can take from New Haven. Get in the car and head about three hours northeast and you can find yourself in Cape Cod, perfect for biking or spending the day out by the beach. Head a little more north for two hours and you’ll arrive in Boston, where you can explore historic places like Harvard College or Walden Pond. For just a bit of a longer journey, you can drive three hours up to Vermont to visit the original Ben & Jerry’s, and continue to enjoy the New England lifestyle. If you’re looking to head south for the day, hop on a train at the Amtrak station and spend the day in New York City, for a fun day filled with shopping and sightseeing. If the Big Apple sounds a little too hectic for your taste, you can take a longer bus ride down to Washington D.C. and explore the capital and all its monuments. Feeling a beach day? Make the one-hour drive to Scarsdale, CT and visit Old Lyme, a beautiful beach where you can relax or shop the day away.

New Haven Accommodation

Tripping makes it easy to find a place to stay in New Haven, no matter what your taste may be or how long your stay is. If you want to stay near downtown New Haven, we’ve got apartments and houses for rent near Yale University, as well as rooms right in the heart of the city. For an ocean getaway, we have a surplus of beachfront homes available all along the coast of New Haven, ranging from small and simple to large and luxurious. For a peaceful stay that’s not too close to the beach, we offer many hotel and apartment options that are in the more residential areas of New Haven. Whatever you have prepared for your stay, we’ve got the perfect place to tie your vacation together on Tripping. Book your vacation rental today!

Transportation In New Haven

Getting around New Haven can be done many different ways, depending on where you’re headed. Union Station offers an Amtrak train for any ventures up north, with connections between New York and Boston. The Metro North railroad at Union Station will take you right to Grand Central Station in NYC, so hop on this train for your day trip to the city. The local train in the area is New Haven’s Shore Line East (SLE), and operates between New Haven and Old Saybrook daily. For some sea travel, Bridgeport and Port Jefferson Steamboat Co., as well as Cross Sound Ferry Services Inc., offer both vehicle and passenger transportation to Long Island, NY year round. There are also local bus services than run through both the greater New Haven area, as well as downtown New Haven. For car rental service, there are a variety of different car rental agencies in the area, including Hertz, Enterprise, and Avis.

Vacation Rentals in New Haven

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, New Haven offers 70 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in New Haven start at an average price of $211 a night with long-term rentals averaging $1300 a month.

These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 44 of New Haven’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 8 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 28 vacation home rentals.

Traveling with your dog or cat? Choose from 14 pet-friendly rentals in New Haven that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go!

Search properties from 6 vacation rental sites in New Haven where the top providers in that area are Booking.com, HomeAway, and HRS Holidays. There are 21 Booking.com rentals, 19 HomeAway short term rentals and 14 HRS Holidays vacation rentals.