The Best Vacation Rentals to Book in Connecticut

In addition to Yale, Connecticut is a place to visit filled with cultural, creative and culinary delights
In addition to Yale, Connecticut is a place to visit filled with cultural, creative and culinary delights | Courtesy of Luxury Furnished Apartments by Hyatus Downtown at Yale / Expedia
Photo of Sandra Thomas
15 December 2021
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While Connecticut is home to Yale University – the third-oldest institution of higher education in the US – it’s also a place of adventure, arts and culture, culinary crusades and rest and relaxation. Bordered by water, beach vacations are a popular option here – especially with a stop at a roadside clam shack. Adventure seekers can get their thrill skiing or zip-lining – while visitors looking to relax can find their moment of zen at a luxury spa. Vacation rentals in Connecticut come varied, but here are a few of our favorites – bookable on Culture Trip.

Luxury Furnished Apartments by Hyatus at Amistad Park

Lounge room at Luxury Furnished Apartments by Hyatus at Amistad Park
Courtesy of Hyatus at Amistad Park / Booking.com

A stay at Luxury Furnished Apartments by Hyatus at Amistad Park in New Haven means guests are within walking distance of Yale University Art Gallery, Yale Center for British Art, Shubert Theater and Yale-New Haven Hospital. The central location of this vacation rental in Connecticut makes it ideal for students or families visiting Yale University, work trips, or visitors who simply want to explore the region. With a well-equipped kitchen and nearby markets loaded with fresh, local ingredients, there’s no need to eat out every night – unless you want to.

The Inn at Fairfield Beach

Modern exterior of the Inn at Fairfield Beach
Courtesy of rhe Inn at Fairfield Beach / Booking.com

The Inn at Fairfield Beach flawlessly blends New England charm and New York City sophistication – just across the street from the Connecticut shoreline – so guests can move from the comfort of their room to surf and spray in just moments. The inn also has sun loungers with umbrellas for guests into serious relaxation. Kitchenettes mean guests can choose between dining in or eating out at one of the many nearby eateries. For larger groups, this vacation rental in Connecticut offers two beach cottages within walking distance of the beach – ideal for extended stays.

Oakwood at Hartford 21

Oakwood at Hartford 21 offers multiple styles of accommodations to choose from – all with business-friendly amenities designed with busy students and business travelers in mind. Located in Hartford, this vacation rental in Connecticut makes for a great base camp for exploring – whether it’s a visit to the Xfinity Theatre and Theater Works or the Old State House and Butler McCook House and Garden. Sports fans and music lovers are also close to XL Center and Dunkin’ Donuts Park.

Immutech East Coast Elite Vacation House

Double room at Immutech East Coast Elite Vacation House
Courtesy of Immutech East Coast Elite Vacation House / Expedia
With its own private pool, Immutech East Coast Elite Vacation House is the luxury vacation rental in Connecticut guests can truly relax in. And, if great shopping and dining out are priorities when it comes to a vacation, the fact this accommodation is connected to a mall in Farmington with two restaurants is a definite bonus. This three-bedroom vacation rental in Connecticut also includes upscale amenities – such as private spa tubs and balconies or patios off each of the rooms.

Luxury Furnished Apartments by Hyatus Downtown at Yale

Double room at Luxury Furnished Apartments by Hyatus Downtown at Yale
Courtesy of Luxury Furnished Apartments by Hyatus Downtown at Yale / Expedia
Located in New Haven, Luxury Furnished Apartments by Hyatus Downtown at Yale is located in the city center near a train station – so there’s no need to rent a car. Nearby landmarks include the Knights of Columbus Museum and Shubert Theater – while the Yale Golf Course and Laurel View Country Club, Connecticut Children’s Museum and Peabody Museum of Natural History are just a short distance away. This smoke-free vacation rental in Connecticut includes an arcade/games room.

New Haven Village Suites

Outdoor dining area at New Haven Village Suites
Courtesy of New Haven Village Suites / Expedia

New Haven Village Suites – located in Log Wharf near Yale University – is a pet-friendly, all-suites aparthotel, ideal for travelers looking to stay one night, one week, or much longer. Budget-conscious guests will appreciate the freebies offered at this vacation rental in Connecticut, including breakfast, manager’s reception and parking. Harkness Tower and John Slade Ely House are popular landmarks – while some of the area’s attractions include the Connecticut Children’s Museum and Peabody Museum of Natural History. The Shoreline Trolley Museum and Robert Treat Farm are just a short distance away.

Stamford Suites

Double room at Stamford Suites
Courtesy of Stamford Suites / Booking.com

Stamford Suites Hotel is conveniently located on Bedford Street within a few minutes walk to the city center – considered the best restaurant row and entertainment district in the area. From shopping at the Stamford Town Center to the Bow Tie Cinemas, Stamford is a one-stop-shop for both locals and travelers. This vacation rental in Connecticut offers easy access to I-95 and the Metro-North Railroad Station – New York City is just an hour away. This all-suites boutique hotel is a mix of art deco and Asian décors and includes a high-end antique collection.

Kasa New Haven near Yale University

Double room at Kasa New Haven Near Yale University
Courtesy of Kasa New Haven Near Yale University / Booking.com

Kasa New Haven Apartments near Yale University is located across the street from New Haven Green – a 16-acre (6.5ha) park and recreation area – and next door to the historic buildings of Old Campus, the former home of the university. The apartments have well-equipped kitchens, but considering this vacation rental in Connecticut is just a short walk away from several bars and restaurants, guests have a choice on how they spend their time. A 24-hour fitness center allows guests to get that workout in – no matter what their schedule is.

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