Holiday Rentals in New Haven, CT

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New Haven, CT holiday rentals
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Best Holiday rentals and Airbnb offers in New Haven, CT

Search Holiday Rentals near the Heart of the City in New Haven, CT

Reconnect with your partner at secluded holiday rentals for couples in New Haven, CT, offering intimate settings for a city break.

Stylish Wooster Square Home Walk To Yale - New Haven, CT
9.6 5 reviews

Stylish Wooster Square Home Walk To Yale

apartment, New Haven
This New Haven flat is located in the Downtown district, offering easy access to Yale Golf Course (approximately 4.5 kilometres away) and Stony Creek Brewery, with West Rock Ridge State Park and Quinnipiac River State Park also nearby for outdoor pursuits.
This well-appointed flat accommodates up to five guests and features a fully equipped kitchen with a microwave and dishwasher, air conditioning, parking, and allows pets up to 20.4 kilograms with prior approval.
Central 2br Near Yale Wifi With Washer And Dryer - New Haven, CT
9.5 7 reviews

Central 2br Near Yale Wifi With Washer And Dryer

apartment, New Haven
This New Haven apartment is centrally located, less than 1 kilometre from Yale University and City Hall, offering easy access to the Yale Bowl and Tweed-New Haven Airport (approximately 6km away).
The one-bedroom, one-bathroom flat sleeps nine guests, includes WiFi, on-site parking, an in-unit washer/dryer, a fully equipped kitchen, and a flat-screen TV.
Château Blanc | Near Yale University - New Haven, CT
8.6 9 reviews

Château Blanc | Near Yale University

apartment, New Haven
This studio flat is located in the Dwight district of New Haven, a short 0.5 kilometre walk from Yale University, offering convenient access to local attractions and amenities.
This 55 square metre apartment accommodates up to three guests, featuring one bedroom and one bathroom, a fully equipped kitchen with a fridge and microwave, air conditioning, on-site laundry, a fitness centre, and a dedicated workspace, with pets allowed for an additional fee.
King Spacious Yale Getaway Near Wooster Sq Park - New Haven, CT
10 23 reviews

King Spacious Yale Getaway Near Wooster Sq Park

apartment, New Haven
This 1-bedroom flat is situated in New Haven's Wooster Square district, just 180 metres from Wooster Square Park and a short walk from the city's famous pizza establishments and shopping areas, perfect for exploring Yale.
This pet-friendly apartment accommodates up to four guests with a king bed and sofa bed, offering a modern kitchen with stainless steel appliances, in-unit laundry, dedicated parking for one car, and convenient self-check-in via a smart lock.

Best New Haven, CT holiday rentals with air conditioning

1 Bdr | Wooster Square Little Italy - New Haven, CT
9.6 148 reviews

1 Bdr | Wooster Square Little Italy

apartment, New Haven
This New Haven apartment is situated in Wooster Square, a historic Italian neighbourhood, within walking distance of Yale University and Frank Pepe Pizzeria Napoletana.
The one-bedroom flat sleeps three guests, features a fully equipped kitchen, on-site laundry, two off-street parking spaces, and a shared outdoor porch, offering convenient access to local amenities and attractions.
The Pearl Garden, New Haven - New Haven, CT
9.5 4 reviews

The Pearl Garden, New Haven

apartment, New Haven
This charming apartment is situated in a historic residential neighbourhood in New Haven, just a 2.4km walk from the Quinnipiac River and a 24km drive from Yale University. The apartment has received excellent user, location, and cleanliness ratings, making it a great choice for travellers.
The self-catering apartment offers one bedroom and one bathroom, comfortably accommodating up to two guests. It features a fully equipped kitchen, a spacious dining area, and a sunroom with river views, as well as modern amenities like a rain shower and a bidet. Guests can enjoy easy access to local activities like kayaking, cycling, and birdwatching along the Quinnipiac River.
Beautiful Wooster Sq. Getaway - Great Neighborhood - New Haven, CT
9.8 74 reviews

Beautiful Wooster Sq. Getaway - Great Neighborhood

apartment, New Haven
This recently renovated two-bedroom apartment in New Haven's Wooster Square neighbourhood is a 17-minute walk from Yale University, 5km from the Yale Bowl, and 6km from Tweed-New Haven Airport.
The self-catering flat offers free Wi-Fi, on-site parking, a dishwasher, and a family-friendly restaurant, comfortably accommodating families or small groups.
Charming Wooster Square Home Near Famous Pizza - New Haven, CT
No reviews

Charming Wooster Square Home Near Famous Pizza

apartment, New Haven
This flat is located in New Haven's historic Wooster Square, a few blocks from famous pizzerias like Frank Pepe's and Sally's Apizza, and within 1.5 kilometres of Yale University and downtown.
This accommodation offers two bedrooms, sleeping up to four guests, with a king and a full-sized bed, a fully equipped kitchen, dedicated workspaces, in-unit laundry, and complimentary off-street parking.

Frequently asked questions about holiday rentals in New Haven, CT

  • What should a first-time visitor not miss in New Haven, CT?

    You'll want to visit Yale University, take a walk around the New Haven Green, and enjoy some of the delicious pizzas at the many local pizzerias. You can also check out the Yale Peabody Museum of Natural History or the Beinecke Rare Book & Manuscript Library, both of which are on the Yale campus.
  • What are the best Airbnb and holiday rentals in New Haven, CT?

  • Which neighborhood in New Haven, CT should you consider for a vacation rental?

    The East Rock neighbourhood is a great choice for a vacation rental. It's within walking distance of downtown and offers stunning views from East Rock Park. You could also consider the Wooster Square neighbourhood, which is known for its charming Italian restaurants and shops.
  • What are the most popular Airbnbs in New Haven, CT?

  • What are the top family-friendly attractions in New Haven, CT?

    The Yale Peabody Museum of Natural History is a great place for kids of all ages. The Connecticut Children's Museum is also a popular spot. If you want some outdoor fun, head to East Rock Park, which has a playground, hiking trails, and a pond.
  • What are the best holiday rentals with a pool in New Haven, CT?

  • When is the best time to book a vacation rental in New Haven, CT?

    It's best to book your vacation rental in New Haven a few months in advance, especially if you're travelling during peak season, which is from May to October. You'll find that prices tend to be higher during these months.
  • What are the best rentals for families and kids in New Haven, CT?

  • What events or festivals should visitors check out in and around New Haven, CT?

    The International Festival of Arts & Ideas takes place in June and features performances, exhibitions, and workshops. The New Haven Food Truck Festival happens in September and brings together some of the best food trucks in the region. You can also check out the New Haven Pride Festival in June.
  • What are the best rentals or Airbnbs with a jacuzzi in New Haven, CT?

  • What are the best budget-friendly activities in New Haven, CT?

    You can enjoy a free walking tour of downtown New Haven, visit the free exhibits at the Yale Center for British Art, or take a stroll through the New Haven Green. There are also many free concerts and events held throughout the year in New Haven.
  • What are the best restaurants with local dishes in New Haven, CT?

    For a truly local experience, try a New Haven-style pizza. Some of the most popular pizzerias include Pepe's, Sally's, and Modern Apizza. For seafood, head to The Union League Cafe or The Ordinary. If you are looking for something a bit more upscale, try The Kitchen, which has a focus on seasonal ingredients.
  • What are the best walking or cycling routes in New Haven, CT?

    The Farmington Canal Heritage Trail is a great option for a leisurely walk or bike ride. It stretches for 80km and passes through scenic areas, including the West Rock Ridge State Park. You can also take a walk around the New Haven Green, which is a beautiful park in the heart of the city.
  • Are there pet-friendly attractions in New Haven, CT?

    Many of the parks in New Haven are pet-friendly, including East Rock Park and the New Haven Green. Some restaurants also have outdoor patios that are dog-friendly. You can check with individual businesses to see if they allow pets.
  • What are the benefits of choosing a vacation rental in New Haven, CT?

    Vacation rentals offer more space and privacy than a hotel room. They are also often located in more residential areas, which can give you a better feel for the city. You can also save money by cooking your own meals in the rental's kitchen.
  • What are the top sports attractions and facilities in New Haven, CT?

    Yale University is home to a number of sports facilities, including the Yale Bowl, which is a historic football stadium. The New Haven Green also hosts a variety of sporting events throughout the year. You can also check out the Yale Athletics website for information on upcoming games and events.

Popular destinations

Top Holiday Rentals with a Balcony in New Haven, CT

Having city skyline views from your own balcony in New Haven, CT is a detail that truly elevates your stay. Explore our holiday rentals and

Landing | Stylish 1bd, Yoga Studio, Pool - New Haven, CT
No reviews

Landing | Stylish 1bd, Yoga Studio, Pool

studio, New Haven
This New Haven flat is situated in the Newhallville district, offering convenient access to cultural sites such as Woolsey Hall and the Peabody Museum, as well as historical landmarks like Grove Street Cemetery and Harkness Tower, all within a short distance.
This fully-furnished 64 square meter residence provides accommodation for up to two guests, featuring a full kitchen, in-unit laundry, fast WiFi, a dedicated workspace, and access to an expansive rooftop deck with firepits and a state-of-the-art golf simulator, ideal for both short-term and extended stays.
 - New Haven, CT
No reviews

apartment, New Haven
This central New Haven flat offers a prime location, placing you within easy reach of Yale University, the historic New Haven Green, and the Shubert Theatre, with acclaimed pizzerias and the New Haven Museum also conveniently accessible.
This one-bedroom flat accommodates up to 15 guests, featuring a kitchen, air conditioning, and a terrace or balcony, with pets allowed and Wi-Fi provided, requiring photo ID and credit card on arrival.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound - New Haven, CT
10 154 reviews

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

apartment, Milford
This charming house is located directly across from Woodmont Beach in Milford, Connecticut, a 16km drive from New Haven and a 1.6km drive from the Milford Metro North Train Station. The property has received excellent user ratings and is perfect for families or large groups.
This spacious 6-bedroom property can accommodate up to 12 guests, offering 325 square metres of living space. The house features a fully equipped kitchen, two dishwashers, a washer and dryer, a Weber grill, a ping pong table, a baby grand piano, and a private garden.
Spacious Modern Beach House, Perfect For Families - New Haven, CT
9.8 75 reviews

Spacious Modern Beach House, Perfect For Families

apartment, Branford
This charming house is situated just 1.6km from Double Beach and within 5km of Branford Hills Plaza Shopping Center and East Haven Town Beach, offering a peaceful seaside atmosphere. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious dwelling spans 232 square meters and comfortably accommodates up to 12 guests. The property boasts a range of amenities, including a fully equipped kitchen, a relaxing Jacuzzi, a private terrace, and a beautiful garden, making it ideal for families and groups seeking a comfortable and enjoyable stay.

Explore Holiday Rentals for Families in New Haven, CT

Getting the holiday rental right makes all the difference for a family trip to New Haven, CT. Find city attractions within easy reach. Start comparing now.

Ranch Style Living At Its Best With Country Garden & Patio! - New Haven, CT
9.2 22 reviews

Ranch Style Living At Its Best With Country Garden & Patio!

apartment, North Haven
This charming ranch-style property is located in North Haven, Connecticut, just a short drive from both New Haven Harbour and Quinnipiac River State Park. The farm has received excellent user ratings and is a popular choice for families and groups.
The property has three bedrooms and one bathroom, comfortably accommodating up to four guests. The farm offers a range of amenities including a spacious backyard, a country garden, a well-equipped kitchen with modern appliances, a washer and dryer, and a kayak and bike for exploring the local area.
46 M² Studio Flat ∙ 1 Bedroom ∙ 1 Guest - New Haven, CT
No reviews

46 M² Studio Flat ∙ 1 Bedroom ∙ 1 Guest

studio, New Haven
Book this Holiday rental for 1 person. You will be based in New Haven.
Facilities and services include air conditioning, an iron and a fridge. This apartment is very convenient for families.
Cozy Coastal Retreat Near Beaches & Yale - New Haven, CT
10 33 reviews

Cozy Coastal Retreat Near Beaches & Yale

apartment, New Haven
This New Haven cottage, a short walk from Tweed-New Haven Airport and local parks, offers easy access to beaches and the city centre.
The two-bedroom, one-bathroom property sleeps four, features a fully equipped kitchen with vintage cookware, a smart TV, and provides seasonal beach essentials (Memorial Day to Labor Day).
3 Br Apartment In West Haven Near Unh, Yale - New Haven, CT
9.8 12 reviews

3 Br Apartment In West Haven Near Unh, Yale

apartment, West Haven
This West Haven apartment, ideal for families or solo travellers, sleeps five and offers three bedrooms, one bathroom, a garden, parking, and internet access.
The self-catering flat includes a fridge, microwave, and dishwasher, and is conveniently located in West Haven (precise location unspecified), offering easy access to local amenities and attractions.

Popular Holiday Rentals with Parking in New Haven, CT

Free on-site parking comes with these holiday rentals in New Haven, CT, allowing you to focus on the city centre from day one.

Cozy Gem In The Heart Of East Rock With Free Parking Near Yale And Dt - New Haven, CT
9.7 375 reviews

Cozy Gem In The Heart Of East Rock With Free Parking Near Yale And Dt

apartment, New Haven
The Brick: Rooftop Deck Home. Walk To Yale! - New Haven, CT
8.6 8 reviews

The Brick: Rooftop Deck Home. Walk To Yale!

apartment, New Haven
Free Parking | Walk To Yale & Frank Pepes - New Haven, CT
9.1 13 reviews

Free Parking | Walk To Yale & Frank Pepes

apartment, New Haven
A Brick's Throw Away To Sally's! - New Haven, CT
9.8 6 reviews

A Brick's Throw Away To Sally's!

apartment, New Haven

Handpicked Luxury Holiday Rentals in New Haven, CT

For those who appreciate quality, a high-end holiday rental in New Haven, CT delivers on every front. Find the one that suits your style.

Green Galore! Lovely 2 Bedroom Apt In Annex Area - New Haven, CT
9.3 102 reviews

Green Galore! Lovely 2 Bedroom Apt In Annex Area

apartment, New Haven

Our Favourite Dog-Friendly Self-Catering Holiday Rentals in New Haven, CT

No need to leave your dog behind in New Haven, CT. Our holiday rentals offer proximity to dog parks and lovely city walks.

Modern Loft Near Yale And Wooster Square + Parking - New Haven, CT
10 1 review

Modern Loft Near Yale And Wooster Square + Parking

apartment, New Haven
Bright Downtown Studio Near Yale & East Rock! - New Haven, CT
9.2 16 reviews

Bright Downtown Studio Near Yale & East Rock!

studio, New Haven
One Bedroom  In United States Of America, New Haven - New Haven, CT
9.0 2 reviews

One Bedroom In United States Of America, New Haven

apartment, New Haven
Dtwn Yale | Sauna+gym | Free Parking | Near Ynhh - New Haven, CT
No reviews

Dtwn Yale | Sauna+gym | Free Parking | Near Ynhh

apartment, New Haven

Compare Holiday Rentals with a Pool in New Haven, CT

A holiday rental or Airbnb with a swimming pool in New Haven, CT is a brilliant base for a proper swim in the heart of the city. Explore the top ones!

Upstairs Stay With Shared Pool Near Yale - New Haven, CT
9.4 119 reviews

Upstairs Stay With Shared Pool Near Yale

apartment, New Haven
Cozy 3 Bedroom Minutes From Yale And The Beach - New Haven, CT
9.0 9 reviews

Cozy 3 Bedroom Minutes From Yale And The Beach

apartment, West Haven
65 M² Apartment ∙ 1 Bedroom ∙ 4 Guests - New Haven, CT
No reviews

65 M² Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, New Haven
Modern Home With A Private Heated Pool And Jacuzzi - New Haven, CT
9.7 83 reviews

Modern Home With A Private Heated Pool And Jacuzzi

house, Hamden

Top-Rated Self-Catering Holiday Rentals with a Jacuzzi in New Haven, CT

A holiday rental with a hot tub in New Haven, CT is perfect for unwinding in private after exploring the city. Browse our top-rated options.

7mins To Yale I Entire House I Large Fenced Yard I King Bed I 3br I Group Gather - New Haven, CT
10 21 reviews

7mins To Yale I Entire House I Large Fenced Yard I King Bed I 3br I Group Gather

apartment, New Haven
Huge Home Near Beach Front With Pool And Hot Tub - New Haven, CT
No reviews

Huge Home Near Beach Front With Pool And Hot Tub

house, New Haven
Brand New Cozy Waterfront House W Jacuzzi - New Haven, CT
No reviews

Brand New Cozy Waterfront House W Jacuzzi

house, New Haven
7 Mins Drive To Yale, Large Fenced Yard - New Haven, CT
No reviews

7 Mins Drive To Yale, Large Fenced Yard

house, New Haven
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