Holiday rentals in New Haven

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Top-rated holiday rentals in New Haven

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Guest favourite
A modern living space features a blue sofa, a white coffee table, and a textured gray area rug. A television sits on a black stand, with light wood flooring throughout. Dining chairs and a table are visible in the background, enhancing the open layout.
Flat in Dwight
4.94 out of 5 average rating, 133 reviews

Modern Downtown Stay Near Yale • Rooftop • Gym

Come and stay at this luxury, modern one-bedroom apartment just steps away from Yale! With Broadway just around the corner and some of New Haven’s best Pizza a stone’s throw away you’d be hard-pressed to find a better location for your stay. Enjoy cooking up a nice dinner at home one night using the fully-equipped kitchen provided. Spend the evening on the rooftop terrace watching the sunset over the city skyline before tucking in for the night. Use the downstairs gym for a morning workout.

Top guest favourite
An expansive patio extends towards the shimmering waters of Long Island Sound, featuring lounge chairs and a dining table with an umbrella. Decorative planters and lanterns are arranged along the patio edge, complementing the serene waterfront view.
Flat in Milford
4.97 out of 5 average rating, 616 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Top guest favourite
A cozy living space features a light-colored sofa with yellow accents, positioned beside a small round table. A striped area rug adds texture to the hardwood floor. Bright natural light enters through nearby windows, illuminating the space and connecting to the kitchen and bathroom beyond.
Flat in Dwight
4.98 out of 5 average rating, 268 reviews

Bright 1 BR Apt Steps From Yale

Enjoy a bright and cozy 1 bedroom apartment just 2 blocks from the Yale campus and The Shops at Yale. Located in a 3 unit brick building, designated as a property on The National Register of Historic Places, this small renovated 2nd floor apartment maintains the characteristics of the building's original design, while providing all amenities needed for a comfortable stay. Convenient free off street parking provided. Great shops, restaurants, nightlife, and museums can all be accessed by foot.

Superhost
A modern living area features a compact gray sofa and a small black table, with a full kitchen visible in the background. Stainless steel appliances and open shelving are present, complemented by a stylish backsplash. A mirror and a door lead to other areas of the guest house.
Guest house in New Haven
4.86 out of 5 average rating, 154 reviews

New Haven Pizza Cozy Guest House 1 mile to yale

Welcome to our 2 bedroom 1 bathroom peaceful and centrally-located guest house. Located in the heart of New Haven less than 5 min away from Yale Hospital and less than 10 minutes from Yale University. The unit has some amazing features like a private 1 car parking space and in-unit washer and dryer. The space is cozy, but has all the necessary amenities for a comfortable short or long stay. Full size kitchen appliances, large bathroom with glass shower & central AC. All pizza lovers welcome

Superhost
The living room features a modern design with a curved green and orange sofa surrounding a light wood coffee table. A striking black fireplace provides a focal point against a light wall. A statue and decorative elements contribute to the welcoming ambience.
Home in West Haven
4.84 out of 5 average rating, 116 reviews

Westshore Luxury

Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.

Guest favourite
A compact kitchenette features wooden cabinetry and a stainless-steel sink, accompanied by a microwave and refrigerator. A small bathroom area is visible in the background, with a shower curtain displaying a geometric pattern. A small rug lies on the warm wooden floor.
Flat in East Rock
4.79 out of 5 average rating, 128 reviews

Lovely studio apartment in downtown New Haven.

My charming studio known as "Tiny" has everything you need to make your trip to New Haven an enjoyable experience. Tiny comes with self check-in, a brand new Nectar bed and mattress, a small working station, and a smart TV. During your stay, you can also enjoy a small kitchenette with a brand new microwave and a coffee maker. My place is within walking distance to Yale, several popular restaurants, bars, and coffee shops. Tiny is an ideal base to explore New Haven.

Guest favourite
A spacious living area is featured with a light wood dining table surrounded by four chairs. A comfortable sofa rests opposite a coffee table, with soft natural light streaming through sliding doors that open to a balcony. Neutral tones create a calming atmosphere.
Flat in Wooster Square
4.92 out of 5 average rating, 182 reviews

Modern Downtown Yale, Wooster Square apartment

Welcome to your modern home base in the heart of the city! This 2024 construction offers a bright and airy atmosphere just a two minute walk from the beauty of Wooster Square Park. Guests love the easy access to Yale University and local boutiques. With two comfortable bedrooms and a fully equipped kitchen, it is the ideal choice for families or groups seeking a clean and quiet stay. We are dedicated to providing you with an exceptional and worry free visit!

Guest favourite
A modern living room features a spacious gray sofa and a round coffee table on a soft area rug. Floor-to-ceiling windows allow natural light to brighten the space, with greenery visible outside. A TV stand with decorative items and a floor lamp enhance the inviting atmosphere.
Flat in New Haven
4.96 out of 5 average rating, 101 reviews

Luxurious 2BR - 2Bath W/ Gym | Downtown at Yale

Located in a brand-new luxury building, at the center of New Haven’s historic downtown, this luxury apartment provides unparalleled comfort, service, and amenities. Watch a movie on a 4K TV, relax in a living room with floor-to-ceiling windows, or whip up dinner in a fully-equipped kitchen. Highlights: • Walkable access to Yale • Deep-clean + sanitizing prior to every guest • Coffee, fresh linens, and bathroom essentials provided • 1000+ sqft private apt

Guest favourite
A cozy living area features mid-century modern furniture, including an orange armchair and a sleek glass coffee table. A gallery wall displays various artworks, complemented by natural light from two windows. A small dining area with a round table and four chairs contributes to the inviting layout.
Guest house in Westville
4.92 out of 5 average rating, 339 reviews

Square6ix Stylish Guesthouse in Westville

Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. A serene private guesthouse perfect for couples, creatives, and travelers. Stylishly decorated with modern amenities, this space is a cozy retreat just a short walk to Westville Village and Edgewood Park. Ideal for weekend getaways, local visitors, or professionals seeking a quiet base with fast WiFi and free parking.

Top guest favourite
A bright and modern kitchen area features white cabinetry and stainless steel appliances. A large island is equipped with seating for three, while a cozy living space with two leather chairs is visible in the background. Natural light filters through multiple windows.
Flat in Prospect Hill
5 out of 5 average rating, 178 reviews

The Winchester House at Science Park-Yale

Located 2 blocks from Yale University's Franklin and Murray College and Ingall's Ice rink, The Winchester House at Science Park is a newly renovated luxuriously appointed 2 bedroom 2.5 bathroom apartment. The apartment features bespoke amenities, free secure off-street parking, snacks and beverages, stylish furniture, 1000 ct. beddings, ample cooking pantry items and everything you need as a guest. Let us welcome you in relaxed luxury!

Guest favourite
A cozy bedroom features a spacious bed dressed in soft linens, accented by a warm throw. A decorative wall hanging above the headboard adds interest, while a stylish fireplace and large window provide character and natural light. A round mirror completes the inviting atmosphere.
Flat in East Rock
4.91 out of 5 average rating, 129 reviews

East Rock of Yale Huge 4 BR Apt for Larger groups

FREE OFF STREET PARKING! This 4 bedroom luxury ground floor apartment has all the style and comforts you could want in a home away from home. Located in East Rock, arguably one of the most desired areas in New Haven, you'll find amazing restaurants including the incredible Nica's Market and G Cafe Bakery in short walking distance. Beautiful streets and parks to explore and shopping close by. Also, Yale is just up the street!

Guest favourite
A bright bedroom features a spacious bed with a wooden headboard, adorned with decorative pillows. Large windows allow natural light to fill the room, highlighting the warm wood flooring. A cozy chair and a small table are included, along with a wooden dresser and ambient lighting.
Guest suite in Dwight
4.92 out of 5 average rating, 269 reviews

Rustic Two-Story Townhouse Apartment

Rustic two-story Townhouse Apartment connected to Historic New England home located in downtown New Haven. Although the unit is connected to the main house it has its own entrance, kitchen, living room, bedroom and bathroom. It is connected to the main house through a staircase to the basement and a French door. Please note: We have a family cat named Jazz who likes to roam the whole house.

Popular amenities for New Haven holiday rentals

When is the best time to visit New Haven?

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Frequently Asked Questions

  • What are the best places to stay in New Haven?

    New Haven has lively neighborhoods like Downtown, East Rock, and Wooster Square, each known for their unique character, local eateries, and culture. These areas are frequently suggested for visitors seeking walkable streets and easy access to popular attractions.

  • What are the best things to do in New Haven with kids?

    Families often explore the Yale Peabody Museum of Natural History, visit Lighthouse Point Park for playgrounds and a carousel, and enjoy hands-on science exhibits at the Connecticut Children's Museum. Outdoor spaces and family-friendly workshops add to the fun.

  • What are some of the best things to do in New Haven?

    Explore historic Yale University, engage with art at the Yale University Art Gallery, and stroll through Wooster Square’s tree-lined streets. The city has diverse restaurants, vibrant coffee shops, and a lively arts scene.

  • How is the weather in New Haven?

    New Haven has cold winters around 24–38°F (-4–4°C), with occasional snow and rain, and warm, humid summers near 68–83°F (20–29°C). Spring and autumn bring mild temperatures and colorful foliage.

  • When is the best time to visit New Haven?

    Late spring through early autumn is frequently suggested for comfortable temperatures and outdoor festivals. The city is vibrant in autumn, with changing leaves and seasonal activities.

  • What are the best places to visit in New Haven?

    Visitors often explore Yale University’s campus, admire collections at Yale University Art Gallery, and relax at East Rock Park. Wooster Square’s historic charm is also a local favorite.

  • What are some hiking trails in New Haven?

    East Rock Park has several scenic trails with views of New Haven, while West Rock Ridge State Park features wooded paths and lookout points. Lighthouse Point Park provides easy waterfront walks.

  • What are some family activities we can do in New Haven?

    Families enjoy interactive exhibits at the Yale Peabody Museum of Natural History, outdoor fun at Lighthouse Point Park, and creative activities at local community centers. Art and science workshops are often available.

  • What are some of the best day trip ideas from New Haven?

    Consider exploring nearby coastal towns, state parks with forested trails, or visiting aquariums and historic estates around the region. Seasonal farms and art museums in neighboring communities are frequently suggested.

  • Are there any pet friendly accommodations available in New Haven?

    Many hosts welcome pets in areas like East Rock, Westville, and Downtown. Parks such as East Rock Park make it convenient to explore green spaces with your dog.

  • What are some local tips for visiting New Haven?

    New Haven has a rich arts scene, so check for local gallery shows and music events. Try authentic New Haven-style pizza in Wooster Square and explore neighborhoods on foot to discover murals and coffee shops.

  • What is New Haven known for?

    New Haven is known for its academic and cultural heritage as the home of Yale University, its distinct New Haven-style pizza, and vibrant local arts. The city also has historic architecture and lively public spaces.

  • What are the best hidden gems to explore in New Haven?

    Explore bookshops and cozy cafes tucked in the East Rock area, stroll the historic streets of Wooster Square, or discover local art installations in community gardens. Small galleries and creative studios also enrich the city’s scene.

  • What are the best foods to try in New Haven?

    New Haven-style apizza, locally made Italian pastries, and classic clam pies are frequently suggested. The city also has lively food markets and diverse dining options reflecting global flavors.

  • What should I bring for a trip to New Haven?

    Pack comfortable walking shoes for exploring neighborhoods, layers for changing weather, and a rain jacket for spring showers. A camera or sketchbook can help capture local architecture and art.

  • What is the nightlife in New Haven like?

    New Haven has live music venues, performance spaces, and casual bars in Downtown and around Yale University. Expect local brews, creative cocktails, and frequent arts events adding to a vibrant night scene.

  • What are the most popular events or festivals in New Haven?

    New Haven’s festivals include the International Festival of Arts & Ideas in early summer, New Haven Jazz Festival around late summer, and seasonal food or cultural events in Wooster Square. Academic and music events at Yale University are often popular.

  • Are there family friendly vacation rentals in New Haven?

    Vacation rentals welcoming families can be found near parks like East Rock, in historic Wooster Square, and central Downtown. Many provide extra space and amenities for travel with children.

Quick stats about holiday rentals in New Haven

  • Total holiday rentals

    Explore 1,210 holiday rentals in New Haven

  • Nightly prices starting at

    New Haven holiday rentals start at ÂŁ7 per night before taxes and fees

  • Verified guest reviews

    Over 52,160 verified reviews to help you choose

  • Family-friendly holiday rentals

    450 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 320 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    750 properties have a dedicated workspace

  • Wifi availability

    1,170 of New Haven holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across New Haven rentals

  • 4.8 Average rating

    New Haven stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    New Haven’s top spots include Yale University, Yale University Art Gallery and Fairmount Theatre

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