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
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, 264 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.

Top guest favourite
A comfortable living area features a light-colored sofa, two leather chairs, and a wooden coffee table. A flat-screen TV is mounted on the wall, with decorative artwork above it. Soft curtains frame the windows, allowing natural light to fill the space.
Flat in Prospect Hill
5 out of 5 average rating, 90 reviews

Gemstone: Family-friendly, Close to Yale/Downtown

Welcome to Gemstone! Nestled on a quiet, tree-lined street, this architect designed space is just minutes from Yale Campus and downtown New Haven. Both beautiful and functional, it has been fully renovated and thoughtfully crafted to feature both modern and classic elements. In addition to two bedrooms and two full bathrooms, it includes everything you need to feel comfortable: central air, washer/dryer, WiFi, a 4-seat breakfast bar, new appliances, easy parking, and a 6-person dining table.

Top guest favourite
A cozy living area is presented, featuring a spacious gray sofa and two vibrant orange chairs. A coffee table rests atop a colorful area rug, with natural light filtering in through large windows. Green foliage is visible outside, enhancing the welcoming ambiance.
Home in Fair Haven
4.99 out of 5 average rating, 343 reviews

Q River House - 2 bdrm, minutes from Yale/Downtown

Q River House: newly remodeled two bedroom home in the historic Fair Haven neighborhood, conveniently located minutes from downtown New Haven and Yale. Take in river views with your morning coffee on the front porch and relax on the large and private back deck. Enjoy one of the city’s many fine restaurants or cook for yourself in the fully appointed modern kitchen. This riverfront home has been lovingly decorated with attention to style and comfort, and features off-street driveway parking.

Top guest favourite
A claw-foot tub is positioned in front of a large window, surrounded by potted plants and natural light. The setting features a textured stone floor and a cozy stool, creating a serene bathing space with a touch of elegance.
Flat in Fair Haven
4.98 out of 5 average rating, 297 reviews

The Pearl, New Haven

Amazing hidden luxury experience along the Quinnipiac River in a historic mid-19th century property. Enjoy the scenic river and sunset views, soak in our stunner claw-foot tub, recharge in the sunlit living room, work in the dining alcove, or relax by the bay windows with your favorite drink. NO KITCHEN, but we have a coffee maker, tea kettle, toaster oven, microwave, fridge, plates, and cutlery. We are 15 mins drive from Yale, 2 mins walk to the downtown bus, and easy cycling downtown.

Guest favourite
A cozy sleeping area features a spacious bed centered against a wooden wall unit with built-in shelves. Soft bed linens in muted colors are arranged neatly, with decorative pillows adding a touch of style. Nightstands on either side hold elegant lamps that softly illuminate the space.
Flat in Edgewood
4.95 out of 5 average rating, 511 reviews

Urban Garden Suite

Relax & Recharge in Westville’s Hidden Gem in New Haven. Unwind in this serene, beautiful, cozy, spotless garden apartment tucked inside a historic three-family home in charming Westville. The cozy, open-concept design blends modern upgrades with warm, thoughtful touches, creating the perfect balance of comfort and style.🌿 Enjoy peaceful surroundings, inviting details, and everything you need for a seamless stay. Your attentive (yet discreet) hostess ensures you’ll feel truly at home.

Top guest favourite
A spacious living room features a large sectional couch adorned with colorful pillows, next to a smaller armchair. Natural light floods through wide windows framed by vibrant curtains. A wooden coffee table sits in the center, with art pieces displayed on the walls and a guitar nearby.
Home in Westville
5 out of 5 average rating, 107 reviews

Westville Schoolhouse by Stephanie and Damian

The beautiful "School House" sits in the heart of Westville, New Haven's most artsy and eclectic neighborhood. The "School House" is a 15 minute walk to the Westville Concert bowl, and the Yale Football stadium for an easy commute to a concert or game. Just a one minute walk to the center of Westville you will find Lotta's artist studio, Bella's restaurant, RAWA, Pistachio Coffee and Manjares Tapas & Wine, as well as the famous Camacho Garage restaurant amongst other attractions.

Guest favourite
Flat in Downtown New Haven
5 out of 5 average rating, 13 reviews

The Elm near Yale & Wooster Sq | Gym Parking

The Elm is a stylish 1-bed, 1-bath renovated apartment in the heart of New Haven, steps from Yale University and Wooster Square. This modern space comfortably sleeps 4 and features a fully equipped kitchen, dedicated workspace, and building gym. Perfect for families, professionals, or university visitors seeking comfort and convenience. Enjoy one complimentary covered parking space in this prime, walkable location. Everything New Haven has to offer is right at your doorstep!

Top guest favourite
A retro-style dining area features red and white booths surrounding a metallic table. A vibrant patterned rug lies beneath, and a jukebox stands in the corner, adding a nostalgic element to the space. Large windows are adorned with checkered curtains.
Flat in East Rock
4.99 out of 5 average rating, 156 reviews

Your CT Pizza Palace awaits! - Full Apartment

Oohh fuggedaboutit 🤌 So ya coming to New Haven to have some Apizza?! Or maybe ya just coming here to see ya cousin Lori? This is the place to stay, capeesh? We’ve recreated the New Haven Apizza experience with our super cozy and unique space! This listing is for private access to the entire apartment. Enjoy an incredibly custom and eclectic space in the heart of the New Haven Apizza scene! Only minutes away from the best Apizza in the world! Welcome Paisanos!

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, 335 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, 171 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 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, 265 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 $13 SGD 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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