Holiday rentals in New Haven County

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Top-rated holiday rentals in New Haven County

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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 New Haven
4.98 out of 5 average rating, 266 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 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 New Haven
4.99 out of 5 average rating, 344 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 New 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 New Haven
4.96 out of 5 average rating, 512 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.

Guest favourite
Flat in New Haven
5 out of 5 average rating, 18 reviews

Stylish 1 Bed East Rock Retreat!

Modern East Rock Retreat — Walk to Yale | Backyard | Desk | Sofa Bed Welcome to your cozy home-away-from-home in the heart of East Rock, one of New Haven’s most walkable and charming neighborhoods. Whether you’re visiting Yale, exploring local restaurants, museums or simply looking for a comfortable, quiet space to relax, this thoughtfully furnished apartment is the perfect base. Walk or take Yale’s free Orange shuttle line around the corner. There is also ample free street parking.

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 New Haven
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 New Haven
5 out of 5 average rating, 13 reviews

The Elm near Yale & Wooster Sq | Gym Parking Sauna

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!

Superhost
Flat in New Haven
4.72 out of 5 average rating, 54 reviews

Garden Retreat on Mansfield in the heart of Yale

Stay in the heart of Yale campus on historic Mansfield Street directly across from the Yale hockey rink. This cozy one bedroom garden apartment has its own private backyard entry, one bedroom, a full kitchen, bathroom, dining area, tvs with streaming services and a second queen bed in common area. Please note this is a garden unit with 9 ft ceilings. This garden apartment is partially above ground/partially below ground. Guests can park one car in the driveway

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 New Haven
4.92 out of 5 average rating, 337 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 New Haven
5 out of 5 average rating, 173 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!

Top guest favourite
An elegant Arts & Crafts bungalow showcases a blend of architectural styles under a clear blue sky. The inviting façade features a distinctive porch, a brick chimney, and a nearby garage. Lush gardens adorned with vibrant plants enhance the home’s outdoor appeal.
Guest suite in Wallingford
5 out of 5 average rating, 640 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.

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 New Haven
4.92 out of 5 average rating, 267 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.

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