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, 260 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 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, 294 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
4.95 out of 5 average rating, 507 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.

Superhost
Home in New Haven
4.89 out of 5 average rating, 70 reviews

Cottage At Yale

Welcome to the private luxurious cottage by Yale. Unique and the only one of it’s kind, gives you the best of both worlds…the charm of a cozy cottage, combined the luxury of a 5 Star hotel. The cottage is well located next to the Science Park, Ingall’s ice rink, School of Management, Pauli Murray Collage, and many other points of interest. Retreat from a long day of exploring the city into the abundant amenities and accoutrements to please. Be our guest and relax into luxury.

Top guest favourite
Private room in New Haven
4.94 out of 5 average rating, 883 reviews

East Rock Charmer, New Haven, CT

Sunny room with private entrance and deck. Pretty, walkable neighborhood near Yale, gourmet grocery stores, a park and restaurants. Share bath and kitchen with host. Breakfast offered. Dietary restrictions can be accommodated but host has to know in advance. Come and go as you please. Host doesn't accept bookings longer than one week or book more than three months in advance. *Be sure to read "Other things to note" below. *Host requires picture of vaccination card(s).

Guest favourite
Flat in New Haven
5 out of 5 average rating, 12 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!

Guest favourite
A charming two-story house is set amidst lush greenery. The exterior features light green siding with white railings on the porches. Steps lead up to the main entrance, surrounded by landscaped areas and an inviting garden space.
Private room in New Haven
4.82 out of 5 average rating, 1,187 reviews

Maritime Neighborhood Family/Pet Friendly

Quaint historic neighborhood, family and pet friendly. We do charge $20 fee for pet guests. We are located 1.5 blocks to Quinnipiac River canoe launch, walk to park/ dog walking areas. The original house was built around 1840 and gives off an urban farm/green space vibe. New floors in bedroom/dining area and bathroom provide modern luxury. Windows on the east, south and west walls let in plenty of light. Minutes to I-95, I-91, and Union Station. We charge $20 pet fee!

Flat in New Haven
5 out of 5 average rating, 3 reviews

The Hideaway at The View on The Green

Stay in the heart of New Haven, directly on the historic New Haven Green and steps from top bars, restaurants, Yale University, and downtown attractions. This bright, modern space offers a cozy living area and elegant dining setup—perfect for relaxing after a day out. Traveling with little ones is easy with a provided high chair and Pack ’n Play. Ideal for couples, business travelers, and families seeking comfort in a walkable, unbeatable location.

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, 168 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, 631 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.

Top guest favourite
Private room in West Haven
4.94 out of 5 average rating, 251 reviews

Cozy bedroom near the beach.

The community is calm day and night. The people are very inclusive, diverse, and accepting. Shared living quarters: Living room Kitchen Dinning room Balcony Amenities include: Parking Central AC/ heating Wi-fi Washer & dryer Local benefits: 3 miles away from Yale 2 miles from the University of New Haven 10 min. Walk to Metro North train that can take you to Grand Central 5 min. Walk to grocery store 5 min. Drive to local beach

Top guest favourite
A bright dining area features a round wooden table surrounded by four woven chairs. Light filters through large windows with classic wood trim, illuminating a vibrant area rug. The space leads into a welcoming living area, indicated by a soft sofa and natural light.
Flat in New Haven
4.93 out of 5 average rating, 265 reviews

Perfect for Yale and New Haven Visits

We purchased the house containing this apartment in 2017, and have been steadily updating and modernizing the space. Beautiful, recently refreshed apartment in a circa 1895 Victorian home. Hardwood floors throughout, and newly redone kitchen and bathroom. Ideally located in a historic neighborhood, with easy access to Yale University and athletic fields, Westville Music Bowl, Hopkins school, and Downtown New Haven.

Popular amenities for New Haven County holiday rentals

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