
Holiday houses in New Haven County
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Top-rated holiday rentals in New Haven County
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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.

Luxury Apt with Parking and Gym | Downtown at Yale
Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

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.

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.

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.

Red Cross Haven
Inspired and designed by an ER Nurse to provide relaxation and rejuvenation despite the most grueling schedules, this spacious and luxurious apartment offers the perfect retreat for your time here. Meticulously designed to provide the utmost comfort and rest equipped with black out curtains, superior wall insulation for quiet and rejuvenating sleep no matter the time of day, a cozy & supportive bed, plush pillows, soft linens, and bespoke amenities to provide you ease and comfort.

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.

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!

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.

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!

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.

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 County holiday rentals
Other great holiday rentals in New Haven County

The Sperry house flowered armoire room

Cozy private bedroom by Yale 1.2

Willow Room

Urban Getaway

Affordable Yale Stay – Full Room & Shared Spaces

Stunning Room 6 Minutes From Yale

Beautiful Cozy Apt/ Soaking Tub & Serene Vibes

Retreat in New Haven by Stephanie and Damian
Destinations to explore
- Plainview Holiday rentals
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- Family-friendly rentals New Haven County
- Rentals with a hot tub New Haven County
- House rentals New Haven County
- Guesthouse rentals New Haven County
- Rentals with pools New Haven County
- Rentals with lake access New Haven County
- Rentals with a patio New Haven County
- Beachfront rentals New Haven County
- Rentals with a washing machine and dryer New Haven County
- Rentals with outdoor seating New Haven County
- Private suite rentals New Haven County
- Rentals with a fire pit New Haven County
- Rentals with beach access New Haven County
- Hotel rooms New Haven County
- Pet-friendly rentals New Haven County
- Rentals with an EV charger New Haven County
- Fitness-friendly rentals New Haven County
- Rentals with breakfast New Haven County
- Rentals with a home theatre New Haven County
- Smoking-friendly rentals New Haven County
- Cottage rentals New Haven County
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- Condo rentals New Haven County
- Rentals with a fireplace New Haven County
- Villa rentals New Haven County
- Apartment rentals New Haven County
- Loft rentals New Haven County
- Rentals with a kayak New Haven County
- Townhouse rentals New Haven County
- Bed and breakfasts New Haven County
- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Cooper's Beach, Southampton
- Thunder Ridge Ski Area
- Southampton Beach
- Ocean Beach Park
- Sunken Meadow State Park
- Mohegan Sun
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Long Island Aquarium
- Powder Ridge Mountain Park & Resort
- Mount Southington Ski Area
- Mystic Seaport Museum
- Sherwood Island State Park
- Yale University Art Gallery
- Sleeping Giant State Park
- Ski Sundown
- Compo Beach
- Orient Beach State Park
- East Hampton Main Beach
- Meschutt Beach




