Holiday rentals in New Haven County

4.97 out of 5 average rating, 596 reviews

Flat in Milford

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!

5 out of 5 average rating, 238 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

4.95 out of 5 average rating, 382 reviews

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

5 out of 5 average rating, 70 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.

4.95 out of 5 average rating, 497 reviews

Urban Garden Suite

Relax & Recharge in Westville’s Hidden Gem in. We Haven✨ Unwind in this serene, sun-filled, 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.

4.88 out of 5 average rating, 104 reviews

Loft in New Haven

Cozy Riverside Loft Getaway | New Haven

Escape to this charming Fall Foliage Loft on the Quinnipiac River! With a smart TV, full kitchen, bath, and pull-out sofa, it’s a perfect waterfront retreat. Enjoy autumn sunsets from your private balcony or stroll the colorful marina. Just off I-91, minutes from New Haven’s pizza scene and Lighthouse Point Park. On-site, savor oysters & cocktails at Fair Haven Oyster Co. Rent a kayak or e-boat, or book a charter to explore the river & Sound. Rest, relax, adventure & ENJOY 🍁🔥🍕

Loft in New Haven

4.84 out of 5 average rating, 407 reviews

Full loft-style apartment near Omni Hotel

Downtown loft apartment in the heart of downtown New Haven and blocks from the Omni Hotel. Enjoy a show or have a drink - this beautiful loft is in the heart of it all. The space The space seeks to meld technology and comfort. From Alexa-controlled gadgets to over-sized pillows, the environment is perfect for the out of town commuter to a student on an interview. Guest access You can check in on your own and at anytime after 3pm. We use smart locks and door codes.

Superhost

4.81 out of 5 average rating, 53 reviews

A Special Place

Forget your worries in this spacious and serene space. A place where you can work or rest in a Peaceful atmosphere. Perfect Location- Steps away from the center of New Haven, Yale University, Museums, Hiking, Bike Trail to Boston etc. Vibrant with lots of restaurants, style and culture within walking distance. Queen size bed that sleeps two, private working Kitchen, Large bathroom with hot and cold water, heating for those cold nights, and Wi-Fi.

4.99 out of 5 average rating, 106 reviews

Retreat in New Haven by Stephanie and Damian

Welcome to your personal retreat in the heart of Westville. This apartment has a spacious spa-like bathroom, and cozy living room with an amazingly comfy couch and large flatscreen tv. You will relax in a cloud of comfort in this centrally located oasis, where you'll find yourself near Yale's football stadium, Westville Bowl music venue, local art studios, quaint coffee shops, and famous restaurants just steps from your door.

4.93 out of 5 average rating, 320 reviews

Guest house in New Haven

Square 6ix

Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. Stylishly decorated with mid-century modern furniture and adorned with pieces from local artists, this quiet home has a separate entrance, separate porch, high ceilings, and a fully equipped kitchen. The guest house is located a walking-block away from the charms of Westville Village and Edgewood Park.

4.95 out of 5 average rating, 43 reviews

Cozy East Rock apartment

A spacious and serene space in the heart of East Rock inside a historic home. It is a 5 min drive (or 20 min walk) from Yale's campus and there is a shuttle stop right next to the house on Whitney (blue/orange lines). The private bedroom has a king bed and a shower/bathroom. The sofa in the living room converts to a second bed (queen width) and a second full bathroom (with shower and tub) is located by the kitchen.