Pet-friendly holiday rentals in New Haven

Charm + location. Walk to beach, town, & harbor.

We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

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.

Beach Haven - waterfront, near Yale, sunsets

Everything you need for an amazing vacation, year-round, in our comfortable home right on the beach! Walk out the back door and dip your toes in the sand and in Long Island Sound. Enjoy spectacular views from the back patio, sun room, and most rooms in the house. Watch the sunset while soaking in the hot tub. Sit by the gas fireplace with a book. Stroll along the lovely nearby sea wall. 10-minute drive to Yale and all downtown New Haven has to offer. 5-minute drive to Lighthouse Point Park.

English Garden Studio, in the Carriage house

Tucked inside a beautifully restored Carriage House the spacious Studio offers a peaceful light filled retreat with timeless, charm and thoughtful comforts . Hotel quality linens , sitting area and a calming pallet of neutrals and blues for a truly restful stay. Exceptional privacy. Easy access to Nearby attractions, dinng & culture This is a ground level queen studio, a “Private Entrance “W/ Keypad ,steps free Off street parking ,lg closet private bathroom , well equipped kitchenette

Spring Sale! CozyCottage/Pet-friendly/WalktoBeach

Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

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.

Westshore Luxury

Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.

Convenient, Private & Quiet apartment downtown

The bright, third floor walk-up apartment is in a 1890’s Victorian row home. We are located on a tree lined street, beside Wooster Square park, and ten minutes walk to Yale old campus and downtown New Haven. There is plenty of free street parking, out front. The full kitchen, separate living room, with desk & TV, bedroom, & bath with tub/shower, makes the apartment a cozy home-away-from-home, or vacation spot. It is great for weekend visits or longer extended stays.

Oceanfront Beach House w/ Private Hot Tub

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Spacious Getaway ✔ Wooster Sq.✔ Seasonal discount✔

Super spacious, extremely cozy apartment right by Wooster Square! This gorgeous apartment includes a full living room with 50" Smart Roku TV, two spacious bedrooms with workspaces, full kitchen with coffee/other amenities and full bath with amenities. Self check-in is very simple via electronic lockbox. Early check-in available for a small additional fee. Message us about slow-season discounts. Once checked-in, feel free to enjoy New Haven and all it has to offer!

Modern Downtown Yale, Wooster Square apartment

Welcome to your modern home base in the heart of the city! This 2024 construction offers a bright and airy atmosphere just a two minute walk from the beauty of Wooster Square Park. Guests love the easy access to Yale University and local boutiques. With two comfortable bedrooms and a fully equipped kitchen, it is the ideal choice for families or groups seeking a clean and quiet stay. We are dedicated to providing you with an exceptional and worry free visit!

The Cottage at Indian Cove

A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.