Holiday houses in South Central Connecticut Planning Region

The Gait House at High Gait Farm

WELCOME to "The Gait House" at High Gait Farm. Conveniently located only fifteen min from the Yale Campus in New Haven and next door to the CT SportsPlex or take the train into NYC. "The Gait House" can comfortably sleep 6 people. There are three bedrooms and two full baths. Upstairs one bedroom has a king bed & the other bedroom has a queen bed. There’s a full bath upstairs as well. There’s a bedroom on the main floor w/a king bed. A shared full bath is on the main floor. ENJOY YOUR STAY!

Newly Restored Cottage on River

Newly restored cottage, after being off Airbnb for 5 years, with cathedral living/kitchen area. Indoor/outdoor fireplaces & views of the stone sculpted grounds on the West River. The bedroom is on the ground floor with bath & wood stove. There are miles of trails across the river at Bittner Park. Bittner has a beautiful 18 hole disc golf course, pickle ball courts, basketball and a running track. A 1/4 mile away by car or a 5 minutes walk over the "Peter Pan Bridges"-not for the faint of heart.

Downtown Elegant Stay By 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.

Enchanted Cottage on the Marsh, walk to beach

Enjoy an idyllic stay at Enchanted Cottage on the Marsh! Private, quiet one bedroom cottage on Farm River with breathtaking views from deck. Take in the herons, ospreys and other birds among the natural surroundings while relaxing on your very private deck. Or take a stroll to the neighborhood beach, trails or a restaurant. Enjoy daily retreat from everyday life. We want you to have a relaxing stay with us, free from worry. 10 min walk to beach, trails, 10 min drive to Yale University.

“The Lighthouse” A Beach Cottage by the Sea!

Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

The Garden Loft - A Charming New England Stay

Welcome to The Garden Loft! Located in the heart of downtown Wallingford, CT. This traditional and historic New England carriage house has been completely renovated in the summer of 2022 into a peaceful, cozy, bright & airy loft. We are a 3 minute walk from downtown where you will find a variety of restaurants, bars, a brewery & only 1 mile from from Choate Rosemary Hall. A 15 minute drive to Yale University & downtown New Haven. Get ready to relax, get cozy & enjoy The Garden Loft!

Luxurious 3BR Apartment w/ Parking & Gym

Our prime location meets modern elegance. This three-bedroom spacious apartment is designed for comfort, convenience, and sophistication in the heart of a dynamic urban community. Whether planning a quiet night in or a lively evening downtown, Hyatus amenities elevate your living experience. º Rooftop Sky Lounge with an outdoor TV º Screening area º Cabanas º Billiards º Bocce courts º Fireside lounge º Co-working space featuring private work pods º Meeting rooms º Cappuccino Bar

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.

Your own Thimble Islands private cottage!

Escape to your own piece of private paradise! This unforgettable property encompasses 1+ acres of Narrows Island (Thimble Islands/Old Quarry Peninsula) - accessible by car via permanent land-bridge to island. Spectacular one-bedroom cottage with jaw-dropping surround oceanfront and accompanying views; modern and well-appointed. Approx 20 min to Yale, 5-10 min to town green and shops/restaurants. Indulge in sanctuary on an exclusive piece of Connecticut's most coveted shoreline.

Guilford Field House

Enjoy a wonderful guest house with all the amenities on a historic property in Guilford, Connecticut. The main house built in 1779 extends its character to the guest house which has views of an open field. On property there is a working restored horse barn. We are minutes to the spectacular downtown area of Guilford and easy access to Durham, Madison, and other surrounding towns and highways!

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.

Apartment in New Haven

This is a luxurious and spacious apartment on the ground floor of a historic home, centrally located in the heart of East Rock. 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 master bedroom has a king bed and a private shower/bathroom. The guest bedroom has a queen bed and library.