
Vacation rentals in South Central Connecticut Planning Region
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in South Central Connecticut Planning Region
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

Tucked Away Near Lake and Hiking
Private room with bath, queen-sized bed, main floor. Visit Guilford museums; travel to Hartford, Middletown or New Haven. Hammonassett State Park, Yale and Wesleyan nearby. Swim, fish or kayak on Lake Quonnipaug. Deck overlooking pond. Continental brkfst. NO PARTIES OR EVENTS. Please note AT& T and T-Mobil do NOT work at the house. Second bedroom may be available if needed; inflatable mattress available for a fee. The second room MAY be occupied and if so bath shared. Inquiries welcomed.

Riverfront Antique Cabin in the Heart of Madison
Antique, rustic cabin on Neck River just minutes from downtown Madison. Come kayak, birdwatch, and relax. First floor has a full, eat-in kitchen and tranquil living room with TV, pingpong, and games. Walk (1.5 miles) or kayak (during high tide) to Grass Island for a tranquil beach experience, or drive (2 miles) to downtown, with beaches, bookstores, a quaint town cinema and a wide array of restaurants. Relax (or fish) on the stone porch as egrets, osprey, and kingfishers fly above you.

The Garden Loft - A Charming Choate 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!

Downtown Branford Retreat - Quiet yet Central Apt
A welcoming apartment nestled in the heart of Branford - a quintessential shoreline community! This inviting space offers modern design, a well-equipped kitchen, comfortable bedroom, and a convenient location. Situated within walking distance of the town green and minutes from beaches, guests can easily explore this vibrant shoreline town. From boutique shops and art galleries to charming cafes and trendy restaurants, experience the best of Branford right at your doorstep!

Cozy Private Guest Suite
Welcome to your perfect home-away-from-home in Southington, CT! This private basement guest suite offers a cozy, quiet escape with everything you need for a comfortable stay. Whether you're visiting for business, or just passing through, you'll enjoy a peaceful space with a private entrance, living area, and essential amenities. Free parking on premises Located in a quiet neighborhood just minutes from local restaurants, walking trails, and easy access to I-84

Loft at WR Meadows
The Loft at the Meadows is a charming and spacious apartment offering beautiful views of nature, including a pond and fields. The property spans 14 acres, providing plenty of outdoor space and versatility, as Whitney Ridge LLC occasionally uses the land for turning out horses. NOTES: 1) To access the loft there is a set of stairs and the stairs are slightly stepper than normal set of stairs. 2) Handicap access is NOT available

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

Spacious in-law apartment steps from Choate
Private apartment with private entrance. This cute apartment is located in the center of town, close to Choate Rosemary Hall and downtown Wallingford. Very safe and charming neighborhood. Off street parking included. The private space includes a combination living, dining room, and full kitchen. Private bathroom with clean shower and amenities. Beautiful backyard with a pretty patio

Beach condo
Forget your worries in this spacious and newly renovated 2nd floor condo blocks away from the long island sound. Just a five minute walk to the beach where you can relax all day or you can walk the 1.5 mile boardwalk all the way down to the Sandy Point Beach & Bird Sanctuary. You can enjoy your evenings by dining in or take out at the local restaurants in the area.

Midcentury Lakeside Guest Suite
Private guest suite in a beautiful, midcentury lakeside home. Built in 1957, this home on a quiet residential street is a unique piece of modern architecture around a serene lake in suburban Connecticut. It is walkable from the nearby railway station, and it is close to West Haven's picturesque beaches, and a short drive from downtown New Haven.

Adorable Beach House on LI Sound
Beach House with incredible views of the Thimble Islands - 4 min walk to Restaurants including Lenny’s, Zagat award winner for fresh local seafood - 1 min walk to Bud’s Fish Market - 3 min walk to Indian Neck Liquor - 3 min drive to brewery w/ food trucks & music - 4 min drive to Branford Green w/ specialty stores, coffee & ice cream
Popular amenities for South Central Connecticut Planning Region vacation rentals
Other great vacation rentals in South Central Connecticut Planning Region

Cozy Room by hospitals, colleges#-3

Two bedrooms in “hydrangea heaven” home

Near Hiking and Swimming in Quiet North Guilford

NEU Room

Charming & Cozy Basement Studio/Yale/SCSU/QU

Luxury Beach Guest Room - Yale, UNH, VA, Beach!

Rooms in Unique Midcentury Modern near town+campus

Queen Room with En-Suit Bathroom Near Yale
Destinations to explore
- Yale University
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Thunder Ridge Ski Area
- Walnut Public Beach
- Rowayton Community Beach
- Shinnecock Hills Golf Club
- Bethpage State Park
- Rye Playland Beach
- Groton Long Point Main Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Woodmont Beach
- Sunken Meadow State Park
- Jennings Beach
- Sandy Beach
- Wildemere Beach
- Kent Falls State Park
- Seaside Beach