Holiday rentals in South Central Connecticut Planning Region

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.

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.

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!

Stedley Creek

Slip into a slower pace in the seaside village of Stony Creek, where quiet coastal charm meets refined comfort. This private one-bedroom retreat offers a serene, light-filled escape designed for relaxation. Attached to a larger home yet completely separate with its own entrance, the space feels peaceful and intentionally curated — perfect after a day by the shore. Enjoy a tranquil waterfront setting just minutes from I-95, downtown Branford, and a short drive to New Haven.

Garden Retreat on Mansfield in the heart of Yale

Stay in the heart of Yale campus on historic Mansfield Street directly across from the Yale hockey rink. This cozy one bedroom garden apartment has its own private backyard entry, one bedroom, a full kitchen, bathroom, dining area, tvs with streaming services and a second queen bed in common area. Please note this is a garden unit with 9 ft ceilings. This garden apartment is partially above ground/partially below ground. Guests can park one car in the driveway

Luxe Beach House / 3 Bd-King / Chef Kitchen / 4 TV

***Monthly rental available Oct 1, 2025–May 31, 2026*** Enjoy a private waterfront oasis with breathtaking views from every room. Watch sunsets from the deck or walk 100 yds to the beach. Nature lovers will love the nearby Coastal Center. Entertain in the chef’s kitchen with gas range, breakfast bar, wine bar & pantry. Wake up to stunning vistas from the king master suite. With workspace & laundry room, this home is the perfect waterfront escape!

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.

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.

Seasons Hospitality Large 1BR Great Location

Welcome to Platform 5 at "The Station" Once an old silver factory now converted into a fully furnished 1-bedroom apartment, where the echoes of the past harmonize with the comforts of the present. This brand new apartment includes all utilities, free off street parking, free washer and dryers and all linens. Located in the center of town and walking distance to shopping, restaurants and all what Wallingford has to offer.

Renovated Studio 1Bd/ 1BA/ kitchen All Private

Escape to a serene place in this one-of-a-kind home, perfectly situated near top New Haven attractions. Enjoy easy access to Lighthouse Beach Park, New Haven Tweed Airport, Downtown New Haven, Yale University, New Haven Yale Hospital, and East Shore Park - all within a 5-mile radius. Plus, get on I-95 with ease. This peaceful neighborhood is ideal for Yale students, travel nurses, and visiting families.