Vacation rentals in South Central Connecticut Planning Region

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Top-rated vacation rentals in South Central Connecticut Planning Region

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Guest favorite
A rooftop terrace is shown, featuring a round table and two high black chairs. The space offers an unobstructed view of the city skyline, showcasing various buildings under a clear blue sky with scattered clouds.
Apartment in New Haven
4.94 out of 5 average rating, 133 reviews

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.

Top guest favorite
Apartment in New Haven
4.98 out of 5 average rating, 267 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.

Guest favorite
The exterior of a two-story house is illuminated at night, showcasing modern architectural features. Large windows allow warm light to spill outside, and two outdoor chairs are positioned on the lawn, providing a welcoming space. Nearby vehicles are parked on the driveway.
Guest suite in Northford
4.93 out of 5 average rating, 57 reviews

Private Bright Studio Retreat with kitchen

Forget your worries in this spacious and serene space. This inviting space offers a haven of natural light, providing a warm and welcoming atmosphere throughout the day. Whether you're seeking a cozy hideaway, an inspiring workspace, or a versatile entertainment area, this basement retreat offers endless possibilities to suit your lifestyle. With its thoughtfully planned layout and attention to detail, you'll find comfort and serenity beneath the surface in this unique and inviting space.

Guest favorite
A cozy sleeping area features a spacious bed centered against a wooden wall unit with built-in shelves. Soft bed linens in muted colors are arranged neatly, with decorative pillows adding a touch of style. Nightstands on either side hold elegant lamps that softly illuminate the space.
Apartment in New Haven
4.96 out of 5 average rating, 515 reviews

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.

Top guest favorite
A cozy living area features a gray sofa with decorative pillows, a wood table set for dining, and a patterned armchair. Natural light filters through two windows, illuminating the television placed on a wooden media console. A subtle area rug adds warmth to the space.
Apartment in Branford
4.99 out of 5 average rating, 153 reviews

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!

Top guest favorite
Home in West Haven
5 out of 5 average rating, 29 reviews

Private 1-Bdrm Apt in West Haven

House is located in quiet neighborhood and centrally located to just about everything you may need.... beaches, restaurants, entertainment, hospitals, colleges, shops via vehicle. Based on your interest and needs in restaurants, food, shops, activities, etc, you can use Google Maps, Yelp, Uber Eats, etc to provide you with several options. Nicely setup one full-sized bed apartment that sleeps two, provides you with privacy and comfort.

Guest favorite
A cozy living area features mid-century modern furniture, including an orange armchair and a sleek glass coffee table. A gallery wall displays various artworks, complemented by natural light from two windows. A small dining area with a round table and four chairs contributes to the inviting layout.
Guesthouse in New Haven
4.92 out of 5 average rating, 338 reviews

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.

Top guest favorite
A bright and modern kitchen area features white cabinetry and stainless steel appliances. A large island is equipped with seating for three, while a cozy living space with two leather chairs is visible in the background. Natural light filters through multiple windows.
Apartment in New Haven
5 out of 5 average rating, 176 reviews

The Winchester House at Science Park-Yale

Located 2 blocks from Yale University's Franklin and Murray College and Ingall's Ice rink, The Winchester House at Science Park is a newly renovated luxuriously appointed 2 bedroom 2.5 bathroom apartment. The apartment features bespoke amenities, free secure off-street parking, snacks and beverages, stylish furniture, 1000 ct. beddings, ample cooking pantry items and everything you need as a guest. Let us welcome you in relaxed luxury!

Top guest favorite
An elegant Arts & Crafts bungalow showcases a blend of architectural styles under a clear blue sky. The inviting façade features a distinctive porch, a brick chimney, and a nearby garage. Lush gardens adorned with vibrant plants enhance the home’s outdoor appeal.
Guest suite in Wallingford
5 out of 5 average rating, 641 reviews

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.

Superhost
Apartment in Wallingford
5 out of 5 average rating, 6 reviews

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.

Top guest favorite
A living room area features a comfortable blue sofa adorned with decorative pillows. Two side tables with lamps provide light, while a round coffee table with a decorative centerpiece sits in the middle. A patterned area rug with ocean motifs enhances the atmosphere.
Guest suite in New Haven
4.94 out of 5 average rating, 169 reviews

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.

Guest favorite
A bright bedroom features a spacious bed with a wooden headboard, adorned with decorative pillows. Large windows allow natural light to fill the room, highlighting the warm wood flooring. A cozy chair and a small table are included, along with a wooden dresser and ambient lighting.
Guest suite in New Haven
4.92 out of 5 average rating, 267 reviews

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.

Popular amenities for South Central Connecticut Planning Region vacation rentals