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
The rooftop terrace features multiple seating options, including low-profile couches and several tables with round tops. String lights create an ambient glow, while expansive views of the city skyline are visible against a 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.

Top guest favorite
Home in New Haven
4.99 out of 5 average rating, 345 reviews

Q River House - 2 bdrm, minutes from Yale/Downtown

Q River House: newly remodeled two bedroom home in the historic Fair Haven neighborhood, conveniently located minutes from downtown New Haven and Yale. Take in river views with your morning coffee on the front porch and relax on the large and private back deck. Enjoy one of the city’s many fine restaurants or cook for yourself in the fully appointed modern kitchen. This riverfront home has been lovingly decorated with attention to style and comfort, and features off-street driveway parking.

Top guest favorite
A spacious living area is highlighted by exposed wooden beams and large windows offering views of the surrounding landscape. A comfortable sofa with cozy cushions faces a vintage wooden coffee table, while a potted plant adds a touch of greenery to the inviting space.
Apartment in New Haven
4.98 out of 5 average rating, 297 reviews

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.

Top guest favorite
Apartment in New Haven
4.98 out of 5 average rating, 132 reviews

Retreat in New Haven by Stephanie and Damian

Welcome to your retreat in the heart of Westville. This apartment features a spa-like bathroom and a cozy living room with a super-comfy couch and large flatscreen TV. Relax in this centrally located oasis near Yale’s football stadium, Westville Bowl, local art studios, coffee shops, and top restaurants just steps away. Perfect for extended stays, traveling professionals, visiting faculty, or anyone seeking a convenient home base this winter. Discounts for stays of 30+ days.

Top guest favorite
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
A large two-story house features a dark exterior with stone accents and multiple gabled roofs. Large windows allow ample natural light to enter, while a wooden front door adds a welcoming touch. Lush greenery surrounds the property, enhancing its natural setting.
Apartment in Branford
5 out of 5 average rating, 43 reviews

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.

Top guest favorite
Home in West Haven
5 out of 5 average rating, 28 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
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.

Guest favorite
A spacious living area features a cozy seating arrangement with a white sofa and a colorful orange chair. A coffee table sits on a decorative rug, and a large bed is visible in the background, surrounded by soft lighting and warm, wooden furnishings.
Apartment in New Haven
4.94 out of 5 average rating, 331 reviews

Urban Getaway

Beautiful and private Airbnb apartment located in New Haven. Peaceful, bright, immaculate and thoughtfully appointed is the best way to describe the Urban Sanctuary. You will fall in love with our cozy and charming garden apartment, nestled in a historic 3 family home in Westville. You will find good restaurants and coffee shops around, it's just the best place for you to stay. We provide a variety of amenities.

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.

Popular amenities for South Central Connecticut Planning Region vacation rentals