Vacation rentals in New Haven County

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Top-rated vacation rentals in New Haven County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A spacious rooftop terrace is adorned with string lights, enhancing the ambiance. Comfortable lounge seating is arranged around wooden tables, providing ample space for relaxation. A clear blue sky and scattered clouds frame the view, creating an inviting outdoor environment.
Apartment in New Haven
4.94 out of 5 average rating, 157 reviews

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.

Top guest favorite
A bistro table with a glass top and two chairs is positioned by the sea wall, partially shaded by a dark blue umbrella. The expansive view of Long Island Sound stretches out beyond, with calm waters extending to the horizon under a light clouded sky.
Apartment in Milford
4.97 out of 5 average rating, 628 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Top guest favorite
Home in East Haddam
4.93 out of 5 average rating, 327 reviews

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Top guest favorite
The guest house features a modern design with a bright yellow exterior, large glass doors, and a spacious front deck. Surrounding greenery and a stone wall create a natural, secluded atmosphere. The deck offers an inviting space for relaxation while overlooking the landscaped yard.
Guesthouse in Guilford
4.99 out of 5 average rating, 517 reviews

Get Back to Nature at a Modern Wood Clad Getaway

HAPPY SPRING… PEEPERS are singing. The spring birds are arriving and the crocuses are up. Hawks, cardinals, blue jays, bluebirds, gold finches and more are here. Beautiful hiking trails in the woods and along the beachfront. Great places to shop and eat or catch a show at one of New Haven’s renowned museums or broadway theatres or relax. Great restaurants along the shore. Enjoy! We want you to have a relaxing stay with us, free from worry. We are located in a private area, away from public.

Top guest favorite
Apartment in New Haven
4.99 out of 5 average rating, 108 reviews

Gemstone: Family-friendly, Close to Yale/Downtown

Welcome to Gemstone! Nestled on a quiet, tree-lined street, this architect designed space is just minutes from Yale Campus and downtown New Haven. Both beautiful and functional, it has been fully renovated and thoughtfully crafted to feature both modern and classic elements. In addition to two bedrooms and two full bathrooms, it includes everything you need to feel comfortable: central air, washer/dryer, WiFi, a 4-seat breakfast bar, new appliances, easy parking, and a 6-person dining table.

Top guest favorite
The exterior of a bright red carriage house is surrounded by lush gardens filled with various flowers and greenery. Two large windows and a white door are visible, adding charm to the traditional New England design. A well-maintained lawn complements the vibrant landscape.
Guesthouse in Wallingford
5 out of 5 average rating, 159 reviews

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!

Superhost
Apartment in New Haven
4.96 out of 5 average rating, 135 reviews

King 1BR Apt with Cozy Den and Luxury Amenities

This gorgeous apt, located in a brand-new luxury building at the center of New Haven’s historic downtown, offers unparalleled comfort, service, and amenities. You can watch a movie on a 65" HDTV, work in one of 5 co-working spaces, or relax at the pool w/ grills and cabanas. Highlights: • Walkable access to Yale • Deep-clean prior to every guest • Coffee, fresh linens, and bathroom essentials • 24/7 fitness center • Rooftop sun terrace + grills • Entertainment lounge w/ bowling alley

Top guest favorite
A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.
Cottage in Weston
4.97 out of 5 average rating, 217 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Top guest favorite
A retro-style dining area features red and white booths surrounding a metallic table. A vibrant patterned rug lies beneath, and a jukebox stands in the corner, adding a nostalgic element to the space. Large windows are adorned with checkered curtains.
Apartment in New Haven
4.99 out of 5 average rating, 170 reviews

Your CT Pizza Palace awaits! - Full Apartment

Oohh fuggedaboutit 🤌 So ya coming to New Haven to have some Apizza?! Or maybe ya just coming here to see ya cousin Lori? This is the place to stay, capeesh? We’ve recreated the New Haven Apizza experience with our super cozy and unique space! This listing is for private access to the entire apartment. Enjoy an incredibly custom and eclectic space in the heart of the New Haven Apizza scene! Only minutes away from the best Apizza in the world! Welcome Paisanos!

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, 192 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!

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
4.91 out of 5 average rating, 280 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.

Top guest favorite
A spacious kitchen and dining area are featured, illuminated by natural light. A wooden dining table is set with decorative placemats and surrounded by four black chairs. Modern cabinetry and appliances are visible in the background, providing a functional and stylish environment.
Apartment in New Haven
4.94 out of 5 average rating, 118 reviews

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.

Popular amenities for New Haven County vacation rentals

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