Vacation rentals with an EV charger in New Haven County

4.99 out of 5 average rating, 80 reviews

A comfortable living room is centered around a stone fireplace, complemented by two plush armchairs and a tufted sectional sofa. A coffee table adorned with decorative items sits in the middle, while a large window allows natural light to enhance the space.

Home in New Haven

3BD w/ Hot Tub Close 2 Beach+Downtown New Haven

Welcome to Hummingbird House! Relax at this cozy 3-bedroom, 1.5-bath retreat just minutes from Yale, Downtown New Haven, Tweed Airport, and beaches like Nathan Hale Pier and a hidden Park Beach (see pictures). Unwind in the private hot tub, explore nearby parks with tennis courts and playgrounds, and enjoy original local artwork throughout the home. Fast Wi-Fi, free EV charging, and a peaceful backyard complete your perfect New Haven escape. Family, couples, and professionals — all are welcome!

4.94 out of 5 average rating, 155 reviews

A serene waterfront view is presented, showcasing calm waters reflecting a soft pink sky. Lush green grasses frame the foreground, while a tree line marks the horizon, creating a tranquil landscape. A few ducks can be seen gently floating on the water.

Loft in Milford

Lovely water front lower-level loft, free parking

This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

A modern living area features a gray sectional sofa with colorful accent pillows, a minimalist coffee table, and hardwood flooring. Natural light enters through tall windows draped with green curtains. Wall art is displayed opposite the seating area, complementing the relaxing ambience.

5 out of 5 average rating, 25 reviews

DTWN I Near Yale I King Bed I Free Parking I Gym

✔ Prime Downtown Location – Steps to Yale, dining, nightlife & the Green & Wooster Square ✔ Free Parking – Secure, covered garage ✔ Fitness & Wellness – On-site gym & yoga room ✔ Modern Comfort – Smart TVs, high-speed Wi-Fi, and fully equipped kitchen ✔ Coffee Lovers – Fully stocked coffee bar ✔ Historic Charm – Exposed brick & high ceilings in a beautifully restored building ✔ Ideal for Professionals, Academics & Travelers – Self check-in, washer/dryer, work-friendly ✔ Pets Welcome

4.98 out of 5 average rating, 47 reviews

The guesthouse exterior showcases a stone facade complemented by a sloped roof. A large patio area with an umbrella provides shade over a picnic table, surrounded by well-maintained greenery and trees. A natural stone wall lines the property, enhancing the outdoor living space.

Guesthouse in Weston

Nature Lovers Guesthouse

This charming Guest House is a perfect city escape for enjoying nature, visiting friends and family, or conducting business. Located near amazing hiking, fishing, and parks, while just a 15-min drive to beaches, shopping, and dining. Located right on Route 53, the Guest House sits apart from the main Log Cabin, providing serene views of the garden and pond. You may even recognize this property from a Ralph Lauren ad or the 1975 film The Stepford Wives. PLEASE READ 'Other Details To Note.'

A well-lit bedroom features a spacious bed, accentuated by a floral wallpaper backdrop. A large skylight and a window allow natural light to fill the room. A woven bench sits at the foot of the bed, complemented by a green plant near the window.

4.98 out of 5 average rating, 164 reviews

Skylight: Cozy 2 BR, Close to Yale & Downtown NHV

Huge skylights cast light into every room of this stunning two bedroom apartment. Located within walking distance of Yale's campus, this is the perfect place to spend a weekend, month, or entire semester. Skylight was recently renovated and has central air, washer/dryer, fast wifi, a large kitchen, and easy parking. Set on a quiet tree-lined street, this is the perfect place for your New Haven visit. For more space, please look at our listings Haven and The Blue Bird in the same house!

An outdoor swimming pool is surrounded by lounge chairs and umbrellas. The pool's clear blue water reflects the evening lights from surrounding windows. Cozy seating areas with striped cabana curtains are visible in the background, creating a welcoming outdoor space.

4.99 out of 5 average rating, 114 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

5 out of 5 average rating, 23 reviews

A serene outdoor view showcases a lush, landscaped yard bordered by trees. An inground heated pool, currently closed for the season, is visible alongside the greenery. A modern home with expansive windows reflects the natural surroundings, creating a peaceful retreat.

Home in Roxbury

Bright Mid-Century Modern Retreat-90 min from NYC

Mid-Century Modern, newly renovated 3 bedroom, 2.5 bath located on a secluded road. Inground heated pool & mature landscaping. Enjoy Sonos inside and out. Light shines into the living room, vaulted ceiling, wall of windows and sliders to a wooden deck overlooking the pool. Dining room with floor-to-ceiling windows and skylights. 2 bedrooms and 2 full baths on the main level; a 3rd bedroom with balcony, and a half bath. Electric charging station. Pool is open for the season.

4.93 out of 5 average rating, 14 reviews

An open-plan studio is featured, with a plush green sofa adorned by decorative pillows. A spacious bed is positioned in the background, surrounded by framed art. Light-colored cabinetry and modern appliances comprise the kitchenette area, while a coffee table and decorative items enhance the inviting space.

Apartment in Milford

Downtown Milford New,Train Access,Gym,Unit 2A

Discover a roomy studio apartment bathed in natural light within the newly developed Metro on Broad community in Downtown Milford. Adjacent to the Metro North Train Station, it provides quick access to New Haven, Yale, Smilow Hospital, and Fairfield County. This apartment comes complete with upscale furnishings, modern art, and stainless-steel appliances, including a washer and dryer. Your stay in the Milford, CT area is sure to be enhanced in this stylish living space.

4.98 out of 5 average rating, 133 reviews

A timber-style cottage is surrounded by landscaping featuring stones and low shrubs. A spacious deck with white railings leads to a welcoming entrance. Light-colored siding and multiple windows enhance the two-story structure, set against a backdrop of trees and open land.

Home in Southbury

The Cottage at Cedar Spring Farm

Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. The holidays are right around the corner. Holiday reservations have date restrictions. Please inquire about availability. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two.

Superhost

An inviting living area showcases a cozy green sofa and two light-colored armchairs, emphasizing a natural wood coffee table. A rustic stone fireplace adds warmth, with a well-equipped kitchen visible in the background, featuring a gray island with seating and stainless steel appliances.

Home in Brookfield

4.8 out of 5 average rating, 10 reviews

3.5 Acres of Relaxation, Pool, & Cozy Charm

Spacious 3-Bedrooms, 2-bath home on 3.5 acres with two cozy living rooms, full kitchen, dining area, washer/dryer, Wi-Fi, and private patio. Guests enjoy shared access to a 32-ft pool, artist studio, garden, BBQ, and pool table. Ideal for families, friends, and creatives seeking comfort, inspiration, and space to relax. A perfect country escape just minutes from local shops, trails, and farm markets. Book today! Pool is scheduled early June for opening

A cozy living room features a spacious blue couch adorned with yellow accent pillows. A wooden coffee table is positioned in front, with colorful artwork hanging on the walls. A large flatscreen TV is mounted for entertainment, enhancing the comfort of the space.

4.99 out of 5 average rating, 106 reviews

Retreat in New Haven by Stephanie and Damian

Welcome to your personal retreat in the heart of Westville. This apartment has a spacious spa-like bathroom, and cozy living room with an amazingly comfy couch and large flatscreen tv. You will relax in a cloud of comfort in this centrally located oasis, where you'll find yourself near Yale's football stadium, Westville Bowl music venue, local art studios, quaint coffee shops, and famous restaurants just steps from your door.

A bright dining area features a round wooden table surrounded by four woven chairs. Light filters through large windows with classic wood trim, illuminating a vibrant area rug. The space leads into a welcoming living area, indicated by a soft sofa and natural light.