Vacation rentals in Wallingford

4.91 out of 5 average rating, 118 reviews

A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.

Home in Hamden

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Looking for privacy, seclusion, and direct access to Sleeping Giant State Park right from your back yard? Then look no further! Entire Mid Century home centrally located to many great attractions and colleges. Featuring an open floor plan characterized by large glass windows and open space featuring simplicity and an integration with nature. Access to I-91 or Rt15 are both about 1 mile away, with Yale University and Downtown New Haven about a 20 minute drive. Farmington Canal bike trail-.5 miles

4.98 out of 5 average rating, 241 reviews

A charming cottage features wood shingle siding and a neatly arranged entrance. The front yard showcases a manicured area with green grass, accompanied by a duck and a chicken. Nearby, expansive fields and a rustic barn complete the serene rural landscape.

Guesthouse in Portland

Guesthouse Farm Stay

Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

5 out of 5 average rating, 152 reviews

The kitchen showcases a spacious layout with white cabinetry and modern stainless steel appliances. A large island with seating for several guests is highlighted. Warm lighting from pendant fixtures complements the hardwood floors, while a cozy fireplace is visible in the adjacent living area.

Home in North Haven

Luxury Stay in Expansive Historical Home

The Bassett House, originally built in 1802, this large historic farmhouse was elegantly remolded in 2018. North Haven, CT is centrally located and just minutes from Yale, Quinnipiac, UNH, and SCSU as well as shopping, the best restaurants, hiking trails state parks and beaches, and many local attractions including various vineyards. If you’re planning a business trip or a gathering for family or friends, then our home can provide you with an exceptional level of comfort during your time in CT!

4.94 out of 5 average rating, 834 reviews

A bright living space is showcased with wooden floors and white walls. A dark leather sofa faces a wooden coffee table, while a rocking chair invites relaxation. A dining area features a table with four orange chairs, complemented by natural light from nearby windows.

Apartment in Middletown

Quaint 2br apt- 1 block walk to Wesleyan & Main St

Nicely appointed 1st floor 2 BR apt with mid-century modern inspired decor that is a cozy home away from home. House is 1 block from Wesleyan and 2 blocks from food/fun on Main St, so you don’t need to use your car to visit Wesleyan or get to anything in town since the location is very walkable. Laundry, dishwasher, tv with roku, dvd player and dvd’s, books, bluetooth radio, wifi, front porch and back yard seating, close to Rt 9, I-91, Rt 84, Hartford and short drive to beaches/shoreline/I-95.

4.91 out of 5 average rating, 103 reviews

A peaceful view of Paper Goods Pond is captured, showcasing calm waters reflecting the sky. Surrounding trees display vibrant autumn colors, and a grassy area leads down to the water's edge. The serene landscape provides a backdrop for relaxation and connection with nature.

Apartment in Berlin

Pond View Retreat I in Central CT

Comfortable 1 bedroom apt. Centrally located between Hartford and New Haven Near CCSU, UCONN Medical, HOCC, Hartford, Middletown. Perfect for extended stay. Business, nurses, snowbirds. We host short term if available close to requested dates. Separate one bedroom apts. 2nd floor. Washer/Dryer. See our 2nd listing Pond View Retreat II. Clean, safe location. Close to train station, banks, restaurants, grocery stores ,hwy. Relax and enjoy the four seasons over looking Paper Goods Pond!

4.97 out of 5 average rating, 596 reviews

An expansive patio extends towards the shimmering waters of Long Island Sound, featuring lounge chairs and a dining table with an umbrella. Decorative planters and lanterns are arranged along the patio edge, complementing the serene waterfront view.

Apartment in Milford

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!

4.95 out of 5 average rating, 384 reviews

A spacious living area is illuminated by natural light streaming through large windows. A comfortable gray sofa with decorative pillows faces a modern coffee table. A stylish area rug adds color, while a wall-mounted TV and decorative plants enhance the space.

Apartment in New Haven

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

4.93 out of 5 average rating, 164 reviews

A studio layout features a queen-sized bed with neutral bedding, situated under a sloped ceiling with recessed lighting. A small dining table and two chairs are positioned near a closet. A Smart TV is mounted on the wall, complementing the wooden flooring.

Guest suite in Cheshire

Cozy & Private Studio Suite

Quiet and private in-law suite. Located close to the center of Cheshire, convenient to Route 10, I-691, and Route 15. Near to grocery stores, great restaurants, and shopping centers. 15 minute drive to Toyota Oakdale Theater, 20 minute drive to Lake Compounce Amusement and Water Park, and 30 minute drive to Yale University, Museums, and downtown New Haven. A slightly longer drive will take you to to the beautiful shoreline, Hammonasset Beach State Park, Foxwoods and Mohegan Sun Casinos!

4.94 out of 5 average rating, 122 reviews

A tranquil outdoor scene features a lush green lawn surrounding a calm pond. The reflection of trees and the nearby home can be seen in the water. A picnic table sits on the grass, inviting relaxation amidst the natural surroundings.

Home in Southington

Connecticut Chalet: Experience Fall in New England

Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

Guesthouse in Wallingford

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.

5 out of 5 average rating, 129 reviews

The Garden Loft - A Charming Choate 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!

4.87 out of 5 average rating, 134 reviews

A cozy living space features a modern television mounted on a light wood console. A decorative plant adds a touch of greenery beside the TV. A wooden coffee table is positioned in the center, while a dining table with white chairs is visible in the background.

Condo in Hamden

Close to Yale Hospital, 1 bed apt, great location.

The offer specially dedicated to travel professionals working in the area of New Haven . Centrally located, best for 2 or one person, one queen bed, access to public transportation with bus stop just 1 min away take you straight to Yale in New Haven , Quinnipiac University, 20 min away to Tweed airport . Easy access to Merritt Parkway and I-91. Self check in with smart lock. No more than 5 min walking distance to Walgreen’s, Domino Pizza, Dunkin Donuts, Eli’s Brick Oven Pizza

4.92 out of 5 average rating, 255 reviews

A single-story cottage is set amidst greenery, showcasing maroon siding and multiple windows. The front yard features a manicured lawn with a few flowerbeds, and a stone pathway leads to the entrance, flanked by tall trees providing shade.

Cottage in Middlefield

Lake Beseck cottage

Very comfortable 1 bedroom cottage 200 yards from the lake. Large bathroom with shower, heated floors and laundry. Full kitchen, living room with sofa and TV and wifi. Bedroom has a long double Tempurpedic bed. Finished porch with dining table/ chairs and a desk/work area. Microwave, coffee maker, toaster, toaster oven, Patio with gas grill, popcorn air popper, rice and vegetable steamer. WIFI printer. Pack and play upon request. Washer and dryer, hair dryer.

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Popular amenities for Wallingford places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Wallingford's top sights

Powder Ridge Mountain Park & Resort69 locals recommend

Sleeping Giant State Park131 locals recommend

Gouveia Vineyards69 locals recommend

Other great vacation rentals in Wallingford

4.75 out of 5 average rating, 8 reviews

A modern kitchen is equipped with stainless steel appliances and light gray cabinetry. A granite countertop provides space for two black chairs. The brick column adds texture, while a colorful wall art piece introduces a touch of creativity to the setting.

Home in Wallingford

Ugly Duckling, Walk to Choate

4.96 out of 5 average rating, 54 reviews

A spacious beachfront property is showcased, featuring a well-maintained lawn and a patio area with outdoor seating. The ocean is visible in the background, providing serene water views. The home is characterized by its coastal architecture and nearby neighboring structures.

Home in Branford

Adorable Beach House on LI Sound

4.82 out of 5 average rating, 22 reviews

A comfortable living area features a light grey sofa complemented by a patterned armchair. Natural light filters through windows adorned with green curtains. A wooden coffee table sits in the center, with an art piece showcasing a serene landscape mounted on the wall. A flat-screen TV is also present.

Apartment in Wallingford

Seasons Hospitality Cozy 1BR Center of Town

4.78 out of 5 average rating, 40 reviews

A functional kitchen features wooden cabinets and a mosaic backsplash. Stainless steel appliances, including a gas stove and microwave, are present. A double sink is positioned beneath the window, along with ample countertop space for meal preparation.

Apartment in Meriden

Home away from home (2 bedrooms, 2 beds)

4.91 out of 5 average rating, 65 reviews

A modern kitchen features sleek cabinetry and a spacious island with a stone base. Three bar stools are positioned at the island, next to stylish pendant lights. A stainless steel refrigerator and a microwave are visible, along with various kitchen essentials arranged thoughtfully on the counter.

Guest suite in Wolcott

Modern cozy, pet friendly

4.94 out of 5 average rating, 31 reviews

A serene bedroom includes a spacious bed dressed in neutral linens, accented with a textured throw and decorative pillows. Natural light filters in through a window, and a soft area rug complements the decor. A modern chair and bedside tables enhance the inviting space.

Apartment in Meriden

Hillside Retreat

Guest suite in North Branford

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.

4.94 out of 5 average rating, 49 reviews

Private Bright Studio Retreat with kitchen