House holiday rentals in Wallingford

4.9 out of 5 average rating, 119 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

4.9 out of 5 average rating, 110 reviews

A spacious living area is presented, featuring a comfortable gray sectional sofa, a wooden coffee table, and a decorative rug. Two green bar stools are positioned at a small counter, and a ceiling fan is mounted above, enhancing the cozy atmosphere of the penthouse apartment.

Home in West Hartford

WeHa Penthouse w/ Private Deck

Welcome to our cozy penthouse-style apartment, where comfort meets tranquility. Enjoy a private deck with exceptional views of West Hartford. Treat yourself with our minibar and indulge without leaving your unit. Centrally located, our apartment provides easy access to the best of West Hartford. Explore Blue Back Square, a vibrant dining hub just 5 minutes away. For a leisurely experience, walk 2 minutes to Park Rd and discover culinary delights like Plan B, Americano Bar, and Zaytoon’s Bistro.

5 out of 5 average rating, 153 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!

4.93 out of 5 average rating, 253 reviews

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

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.

4.99 out of 5 average rating, 330 reviews

A cozy living area is presented, featuring a spacious gray sofa and two vibrant orange chairs. A coffee table rests atop a colorful area rug, with natural light filtering in through large windows. Green foliage is visible outside, enhancing the welcoming ambiance.

Home in Fair Haven

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.

4.95 out of 5 average rating, 126 reviews

A panoramic view showcases vibrant autumn foliage across rolling hills, with colors ranging from deep reds to bright yellows. The scene is framed by lush greenery in the foreground, while rooftops and distant landscapes are visible in the background under a clear blue sky.

Home in Waterbury

Amazing views of the Brass City

East Mountain Views at its finest. This clean, 3-bedroom newly updated ranch is centrally located to highways and shopping centers. Walk out to the back deck and experience some of the best views of Waterbury including Fireworks from the back deck (month of July). Wi-Fi/cable, central AC/hot air, washer/dryer, and grill are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey table) are provided. This house is truly relaxing and will feel like home.

4.94 out of 5 average rating, 123 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.

4.98 out of 5 average rating, 190 reviews

An open-concept kitchen and living space features modern appliances and a wood-topped island with seating for three. Light cabinets and blue walls create a bright environment, while a hallway visible in the background leads to the entrance of the cottage.

Home in Branford

“The Lighthouse” A Beach Cottage by the Sea!

Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

4.82 out of 5 average rating, 112 reviews

An inviting living room features a green sofa paired with an armchair, set on a wooden floor. A white brick fireplace is flanked by a dark shelving unit filled with books. Natural light streams in through the windows, enhancing the room's cozy ambiance.

Home in Cromwell

Cozy Mid Century home in prime location!

Enjoy an updated, mid century modern inspired, home minutes away from Wesleyan University & TPC River highlands! This eclectic space offers you a cozy retreat that is centrally located. The bedrooms have 1 King, 1 Queen, & 1 Full with luxury mattresses! High speed Wi-Fi, chefs kitchen, dedicated work desk, and garage space! A few mins from RT 9 & 91! Easy to get everywhere in CT!!! Only 5 mins to TPC, 10 mins to Wesleyan, 20 mins to Hartford! Scald protector on shower upstairs!

5 out of 5 average rating, 138 reviews

An open-concept living space features light-colored wood flooring and a cozy seating area with a white couch and wooden coffee table. A small dining table is positioned nearby, while a stylish staircase leads to an upper level. A television is mounted on the wall, adding to the modern atmosphere.

Home in Haddam

Cozy Comforts!

Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

4.94 out of 5 average rating, 120 reviews

A comfortable living area features a light-colored sofa accompanied by two lamps on side tables. A textured area rug lies beneath a coffee table, while natural light filters through multiple windows, creating a bright and open space. A dining area is visible in the background.

Home in Branford

Charming home, easy access to everything Branford

Full home, comfortable and very well equipped. Private fenced in backyard with patio dining area. Off-street (driveway) parking. Short Walk to the Shoreline Greenway trail. Less than a mile to downtown, parks, beaches, restaurants, marina, Stoney Creek Brewery. Near event venues, The Owenego and Pine Orchard club. Close to New Haven. Family(kid) Friendly home with private fenced in backyard with patio dining area. Equipped with Pack N Play, highchair, booster seat, etc

4.93 out of 5 average rating, 202 reviews

The exterior of a charming three-bedroom house is displayed, featuring a sloped roof and neatly trimmed bushes. A large tree provides shade in the front yard, while a stone pathway leads to the entrance. Side decorations include a swing and tree remnants.

Home in Bristol

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Popular amenities for house rentals in Wallingford

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 55 reviews

An inviting two-story home is highlighted by a stone facade and a decorative chimney. A spacious deck is furnished with chairs for relaxation, surrounded by a well-kept lawn and a variety of trees, creating a serene outdoor environment.

Home in South End

Gorgeous home with saltwater pool. Steps to beach!

4.98 out of 5 average rating, 95 reviews

A spacious living area features large windows that provide natural light and views of the surrounding trees. Comfortable leather furniture includes a sofa and an armchair, arranged around a rustic coffee table on a textured area rug. A potted plant adds a touch of greenery.

Home in Bantam

Hilltop House w/POOL/SPA- HOST & Co.

4.83 out of 5 average rating, 106 reviews

A serene view of the Long Island Sound is captured at sunset, featuring soft pastel hues in the sky. A few clouds are present, and the gentle water surface reflects the vibrant colors. A flagpole with an American flag stands prominently in the foreground.

Home in Milford

Spacious 4 bedroom, oasis with ocean views galore

4.94 out of 5 average rating, 51 reviews

Four orange lounge chairs with side tables are positioned on a wooden deck beside a sparkling blue swimming pool. Flower pots with blooming plants are placed around the chairs. Lush greenery is visible in the background beneath a clear blue sky.

Home in Middletown

Hot Tub and pool Home away from home

4.77 out of 5 average rating, 13 reviews

A circular seating area features white swings surrounding a stone fire pit, which is set within a gravel base. Lush greenery and decorative plants provide a serene backdrop, while a tall fence offers privacy to the gathering space.

Home in Naugatuck

The Oasis in Naugatuck, CT

5 out of 5 average rating, 58 reviews

The image captures a spacious estate surrounded by lush green fields, featuring a heated saltwater pool enclosed by a wooden fence. The house, with multiple levels, displays a mix of gray siding and large decks, enhancing its outdoor appeal.

Home in Bethlehem

Lakeview Expanse

4.93 out of 5 average rating, 196 reviews

A cozy living room features exposed wooden beams and warm wood-paneled walls. A stone fireplace is centrally located, with a basket of wood beside it. A rug with rich colors lays under a wooden table, surrounded by comfortable seating, inviting a relaxed atmosphere.

Home in Litchfield

Stunning Views, Bucolic Bliss in 1790s Farmhouse

4.98 out of 5 average rating, 66 reviews

An exterior view of a quaint cottage is shown, featuring a green facade surrounded by manicured grass and hedges. Distant views of a landscape are visible beyond the property, with trees framing the scene and a pathway leading through the yard.

Home in Saybrook Manor

3BR Updated Cottage w/ Pool in Old Saybrook

Weekly house rentals

4.9 out of 5 average rating, 31 reviews

A charming two-story farmhouse is depicted with a white exterior and a brown-shingled roof. The front porch is furnished with two chairs and includes a decorative lantern. Lush green grass surrounds the house, providing a serene setting amidst the trees.

Home in North Branford

The Gait House at High Gait Farm

5 out of 5 average rating, 20 reviews

An organized kitchen area features sleek white cabinetry, a stainless steel refrigerator, and a gas stove. A single sink is positioned next to the stove, with a tile backsplash in dark tones enhancing the overall design. Natural light fills the space, highlighting the wood floor.

Home in West Haven

1 Bdrm Apt in West Haven

5 out of 5 average rating, 42 reviews

Home in Madison

Stylish Modern Home, 4-Bedroom, Madison CT

4.76 out of 5 average rating, 45 reviews

A spacious bedroom is highlighted with a large bed, dressed in neutral linens, surrounded by light walls and wooden flooring. A cozy area rug adds texture. A serene view is available through a nearby window. In the lower section, a pet is seen relaxing on vibrant green grass.

Home in North Haven

Trail-side Haven Retreat! Pet friendly

5 out of 5 average rating, 69 reviews

An outdoor seating area is shown with comfortable chairs and a fire pit surrounded by paved stones. A well-maintained lawn and tall evergreen trees provide privacy, while large glass doors lead into the house, inviting natural light into the space.

Home in Prospect Hill

Private 6-Bed House w/ King Bd, Groups & Families

4.93 out of 5 average rating, 14 reviews

A spacious outdoor dining area is presented on a red deck, featuring a table set for six, complete with plates and glassware. An umbrella provides shade above, while a grill is positioned nearby. Lush greenery surrounds the deck, enhancing the tranquil setting.

Home in East Haven

Your Home in East Haven

4.78 out of 5 average rating, 36 reviews

A spacious living area is presented with a brown sectional sofa and two decorative pillows. A glass coffee table occupies the center, while natural light pours in through a large window adorned with white trim, offering a view of greenery outside.

Home in Hamden

Cottage Home Retreat

4.96 out of 5 average rating, 76 reviews

A welcoming living room features a comfortable couch and two textured armchairs, arranged around a central round coffee table. Natural light filters through large windows, highlighting a cozy atmosphere. A small side table displays a plant and a soft throw blanket.

Home in New Britain

Bright & Private WHOLE HOUSE 4 YOU Near Everything

Private house rentals

4.76 out of 5 average rating, 74 reviews

A cozy living room features a brown sectional sofa with plush cushions and a decorative mirror on the wall. A console piano is positioned next to a large television on a wooden stand. Natural light enters from large windows adorned with sheer curtains, highlighting the warm wood flooring.

Home in Asylum Hill

The Silhouette in Hartford

4.85 out of 5 average rating, 100 reviews

A quaint two-story home is set within a serene neighborhood, featuring a mix of stone and siding exteriors. Lush greenery lines the property, and a small shed is visible on the side. The front yard is well-maintained, providing a welcoming appearance.

Home in East Shore

Rudy2

4.83 out of 5 average rating, 96 reviews

A bright living area features a teal sofa paired with a light gray armchair, accented by a round coffee table at the center. Natural light floods in through large windows, with soft curtains enhancing the serene atmosphere. Art pieces adorn the walls, complementing the hardwood floor.

Home in Bristol

Stylish & Luxurious 3 BDR home with Play Station

4.82 out of 5 average rating, 17 reviews

A single-story blue home is presented, featuring a combination of large windows and a welcoming front entry. Stone steps lead to the door, with landscaped rocks and greenery enhancing the outdoor space.

Home in East Haven

Private Entire Home • Close to New Haven & Shore

5 out of 5 average rating, 17 reviews

An open-concept living area features a well-equipped kitchen with modern appliances and an island with seating. Neutral walls and wooden flooring create a warm ambiance. Two pendant lights hang above the kitchen island, illuminating the space and connecting seamlessly to the dining and living areas.

Home in Guilford

Coastal Getaway - walk to town and waterfront

4.93 out of 5 average rating, 44 reviews

A light-filled living area features a grey sofa and floral patterned armchair. A television is positioned on a dark wood stand, with a cozy rug anchoring the space. Large windows allow natural light to illuminate the room, complemented by soft white curtains.

Home in Bristol

Walking on Sunshine

4.92 out of 5 average rating, 59 reviews

An open-concept living area showcases a blend of comfortable seating and a cozy dining space. A well-defined sleeping area features a charming metallic bed, wooden furniture, and natural light filtering through a large arched window. Warm tones create an inviting and relaxed ambiance.

Home in Guilford

Guilford cozy in-law apt with private entrance