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House vacation rentals in Wallingford

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Top-rated house rentals in Wallingford

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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.

4.92 out of 5 average rating, 113 reviews

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

Top guest favorite

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

5 out of 5 average rating, 147 reviews

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!

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

4.93 out of 5 average rating, 232 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

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

4.99 out of 5 average rating, 308 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.

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

4.95 out of 5 average rating, 117 reviews

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.

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

4.95 out of 5 average rating, 119 reviews

Connecticut Chalet - Private Pond, Firepit, Views!

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.

Top guest favorite

A serene view of the Long Island Sound showcases several sailboats gently drifting on the blue water. The scene is framed by a simple fence and grassy area, with a clear blue sky above, creating a peaceful coastal atmosphere.

Home in East Shore

4.98 out of 5 average rating, 179 reviews

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

Spectacular unobstructed Long Island Sound views to enjoy year-round out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes from wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

Top guest favorite

A cozy living area features a comfortable gray sofa and an armchair positioned around a circular wooden coffee table. A flat-screen television is mounted above a brick fireplace. Natural light enters through multiple windows, highlighting the inviting space.

4.99 out of 5 average rating, 110 reviews

Welcome to The Avery!

Welcome to The Avery at Amston Lake! Great three-bedroom lake cottage situated in a peaceful lake community. Great place to slow down and relax. Lay out in the sun on the beach, enjoy a fire in the backyard, and even spend some time playing games in the cozy sun room! We are located near numerous vineyards, a brewery, the Connecticut Airline Trail, and great local restaurants! Guests have access to the grill, fire pit area, two kayaks located at the kayak launch, and two main beaches.

Top guest favorite

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

4.98 out of 5 average rating, 167 reviews

“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!

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

4.82 out of 5 average rating, 101 reviews

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!

Top guest favorite

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.

5 out of 5 average rating, 129 reviews

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!

Top guest favorite

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

4.95 out of 5 average rating, 114 reviews

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

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Popular amenities for Wallingford house rentals

Free parking on premises

Air conditioning

House rentals with a pool

The living area features two comfortable, light-colored chairs positioned beside a small table. A large bay window allows ample natural light to fill the space, offering views of colorful foliage outside. Soft curtains frame the window, enhancing a welcoming environment.

Home in Fairfield

4.97 out of 5 average rating, 29 reviews

Once a Pond - time and stress slow down.

Top guest favorite

A private fenced in-ground pool is surrounded by a lush green lawn and a white picket fence. Poolside, a colorful umbrella provides shade over a dining table. Sun loungers and a pool cover are visible, with the house in the background adding to the serene outdoor setting.

Home in Wolcott

5 out of 5 average rating, 11 reviews

Amazing Oasis Private Pool, BBQ, Pool Table.

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

4.93 out of 5 average rating, 44 reviews

Hot Tub and pool Home away from home

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

5 out of 5 average rating, 54 reviews

Lakeview Expanse

Top guest favorite

An infinity pool is positioned under a covered area, with views of the coastline visible through large openings. The pool is bordered by a stone wall, and wooden decking leads to sandy beach access. A grill and various outdoor supplies are set to the left.

Home in Madison

5 out of 5 average rating, 38 reviews

Waterfront Beach House with pool

A serene backyard features a glistening pool surrounded by lush green grass and shaded areas. The house showcases large windows leading to a wooden deck with outdoor seating. Nearby, sun umbrellas provide shelter, enhancing the inviting outdoor space under the trees.

Home in North Fork

4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with NEW Pool

Home in Litchfield

4.93 out of 5 average rating, 191 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

A serene swimming pool is visible in a sunlit pool deck area surrounded by lush greenery. Multiple lounge chairs are positioned around the deck, inviting relaxation. A kayak rests alongside the pool, adding a hint of outdoor adventure.

Home in Litchfield

4.89 out of 5 average rating, 56 reviews

Woodland Country Retreat-Pool+FirePit-nearWineries

Weekly house rentals

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

4.71 out of 5 average rating, 7 reviews

Walk to Choate, 3 Queens & 1 twin

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

4.89 out of 5 average rating, 18 reviews

The Gait House at High Gait Farm

A comfortable living room features a pink sectional sofa arranged in a L-shape, accompanied by a light-colored armchair with a small side table. A colorful area rug adds warmth, while large windows adorned with sheer curtains provide natural light. Shelving displays decorative items.

Home in East Shore

5 out of 5 average rating, 18 reviews

The Jewel of The Cove - Historic Coastal Retreat

Top guest favorite

A spacious living room features a large sectional couch adorned with colorful pillows, next to a smaller armchair. Natural light floods through wide windows framed by vibrant curtains. A wooden coffee table sits in the center, with art pieces displayed on the walls and a guitar nearby.

Home in Westville

5 out of 5 average rating, 81 reviews

Westville Schoolhouse by Stephanie and Damian

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

4.82 out of 5 average rating, 38 reviews

Trail-side Haven Retreat! Pet friendly

Top guest favorite

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 East Shore

5 out of 5 average rating, 73 reviews

3BD w/ Hot Tub |Close 2 Beach +Yale FREE EV Charge

Top guest favorite

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

5 out of 5 average rating, 57 reviews

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

A spacious living area features a comfortable gray sectional sofa alongside a medium wood coffee table. A patterned area rug lies beneath, and natural light enters through large windows. Two doors lead to other rooms, enhancing the apartment's layout.

Home in Southington

4.78 out of 5 average rating, 45 reviews

Large 2nd floor of duplex in town center

Private house rentals

A scenic view of a sandy beach lined with boats in the calm water, framed by greenery and colorful flowers. The ocean reflects the clear blue sky, creating a peaceful atmosphere along the shoreline.

Home in Hotchkiss Grove

5 out of 5 average rating, 56 reviews

Beach House in Private Community on LI Sound

Top guest favorite

The spacious living area features a large sectional sofa with plush cushions, arranged around a minimalist coffee table. A flat-screen TV is mounted on the wall above a stylish console. Natural light streams in through multiple windows, which are framed with light-colored treatments.

Home in Newington

5 out of 5 average rating, 49 reviews

Urban Luxury in Central CT w/ free RV parking

An aerial view of Quarry House showcases its Mid-Century Modern design surrounded by lush trees. The expansive wraparound deck with seating provides a space for relaxation, while the home's large windows reflect the evening light, seamlessly blending indoor and outdoor living.

5 out of 5 average rating, 12 reviews

Quarry House: Mid-Century Modern

Top guest favorite

A spacious living area features a white sectional sofa and leather armchairs, arranged to face large glass doors that provide views of the beach. Natural light fills the room, highlighting warm wood paneling and a cozy, inviting atmosphere. A dining table is visible in the background.

Home in North Fork

5 out of 5 average rating, 14 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Top guest favorite

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A sleek glass coffee table sits in front, and a modern fireplace is framed by a light-colored mantel. A large flat-screen TV is mounted above the fireplace, with natural light flowing in from the adjoining windows.

Home in New Britain

4.95 out of 5 average rating, 43 reviews

Home in New Britain

Top guest favorite

An aerial view displays the modern home surrounded by greenery, with the marina and water visible in the background. Nearby streets and houses can be seen, showcasing the coastal setting and convenient access to recreational areas.

Home in Guilford

5 out of 5 average rating, 27 reviews

Marina Chic: Bright Seaside Gem

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

4.91 out of 5 average rating, 11 reviews

Your Home in East Haven

Top guest favorite

A modern home is showcased with a stone foundation and large windows, allowing natural light to fill the space. A spacious deck is visible, featuring colorful seating options and a stone wall that surrounds a well-maintained lawn, complemented by leafy trees.

Home in Guilford

5 out of 5 average rating, 21 reviews

Coast and Country Private Estate

Quick stats about house rentals in Wallingford

Total rentals
10 properties
Nightly prices starting at
G$8,354 GYD before taxes and fees
Total number of reviews
370 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi

Destinations to explore