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House vacation rentals in Wallingford

Find and book unique houses on Airbnb

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Popular amenities for Wallingford house rentals

House rentals with a pool

Guest favorite
A saltwater pool features a vibrant blue surface and is surrounded by a spacious terrace. Sun loungers are positioned along the poolside, and a fenced area provides safety. Lush greenery creates a serene backdrop, enhancing the outdoor space for relaxation.
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars7 months ago
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!
Top guest favorite
A light-filled living area features a neutral-colored sofa alongside a blue couch, with decorative pillows adding subtle color. A wooden coffee table rests in front, and large windows with bamboo shades allow natural light to brighten the space.
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars7 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Top guest favorite
An inviting outdoor area features a heated pool surrounded by a spacious patio. Comfortable lounge chairs are neatly arranged on the side, with umbrellas providing shade. Lush greenery and trees create a serene backdrop, enhancing the tranquil setting of the Pool House.
Home in Cheshire
5 out of 5 average rating, 133 reviews

Pool House

EllenRating, 5 stars2 weeks ago
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.
Top guest favorite
The outdoor area features a large in-ground pool surrounded by a fence, with lounge chairs and shaded umbrellas. A spacious wooden deck is visible, along with seating and a small shed. The lush greenery of the backyard complements the serene setting.
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars2 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Guest favorite
A heated pool is surrounded by a spacious, patio area featuring lounge chairs and a shaded table set, providing a relaxing outdoor space. Lush greenery and fencing enhance privacy, while a comfortable seating area can be seen beyond the pool.
Home in Litchfield
4.99 out of 5 average rating, 84 reviews

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

DanielRating, 5 stars2 months ago
Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.
Guest favorite
A spacious great room features high wooden ceilings and large arched windows. A contemporary blue chair and a brown leather sofa are arranged on a neutral rug. Artworks adorn the walls, and a side table is visible near a doorway leading to another room.
Home in North Fork
4.92 out of 5 average rating, 24 reviews

North Fork Farmhouse with Saltwater Pool

MikeRating, 5 stars5 months ago
Had a great stay at Andrew’s Air Bnb. It was very close to numerous wineries, breweries, and restaurants. It was the perfect location for a weekend get away, with a house that would’ve been worth it in the middle of nowhere! We will be back!
Superhost
An outdoor area features a blue swimming pool surrounded by greenery. A patio area includes a grill and a table, inviting guests to enjoy meals al fresco. Sunlight creates a bright atmosphere, while tall trees provide a sense of privacy.
Home in Fairfield
4.71 out of 5 average rating, 7 reviews

Modern Beach Area Vacation Home With Pool

VRating, 5 stars17 months ago
We were all very happy with the check-in/check-out. Instructions were clear and host left helpful information. Beds were quite comfortable. More than enough space for all. Laundry room was a plus. Easy to access town & beach. Lovely place - quiet - clean. Would definitely book again.
Top guest favorite
A modern ranch house is set against a backdrop of lush greenery. A large luxury mineral spring pool draws attention, surrounded by a spacious patio with lounge chairs. An outdoor seating area features a covered porch, providing a relaxing space for gatherings.
Home in North Fork
5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

TautraRating, 5 stars2 months ago
My stay here was phenomenal! From the host’s response time, down to the amenities that were placed throughout the house. As soon as you walk in, it felt like home. The house is spacious and highly functional. The design of the house offers a perfect blend of modern mixed with nostalgic elements. The best stay by far. Would love to book again!

Weekly house rentals

Superhost
A wooden pathway leads through sandy terrain, flanked by low vegetation. The scene is set against a clear blue sky, creating a serene atmosphere that guides visitors toward the shoreline.
Home in Westbrook
4.86 out of 5 average rating, 194 reviews

Family-Friendly Cottage by The Shore

TristanRating, 5 stars1 week ago
I had a nice, overnight stay at Marie's place. All was as described and the instructions for everything were spot on. Comfortable & convenient stay, would visit again!
Superhost
Home in North Fork
5 out of 5 average rating, 4 reviews

Peaceful in Peconic

MollyRating, 5 stars9 months ago
We loved this vacation, Peconic is the perfect place to spend 2 peaceful weeks by the Sound. The cabins are comfortable and the kitchen has great cookware and sharp knives. There are ticks here, check yourself regularly.
Guest favorite
A charming historic bungalow is presented with a shingle exterior and turquoise accents. The entrance is framed by flower boxes, and brick paving extends to the driveway. Lush greenery surrounds the property, while clear blue skies complement the inviting facade.
Home in North Fork
4.98 out of 5 average rating, 187 reviews

Nofo Bungalow-In The Heart of Greenport Village

JaclynRating, 5 stars1 week ago
We cannot get enough of this amazing North Fork bungalow! We have enjoyed staying here several times over the last 5 years and hope to be back again next year! The space is perfect for our family of 6! We enjoy making a fire pit out back, cooking dinner together in the kitchen, playing games at the dining room table and snuggling up together on the couch! Our 4 kids cannot get enough of the bedroom upstairs! They love reading, playing games and being altogether for a big sleepover! We love taking a break from our busy life to relax and enjoy walks to town for coffee and dinner, hiking on the beach, the wineries and taking a trip over to Shelter island to hike and explore! Thank you again for having us and for all of the memories we have made together in your beautiful house! We hope to see you again next year!
Guest favorite
Home in North Fork
4.97 out of 5 average rating, 254 reviews

The Greenport Bungalow

SaraRating, 5 stars4 weeks ago
This is an AMAZING Airbnb. High quality blankets, towels, ornamental details throughout the space. Comfortable beds. Beautiful ambient lighting. Large backyard with a fire pit. The neighborhood is quiet, beautiful houses, surrounded by water, with lovey little shores and nooks to walk to. My 4 year old had toys to play with and a little potty that all came with the home. I will DEFINITELY stay again. My family and I loved this place.
Guest favorite
A blue-brick exterior is complemented by a landscaped yard featuring two lounge chairs with light blue cushions. A dining area with an umbrella sits adjacent to the building, while stone pathways lead to the entrance flanked by greenery.
Home in Warren
4.94 out of 5 average rating, 108 reviews

Litchfield County Getaway

DemianRating, 5 stars4 months ago
Was in the area to visit family and this was a perfect location for me. Had just what my family needed to have a great weekend
Guest favorite
A bright bedroom is presented with a spacious bed, accented by a light-colored comforter. A wooden dresser and a bedside lamp add to the decor. Natural light streams through two windows with light curtains, providing a serene atmosphere.
Home in New Britain
4.89 out of 5 average rating, 104 reviews

5•Star CapeCodStyle Gem with Bedroom on the Main

ErikaRating, 5 stars2 weeks ago
We had a short stay at Chana‘s place, but everything was perfect for our family. We will definitely book again and recommend to others. Thank you Chana.
Guest favorite
Home in Madison
4.87 out of 5 average rating, 23 reviews

Historic Beachside Glamour

GretchenRating, 5 stars6 months ago
A lovely cottage on a quiet street (at least in the fall!). The interior is just beautiful with all the wood floors, walls, ceilings. The kitchen was - unusual! Clearly they had to retrofit an old home to accommodate modern appliances, but all worked well.
Guest favorite
A bright living area features a large flat-screen TV mounted on a white console. Two colorful armchairs and a brown leather couch surround a wooden coffee table, all set on a blue area rug. Light streams in through a window, enhancing the cozy atmosphere.
Home in East Hampton
4.92 out of 5 average rating, 93 reviews

Clean private home near Lake Pocotopaug!

CathyRating, 5 stars3 months ago
I highly recommend this property. It was perfect for our Christmas visit with family. The furniture and beds were very comfortable. We truly enjoyed our stay in East Hampton. We will be back!

Private house rentals

Top guest favorite
A vibrant orange car is parked on a gravel driveway in front of a navy blue house. Lush greenery surrounds the property, and a neatly manicured lawn extends beside a stone walkway leading to the entrance.
Home in North Fork
4.99 out of 5 average rating, 89 reviews

Beach House in L.I. Wine Country

RuthRating, 5 stars6 months ago
Beautiful space in a great location. We loved our stay and would definitely book again!
Guest favorite
The exterior of a single-story home is set among lush greenery, featuring a varied facade with shingle and clapboard elements. Symmetrical landscaping includes neatly trimmed shrubs and a spacious lawn. A pathway leads to the front door, framed by tall trees providing natural shade.
Home in Shelter Island
4.88 out of 5 average rating, 26 reviews

Peaceful and Private 3 bedroom home in the woods

Robert,Donald JrRating, 5 stars8 months ago
Maura was an excellent host and the home was perfect! We enjoyed the weekend very much and cannot thank Maura enough for her kindness, responsiveness, warm hearted spirit, and for opening up her home to us. Will always keep this spot in mind for future SI adventures!
Guest favorite
The exterior of the house features a multi-level deck and abundant autumn foliage in vibrant colors covering the ground. Two decorative benches are situated in the foreground, offering a tranquil spot to enjoy the surrounding nature.
Home in Chester
4.98 out of 5 average rating, 209 reviews

Stunning Artisan Waterfall Escape, Walk Downtown

TimRating, 5 stars6 months ago
We'd been looking forward to coming back to The Recycle House since we first stayed there in 2022. Safe to say it was just as we remembered it...great house, great location, wonderful community. Looking forwarded to returning.
Guest favorite
The exterior of a two-story single-family home is depicted, featuring beige siding and a centered front door. Lush green grass surrounds the walkway leading to the entrance, with a mailbox positioned at the pathway. A nearby tree and hedges provide additional greenery.
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars3 weeks ago
It was wonderful stay and I’d go back anytime
Guest favorite
A spacious dining area features a large wooden table surrounded by wooden chairs, accommodating numerous guests. Natural light floods in through large windows with light-filtering shades, enhancing the inviting atmosphere. The room's design emphasizes simplicity and functionality, ideal for shared meals and gatherings.
Home in East Lyme
5 out of 5 average rating, 10 reviews

Black Point Retreat - Entertain & Enjoy the Beach!

PeggyRating, 5 stars7 months ago
Our group had a wonderful stay at this beautiful, spacious home. It was spotlessly clean and well stocked with supplies. The 7 of us enjoyed gathering around a spacious table to play games in the bright roomy sunroom. It led out to a very nice patio with a comfy wicker couch and chairs. The host was very prompt in responding to us and was quick to satisfactorily address our questions. We had a wonderful,memorable time!
Superhost
A charming red farmhouse exterior is seen, featuring large glass doors leading to a spacious deck. Colorful chairs are arranged on the deck, surrounded by lush green grass and trees, creating an inviting outdoor space. The clear sky enhances the overall bright appearance.
Home in Shelter Island
4.82 out of 5 average rating, 11 reviews

RedHouse with Sprawling Backyard & Hot Tub

AmitRating, 5 stars32 months ago
We loved our stay at Jimbo's. All the bedrooms are spacious and the beds are comfortable. The whole family enjoyed chilling out in the comfy sofas with a nice library in the living area. We all and in particular our dog loved the huge, green and well maintained lawn. He had so much fun with all the space to run and play! For us the greenery was very relaxing. The location is good - a 5 minute walk from the ice cream store, 12 minute walk from Crescent Beach (with the happening Sunset Beach Club), a 5 minute drive from the IGA, and a 5 minute drive from North Ferry. The furthest we had to drive was a 12 minute drive to Rams Head Point. The outdoor shower was lovely! Jimbo was very friendly and very responsive including providing some very efficient "tech support" on the dryer even though he was out of town. The issue was a confusing light on the dryer and some user error and was easily resolved on the phone. Additional towels were dropped off upon request. A pretty comprehensive set of silverware, plate settings, and kitchen utensils made it a fun and easy stay. Thank you Mary and Jimbo for sharing your house, we had precious moments there and we highly recommend it !
Guest favorite
The white estate is framed by bare trees, showcasing a combination of traditional architecture and natural surroundings. A serene lawn is visible in the foreground, with stone walls adding rustic charm. Soft lighting illuminates the porch, creating a welcoming atmosphere.
Home in East Haddam
5 out of 5 average rating, 25 reviews

Elegant Countryside Estate

AnjaliRating, 5 stars4 months ago
Spent a wonderful Thanksgiving weekend at Travis' place with my husband and two young daughters. The house is beautifully appointed and so cozy. We played games by the fire, watched a movie in the cozy tv room, and made and enjoyed lovely meals in the kitchen. The house is even more magical than it looks in the photos, and we certainly hope to be back.
Guest favorite
A charming beachside home is showcased, featuring a wrap-around porch with seating. The sandy beachfront extends along the water's edge, and a clear blue sky overhead enhances the coastal atmosphere. Nearby houses are visible, offering a sense of community along the shore.
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

Quick stats about house rentals in Wallingford

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    380 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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