House vacation rentals in Wallingford

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Popular amenities for Wallingford house rentals

House rentals with a pool

Guest favourite
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!!
Guest favourite
Home in North Fork
4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

KimRating, 5 stars5 months ago
This is the 2nd Thanksgiving weekend we spent at Deeanna's. Her home is beautiful, comfortable and each detail is thought though in the best way. Deeanna went above and beyond to accommodate my family and we are so grateful to her. The kitchen is perfection and the bedrooms are lovely and comfortable. The scenery and views are breathtaking. Overall, this home is a total gem. Thank you, Deeanna! We hope to come back next year!
Top guest favourite
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars8 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Top guest favourite
Home in Cheshire
5 out of 5 average rating, 133 reviews

Pool House

EllenRating, 5 stars3 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 favourite
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 favourite
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.
Superhost
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 favourite
Home in North Fork
5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

TautraRating, 5 stars3 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
Home in Westbrook
4.85 out of 5 average rating, 195 reviews

Family-Friendly Cottage by The Shore

TristanRating, 5 stars2 weeks 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 East Hampton
4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars8 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Guest favourite
Home in North Fork
4.98 out of 5 average rating, 187 reviews

Nofo Bungalow-In The Heart of Greenport Village

JaclynRating, 5 stars2 weeks 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 favourite
Home in North Fork
4.97 out of 5 average rating, 255 reviews

The Greenport Bungalow

ElizabethRating, 5 stars1 week ago
My family and I stay in greenport quite a bit and all agreed that this was our favorite Airbnb to stay in! The house was comfortable and beautifully designed. The host was so helpful when we had questions. Also, the water pressure in the showers was awesome which is hard to come by! Thank you for a great stay - we will be back!!
Guest favourite
Home in East Hampton
4.95 out of 5 average rating, 206 reviews

Rex- East Hampton Cottage- 5 stars

ChristopherRating, 5 stars2 weeks ago
John is a treasure. Very kind and patient. The washing machine broke and he offered to wash our clothes for us. He also suggested places to eat and go. Would highly recommend this place!
Guest favourite
Home in Warren
4.94 out of 5 average rating, 108 reviews

Litchfield County Getaway

DemianRating, 5 stars5 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 favourite
Home in New Britain
4.9 out of 5 average rating, 106 reviews

5•Star CapeCodStyle Gem with a Bedroom on the Main

GregRating, 5 stars2 days ago
We had a great stay at Chana’s place. She was very easy to communicate with and the house was comfortable and very clean. We’d love to stay again next time we’re in CT!
Guest favourite
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.

Private house rentals

Guest favourite
Home in North Fork
4.98 out of 5 average rating, 43 reviews

Private pool/walk to beach; farms/vineyards abound

SuzanneRating, 5 stars7 months ago
Staying at Amy's place was perfect for my friends and I while we're out on the North Fork for a wedding. Amy was very responsive with any questions we had. We were all very comfortable in the main living area as well as our bedrooms. The house was conveniently located to the wedding venue and my friends were also very happy that it was located near some pickleball courts. Thank you Amy for a wonderful stay.
Guest favourite
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 favourite
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.
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 favourite
Home in East Haven
4.89 out of 5 average rating, 101 reviews

Welcome To Piper's Rest

JamesRating, 5 stars4 weeks ago
It was wonderful stay and I’d go back anytime
Superhost
Home in Shelter Island
4.82 out of 5 average rating, 11 reviews

RedHouse with Sprawling Backyard & Hot Tub

AmitRating, 5 stars33 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 favourite
Home in East Hampton
5 out of 5 average rating, 16 reviews

Captains Quarters | July avail!

PeterRating, 5 stars2 months ago
This house served our family very well for a multi-month stay. The house and property are just like the photos and all the amenities were great to have. Would recommend staying here if you are looking for a quiet place near the water in East Hampton. Petra was always very responsive with anything we needed and was an excellent host.
Guest favourite
Home in East Haddam
5 out of 5 average rating, 25 reviews

Elegant Countryside Estate

AnjaliRating, 5 stars5 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.

Quick stats about house rentals in Wallingford

  • Total rentals

    20 properties

  • Nightly prices starting at

    $55 CAD 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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