
House vacation rentals in Wallingford
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Top-rated house rentals in Wallingford
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Popular amenities for Wallingford house rentals
House rentals with a pool

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

The Perfect North Fork Escape
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.

Pool House
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.

Garden Level Suite with Beautiful Pool
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!

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

North Fork Farmhouse with Saltwater Pool
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!

Modern Beach Area Vacation Home With Pool
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.

Long Island home w/ large pool
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

Family-Friendly Cottage by The Shore
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!

Peaceful in Peconic
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.

Nofo Bungalow-In The Heart of Greenport Village
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!

The Greenport Bungalow
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.

Litchfield County Getaway
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

5•Star CapeCodStyle Gem with Bedroom on the Main
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.

Historic Beachside Glamour
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.

Clean private home near Lake Pocotopaug!
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

Beach House in L.I. Wine Country
Beautiful space in a great location. We loved our stay and would definitely book again!

Peaceful and Private 3 bedroom home in the woods
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!

Stunning Artisan Waterfall Escape, Walk Downtown
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.

Welcome To Piper's Rest
It was wonderful stay and I’d go back anytime

Black Point Retreat - Entertain & Enjoy the Beach!
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!

RedHouse with Sprawling Backyard & Hot Tub
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 !

Elegant Countryside Estate
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.

Beachfront paradise- come, stay, relax!
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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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Six Flags New England
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Clinton Town Beach
- Jennings Beach
- Walnut Public Beach
- Seaside Beach
- TPC River Highlands
- Amagansett Beach
- Thunder Ridge Ski Area
- Marvin Beach
- Shennecossett Beach
- Sunken Meadow State Park
- Outer Beach at Smith Point County Park
- Long Island Aquarium
- Groton Long Point Main Beach
- Attawan Beach