House vacation rentals in Wallingford

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Popular amenities for Wallingford house rentals

House rentals with a pool

Guest favorite
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
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars3 weeks ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Superhost
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
4.95 out of 5 average rating, 19 reviews

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

ChristineRating, 5 stars8 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
Home in North Fork
4.97 out of 5 average rating, 205 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars3 weeks ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Superhost
The outdoor area is highlighted by a heated pool surrounded by lounge chairs and a well-maintained garden featuring a mix of hedges and trees. A spa is situated near the pool, with a stone patio providing additional seating under a blue sky dotted with clouds.
Home in Litchfield
4.82 out of 5 average rating, 105 reviews

The Getaway-HOST & Co.

CrystalRating, 5 stars9 months ago
I absolutely enjoyed my weekend here. The home is beautiful. Everything you could possibly need was provided In the home. Everything was clean, and neat. House is filled with light. The pool and hot tub were enjoyable. The host were amazing and had great communication, assisted us when needed right away. I would highly recommend staying here, and they are pet friendly which is always a plus for me. The yard is fenced in. Which made it easy to let the dog out, and great for the dog to explore. A++++ Will probably be back sometime In the future.
Top guest favorite
A serene pool area features a clear blue in-ground pool surrounded by lounge chairs with red cushions. A vibrant hibiscus flower adds a splash of color, and a slide is visible for added fun. The area is enclosed for safety.
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars3 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 cozy bedroom featuring a spacious bed dressed in soft linens is positioned against a light-colored wall. Natural light filters through two windows, casting gentle shadows on the warm wooden floor. A ceiling fan hangs overhead, and a mirror and chair add functional elements to the space.
Home in North Fork
4.97 out of 5 average rating, 151 reviews

Secluded Farmhouse - Studio Apartment Style Unit

LeslieRating, 5 stars2 weeks ago
Jessica's place was serene and exactly what we were looking for during our long weekend in the North Fork. Great communication!
Top guest favorite
The exterior of the retreat features a wooden façade complemented by a gabled roof. Surrounded by trees, the entrance has a dual-door entryway, leading to a serene, private setting amid nature.
Home in The Hamptons
4.98 out of 5 average rating, 130 reviews

Explore the Water & Woods at a Relaxing Retreat

LaelRating, 5 stars1 month ago
Absolutely beautiful home and wonderful experience!! The host was quick to respond and the amenities were excellent. There was zero lack! Would definitely return for another stay!
Guest favorite
An inviting pool is set among a lush green lawn, surrounded by tall trees. Two rows of lounge chairs are positioned neatly on one side, providing a comfortable space for relaxation. A stone pathway leads to the pool's edge, enhancing the tranquil setting.
Home in North Fork
4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with Pool

JoanneRating, 5 stars2 months ago
We had a lovely stay at Eric's home. The home exceeded our expectations and we felt right at home. The decor was warm and inviting. Everything you could possibly need was in the stunning, modern kitchen. The beds were all comfortable and we slept very well. The property was very peaceful. We enjoyed seeing deer, turkeys and hawks each day. The fixtures in the home were modern, clean and high-end. It was great being so close to Greenport with it's wonderful restaurants and shops. We can't wait to return.

Weekly house rentals

Superhost
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
4.9 out of 5 average rating, 10 reviews

The Gait House at High Gait Farm

NancyRating, 5 stars1 week ago
Lori was very accommodating to us with early check in. The beds were super comfortable, and I was so happy to see that she had two king sized beds and one queen! Perfect for our family. Beautiful linens, tons of comfy white towels in the bathrooms. Really a great place to stay that I would highly recommend.
Guest favorite
A spacious beachfront property is showcased, featuring a well-maintained lawn and a patio area with outdoor seating. The ocean is visible in the background, providing serene water views. The home is characterized by its coastal architecture and nearby neighboring structures.
Home in Branford
4.97 out of 5 average rating, 33 reviews

Adorable Beach House on LI Sound

JordanRating, 5 stars2 weeks ago
Had an excellent stay at Eileen’s place. The house was extremely clean and perfect size for a couple. Beautiful view and surroundings. Only wish I had more time to explore the area. Would definitely stay here again if I return.
Top guest favorite
The outdoor patio is illuminated, featuring a large hot tub and a dining area with a table and chairs. Surrounding the space are twinkling string lights, adding a cozy ambiance. A grill and lush greenery complete the inviting exterior setting of the home.
Home in Plymouth
4.98 out of 5 average rating, 41 reviews

Don’t miss out on this cozy New England escape!

PriscillaRating, 5 stars3 days ago
Shawn's home provided a perfect place for my husband, mother and myself spend time with my son and daughter-in-law that are now attending college in CT. The home was spacious and made it possible for us to cook and to gather around a table for a family meal. The hot tub, fire pit table and grill was a great addition. There are also plenty of games available. The beds are super comfy! We wanted to take advantage of the skatepark but no one brought a board :-( The property and home are very beautiful. We had such a great time and won't forget how peaceful our stay was. Shawn is very responsive, informative and polite. Thank you for a wonderful stay.
Guest favorite
The living room features a modern design with a curved green and orange sofa surrounding a light wood coffee table. A striking black fireplace provides a focal point against a light wall. A statue and decorative elements contribute to the welcoming ambience.
Home in West Haven
4.95 out of 5 average rating, 43 reviews

Westshore Luxury

MatthewRating, 5 stars1 day ago
You, was great. Traveling through and not knowing much about the area. Yu gave us so much helpful information. Be sure to ask Yu about their great restaurant in New Haven.
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, 70 reviews

Westville Schoolhouse by Stephanie and Damian

TashicaRating, 5 stars1 week ago
Where to start! I could write an epistle about my stay but I'll keep it short and sweet. What an absolutely beautiful and stunning home! from the moment I arrived I felt right at home. Stephanie and her husband put a lot of thought into every detail of their home and they went above and beyond to ensure our stay was perfect. I wish I had an extra week! I appreciated how central the location is but still allows you to feel as though you are in a private oasis. I can't wait to be back in New Haven to rent from Stephanie again! you are a super host for a reason :) Thanks for making your home my home. My family and I truly enjoyed our stay. Already planning my next trip!
Superhost
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
4.83 out of 5 average rating, 35 reviews

Trail-side Haven Retreat! Pet friendly

KimberlyRating, 5 stars5 months ago
This property is in New Haven, bordering North Haven. Easily accessible from the 91 or from SR15, but not near enough either road to hear traffic noise. This is a downstairs unit, and there are tenants above; you will hear some neighborly noise, but nothing out of the ordinary for a duplex, and much quieter than a hotel room. If you're familiar with the area, this home is walking distance from the large Medtronic facility and a close drive to the North Haven shopping area (Target, Cinemark). Property is well kept, and all linens and interior areas were clean. We appreciated the pet-friendly approach (minimal rugs on the floor), as well as the large (unfenced) yard for our dog. We had a few minor issues, to which the hosts were quick to respond and remedy. The kitchen has every feature or appliance you'd need for a short stay, and even included common spices, soap, paper towels, and kcups. Bathroom had ample towels for 2 people. Would be happy to stay here for future visits.
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, 66 reviews

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

ShebellRating, 5 stars5 days ago
Wow, I don’t even know where to start! My family and I just had the most incredible time celebrating my niece's 21st birthday. From the moment we arrived, Annie blew us away as the ultimate host! The house was decked out with beautiful decorations that truly made the surprise unforgettable. And guess what? She even had a magnificent birthday cake waiting for us! The house itself was absolutely gorgeous and so inviting. We felt right at home with an abundance of linens, towels, and toiletries—perfect for a group of five women! The jacuzzi was a dream, and the grill was all set for us to fire up some delicious meals. Plus, the kitchen was stocked with all the essentials and some delightful extras! Annie was always quick to respond to our questions, which made everything even easier. We were thrilled to find beach necessities already available, so we didn’t have to worry about bringing our own. There’s so much more I could rave about, but overall, this stay was amazing.
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 New Haven
5 out of 5 average rating, 52 reviews

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

ColleenRating, 5 stars3 days ago
This is a great place close to downtown and the university. The communication was timely and everything in the house was thoughtful and easy to navigate. It was a perfect place for our family to use.

Private house rentals

Guest favorite
A bright bedroom features a spacious bed adorned with a blue plaid blanket. Two windows allow natural light to illuminate the room, complemented by matching bedside lamps on either side. A round mirror hangs on the wall, enhancing the room's open feel.
Home in Middletown
4.96 out of 5 average rating, 24 reviews

Middletown Loft

EdRating, 5 stars2 weeks ago
Booked this property for Wesleyan Reunion/Commencement weekend. Was well worth it to stay in a clean, comfortable, and totally private space. All instructions were totally clear and David was very accommodating. Would totally stay here again for future visits!
Superhost
The exterior of a two-story home is displayed, featuring a light gray facade with white trim. Large windows provide natural light, and the front door is painted a rich blue. A landscaped yard with green grass and scattered rocks frames the property, enhancing its inviting presence.
Home in Guilford
5 out of 5 average rating, 3 reviews

Whispering Meadow House

JudyRating, 5 stars3 days ago
We are a group of 5 women who have been getting together for long weekends once or twice a year for many years. Brenda and Dean’s place is one of the most wonderful homes we have stayed in. They are terrific hosts — communicate quickly, answer all questions and are very generous in the treats provided. The house is perfect - exceptionally clean, comfortable beds, lots of seating and a lovely view. We can’t say enough about how much we enjoyed our stay!
Top guest favorite
A multi-story wooden house is set against a backdrop of lush green trees. Colorful flowering bushes, primarily in shades of pink, enhance the natural landscape, while a glass solarium extends from one side of the house, showcasing outdoor living space.
Home in New Hartford
4.96 out of 5 average rating, 69 reviews

Private Woodland Sanctuary—3 mins to a lake beach!

EmilyRating, 5 stars1 week ago
this place is magical. my sisters and I have stayed here twice now, for her wedding and now for mine. both times the home has been clean and the overall experience has been wonderful.
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, 23 reviews

Marina Chic: Bright Seaside Gem

NicholeRating, 5 stars2 weeks ago
Lauren was probably the best host we have had on Airbnb. So responsive and helpful and the place was amazing. Guilford is a special place and we will definitely be back and stay here. Awesome property!
Superhost
A spacious bedroom features a large wooden bed with soft bedding and a decorative pillow. Nightstands with lamps are positioned on either side of the bed. A cozy throw blanket is draped over the foot of the bed, while a seating area is arranged nearby.
Home in New Haven
4.77 out of 5 average rating, 69 reviews

Cozy apartment feel at home

BrittanyRating, 5 stars2 weeks ago
Great spot super close to everything we needed to go to. It was so cozy that we ended up sleeping through a bunch of our plans 😂 appreciate having pet friendly places like this since we like to travel with our pups. It was clean and quiet for being attached to another residence.
Top guest favorite
An updated kitchen is featured, showcasing stainless steel appliances and a butcher block counter that overhangs into the living area. French doors open to a serene view of the rolling fields and Smith Pond, enhancing the connection between indoor and outdoor spaces.
Home in Watertown
4.96 out of 5 average rating, 24 reviews

Carriage House on Smith Pond!

IreneRating, 5 stars2 weeks ago
Another great stay for us at Todd's Airbnb. Once again we thoroughly enjoyed the ambience of the setting, the lovely views, and of course.....the treats that Janet thoughtfully provided. The Carriage house is very well equipped with a comfy bed and is extremely clean; we can highly recommend it.
Superhost
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
4.81 out of 5 average rating, 97 reviews

Cozy Mid Century home in prime location!

DorothyRating, 5 stars2 weeks ago
Perfect place for our family for Wesleyan University commencement. Literally 10 minutes door to door. Spacious, clean, comfortable and the layout was excellent for us! My husband and I had the upstairs and our son had one of the downstairs bedrooms. Lea was very helpful with her instructions, etc. Lovely house in a lovely location.
Superhost
A stylish living area features a dark green accent wall adorned with decorative wall hangings. A black velvet sofa offers seating, complemented by two green armchairs. Central round coffee tables sit on a patterned area rug. Natural light filters through sheer curtains, enhancing the inviting space.
Home in West Rock
4.94 out of 5 average rating, 54 reviews

Serene Bohemian Paradise *420 friendly*

FernandoRating, 5 stars1 week ago
Cozy house with easy access by car to Yale. everything went as expected.

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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