Photo by Bobby Bukes

Wallingford Holiday Rentals

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Holiday Rentals in Wallingford

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (1984)
"It was good"
The price is AU$180
includes taxes & fees
24 Dec - 25 Dec
New Haven Village Suites

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (127)
"Although I went went it is cold the view and location were excellant. I can definately see taking advantage of this place during the summer. The host was responsive and available. "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Patchogue River Retreat, 8 minute walk to West Beach

10.0 out of 10, Exceptional, (8)
"My staff and I stayed here for a horse show. It was clean and very comfortable. We wished we had time to actual enjoy the house!!!"
Patchogue River Retreat, 8 minute walk to West Beach

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.8 out of 10, Exceptional, (37)
"Great location. Nice place. Noisy neighbors though"
Luxury Furnished Apartments by Hyatus Downtown at Yale

Spacious 5-bedroom, 6 bath vacation home just 5 min drive to Connecticut River

10.0 out of 10, Exceptional, (31)
"We stayed for our annual Columbus Day weekend away with a group of 9 friends. The house was very comfortable and we had plenty of space. We really enjoyed the game room in the evenings - all the games were in excellent condition and everything was in working order (which has not usually been the case at other vacation rentals we have been to). We were lucky enough to have beatiful fall weather all weekend, so we could enjoy the lovely back yard. We made use of the gas grill, watch a playoff game...
Spacious 5-bedroom, 6 bath vacation home just 5 min drive to Connecticut River

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (86)
"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "
The price is AU$593
includes taxes & fees
26 Dec - 27 Dec
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.

The price is AU$186
includes taxes & fees
24 Dec - 25 Dec
cozy 1 bedroom 3rd floor nice quiet and conveniently located next to everything.

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

10.0 out of 10, Exceptional, (24)
"The house is an architectural gem with plenty of space for the family. We enjoyed the fireplace in the evenings."
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

10.0 out of 10, Exceptional, (58)
"Great"
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

9.0 out of 10, Wonderful, (20)
"Spent a weekend in this cottage while attending an event for my daughter. Very cozy and comfortable. Host was great, with excellent communication. Renovations are taking place in adjacent units, however it did not impact my stay. Highly recommend. "
The price is AU$309
includes taxes & fees
3 Jan - 4 Jan 2025
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

Waterfront Cottage in Branford

10.0 out of 10, Exceptional, (89)
"House is beautiful and the view even better. On the waters edge and very quiet grandkids were occupied and very happy "
Waterfront Cottage in Branford

lakefront estate

3.8 out of 10, (8)
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Beachfront 3-bedroom vacation home just 14 minutes from Yale University

10.0 out of 10, Exceptional, (28)
"Very comfortable home. Perfect for our grown family. We enjoyed the relaxed atmosphere, the beach and water views right outside the back steps. We set up our umbrellas and chairs, had fun using the kyack and paddle board. It was a wonderful and relaxing time together! Looking forward to it again next year."
Beachfront 3-bedroom vacation home just 14 minutes from Yale University

The Dream Location for Your Perfect Vacation

9.8 out of 10, Exceptional, (16)
"beautiful quiet spot on the beach, great place to stay."
The Dream Location for Your Perfect Vacation

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

10.0 out of 10, Exceptional, (27)
"This was a great get away for Thanksgiving. The listing is very accurate and the house is very well equipped especially as far as the kitchen and supplies. The space is very well thought out as well. "
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Beautiful 4BR Beach House with Private Beach Access.

9.8 out of 10, Exceptional, (69)
"our annual girls (5) trip took us to Branford, CT this year. It was awesome to have a private beach access even though we couldn’t get in the water, but it was great for strolls and shell collecting. Would definitely do better with a second bathroom, but we managed just fine. Overall, it’s a nice little place to stay for a getaway. My only issue is not with the hosts or place, but with one of the fees and the checkout process. However, it does not take away from our stay. "
Beautiful 4BR Beach House with Private Beach Access.

New Haven Gem w/ Private Pool, Walk to Beach!

9.6 out of 10, Exceptional, (4)
"In town for college visits we were able to stay and use the home as “base” giving everyone space - inside and out to decompress. Kitchen was great and outdoor space is lovely. Beautiful walk to Lighthouse Point Park!"
New Haven Gem w/ Private Pool, Walk to Beach!

Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!

9.8 out of 10, Exceptional, (24)
"I can not say enough about our stay. Hunter was an amazing host and communication was quick, easy, and made the experience delightful!!! The house is bright and comfy and the view was stunning and relaxing. Every room was perfect from bedroom to living room to kitchen. We wanted for nothing. A quiet getaway to relax was what we were looking for and this was the perfect stay for that. We would love to come back again when we need downtime. This was one of our favorite VRBO rentals ever. Thank...
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other types of properties in Wallingford you may be interested in

Fairfield by Marriott Inn & Suites Wallingford New Haven

2.5 star property
8.6 out of 10, Excellent, (1000)
"Very nice property and close to Toyota Oakdale Theater and restaurants. Perfect for what we needed and our intended purpose. Would recommend. "
The price is AU$247
includes taxes & fees
29 Dec - 30 Dec
Fairfield by Marriott Inn & Suites Wallingford New Haven

Courtyard New Haven Wallingford

3.0 star property
8.8 out of 10, Excellent, (712)
"Busy place"
The price is AU$241
includes taxes & fees
29 Dec - 30 Dec
Courtyard New Haven Wallingford

Hilton Garden Inn Wallingford/Meriden

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great stay, as always."
The price is AU$233
includes taxes & fees
27 Dec - 28 Dec
Hilton Garden Inn Wallingford/Meriden
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a holiday rental in Wallingford?

Yes, there are holiday rentals close to the most popular sights in Wallingford, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and live music in Wallingford. Allow plenty of time to check out the entertainment venues and coffee shops during your visit.

What are some of the best holiday rentals that Wallingford has to offer?

Spacious 5-bedroom, 6 bath vacation home just 5 min drive to Connecticut River: This holiday home rental outside of Wallingford is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Wallingford?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Wallingford stay.

What can I see and do in Wallingford?

Quinnipiac River State Park and Sleeping Giant State Park are a couple of scenic spots to enjoy the outdoors, whereas Toyota Oakdale Theatre is one of the cultural attractions. Wallingford Public Library and Paul Mellon Arts Center are other places to visit while you're in town.

What are holiday rentals like in Wallingford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wallingford. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family gatherings.