A church with a tall spire, surrounded by trees and a stone bridge.

Holiday Homes in Wallingford

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Wallingford holiday homes

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

1. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (16 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is NZ$543
includes taxes & fees
2 Nov - 3 Nov
Once the old Schools house now a newly furnished Apartment
A room with a fireplace, two sofas, a rug, and a robotic vacuum cleaner.

2. The Cottage by the Woods -private getaway to relax

The Cottage by the Woods -private getaway to relax
Meriden
The price is NZ$1,149
includes taxes & fees
29 Oct - 30 Oct
The Cottage by the Woods -private getaway to relax
A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

3. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
The price is NZ$910
includes taxes & fees
29 Oct - 30 Oct
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
A modern living room with a gray sofa, a dining table with white chairs, a small coffee table, and a potted plant.

4. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
8.0 out of 10, Very good, (6 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
The price is NZ$397
includes taxes & fees
2 Nov - 3 Nov
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A modern kitchen with white cabinets, a microwave, stove, and sink. There is a dining area with a table and chairs.

5. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is NZ$258
includes taxes & fees
29 Oct - 30 Oct
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A room with a patterned rug, a door leading to a kitchen, and a window with blinds.

6. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (34 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
The price is NZ$441
includes taxes & fees
3 Nov - 4 Nov
Family Stays: Middletown, CT
A spacious living room with a grey sectional sofa, a small ottoman, and a large window with a view.

7. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.8 out of 10, Exceptional, (16 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is NZ$555
includes taxes & fees
29 Oct - 30 Oct
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
A living room with a sofa, a coffee table, a TV, and a lamp.

8. Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale

Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
Newhallville
The price is NZ$726
includes taxes & fees
1 Nov - 2 Nov
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
A modern kitchen with stainless steel appliances, a central island, and a built-in oven.

9. #27- Luxury Collection

#27- Luxury Collection
Southington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
The price is NZ$1,588
includes taxes & fees
28 Nov - 29 Nov
#27- Luxury Collection
A two-story house with a porch, a front door with a wreath, and a small garden area.

10. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (12 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is NZ$588
includes taxes & fees
2 Nov - 3 Nov
Bear Retreat - 2-bedroom house in Waterbury
A modern kitchen with a central island, bar stools, and pendant lighting.

11. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
10.0 out of 10, Exceptional, (35 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
United States
Iris F.
The price is NZ$1,877
includes taxes & fees
29 Oct - 30 Oct
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
A modern living room with a leather sofa, a dining table with chairs, a kitchen area with white cabinets, and a chandelier.

12. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
United States
Gail R.
The price is NZ$806
includes taxes & fees
2 Nov - 3 Nov
#29 - Modern 5 Bedroom/2 Bath
A living room with a dark grey sofa, a wooden coffee table with a vase of white flowers, a patterned rug, and a ceiling fan.

13. Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (12 reviews)
"Property was clean and had all amenities we needed. Easy check in and check out"
United States
Sarah S.
The price is NZ$318
includes taxes & fees
8 Nov - 9 Nov
Cozy East Haven Home • Near Beach & Yale
Lovely spacious kitchen to cook and enjoy your meals; Large island to sit and eat.

14. Heavenly Home in New Haven /5 mins drive from Yale

Heavenly Home in New Haven /5 mins drive from Yale
Fair Haven
9.2 out of 10, Wonderful, (24 reviews)
"Place was so cute and spacious. Owner was awesome too! Definitely recommend."
United States
Aliza T.
The price is NZ$1,390
includes taxes & fees
1 Nov - 2 Nov
Heavenly Home in New Haven /5 mins drive from Yale
A spacious living room with a grey sectional sofa, two windows with blinds, and a ceiling light fixture.

15. Gorgeous Waterfront 2:1 - 2 houses in 1 building.

Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Fair Haven
The price is NZ$1,349
includes taxes & fees
2 Nov - 3 Nov
Gorgeous Waterfront 2:1 - 2 houses in 1 building.
A covered porch with a wicker chair and a potted plant.

16. 3-bedroom house just walking distance from Yale and Downtown

3-bedroom house just walking distance from Yale and Downtown
Dixwell
10.0 out of 10, Exceptional, (7 reviews)
"Great stay!"
United States
Mark S.
The price is NZ$781
includes taxes & fees
2 Nov - 3 Nov
3-bedroom house just walking distance from Yale and Downtown
A modern living room with a sofa, coffee table, and a dining area with chairs.

17. #11 | Beds for 8, up to 14 with approval

#11 | Beds for 8, up to 14 with approval
Plainville
10.0 out of 10, Exceptional, (3 reviews)
"Great weekend with friends!"
United States
Neil R.
The price is NZ$1,317
includes taxes & fees
7 Nov - 8 Nov
#11 | Beds for 8, up to 14 with approval
A modern kitchen with white cabinetry, a central island with stools, pendant lighting, and a view to an outdoor area.

18. Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
East Shore
8.8 out of 10, Excellent, (5 reviews)
"Fantastic place, amazing hosts, 100% recommend! "
United States
Zach P.
The price is NZ$1,251
includes taxes & fees
2 Nov - 3 Nov
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
A modern living room with a grey sofa, a dining table, and a kitchen in the background.

19. #22- 4 Br 2 Ba house-Central CT

#22- 4 Br 2 Ba house-Central CT
New Britain
9.0 out of 10, Wonderful, (2 reviews)
"Host was great and responsive and the property was perfect for what we needed."
United States
Hilda C.
#22- 4 Br 2 Ba house-Central CT
A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

20. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.2 out of 10, Wonderful, (91 reviews)
"This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women."
United States
Liz H.
The price is NZ$1,093
includes taxes & fees
29 Oct - 30 Oct
Historic New England home ,Reunions Beach pass
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wallingford Hotel Reviews

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"Nazima and Staff are professional, courteous and go above and beyond, really made my work stay enjoyable and impeccable. They are the best in the business!"
Rocco 5-night trip
Posted 2 hours ago
Hyatt Place Milford / New Haven

Find out more about Wallingford

Wallingford Holiday Homes information

Number of reviews
174
Accommodation
344 Holiday Homes
Lowest Price
NZ$258
Highest Price
NZ$1,877