A coastal landscape with a lighthouse, beach, rocky outcrops, and a distant city skyline.

Holiday Homes in Guilford

  • 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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Guilford holiday homes

A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

1. 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$1,090
includes taxes & fees
28 Oct - 29 Oct
Historic New England home ,Reunions Beach pass
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.

2. 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$368
includes taxes & fees
9 Nov - 10 Nov
Cozy East Haven Home • Near Beach & Yale
An aerial view of a coastal residential area with houses along the beach, a clear sky, and calm sea.

3. Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (3 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is NZ$1,039
includes taxes & fees
17 Nov - 18 Nov
Beachside Bliss w/ Game Room, Gym & Golf Green
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

4. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
7.6 out of 10, Good, (5 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$395
includes taxes & fees
28 Oct - 29 Oct
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

5. 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$551
includes taxes & fees
28 Oct - 29 Oct
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

6. 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$542
includes taxes & fees
28 Oct - 29 Oct
Once the old Schools house now a newly furnished Apartment
A wooden deck with a table and chairs, overlooking a river and trees.

7. Steps to Beach • Hot Tub • Game Room • Water Views

Steps to Beach • Hot Tub • Game Room • Water Views
Branford
The price is NZ$2,146
includes taxes & fees
2 Nov - 3 Nov
Steps to Beach • Hot Tub • Game Room • Water Views
A modern living room with a large TV, white cabinetry, and a view of the outdoors.

8. Charming beach home, complete with pool & cozy guest house!

Charming beach home, complete with pool & cozy guest house!
Clinton
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful, open and clean. Perfect for a family stay!"
United States
Juliana A.
The price is NZ$2,398
includes taxes & fees
12 Nov - 13 Nov
Charming beach home, complete with pool & cozy guest house!
A living room with a brown leather sofa, a coffee table, and a lamp. There is a window with a view of greenery outside.

9. Las Casitas Retreat

Las Casitas Retreat
East Shore
10.0 out of 10, Exceptional, (1 review)
"La Caistas Retreat was a wonderful experience. The place was very clean and cozy. We visited with 2 of my adult children and their significant others and had plenty of room. The host, Sujata, was very informative amd checked in daily. The check-in and out were very smooth. I would recommend this place to anyone visiting New Haven!!!!"
United States
Tim H.
The price is NZ$1,168
includes taxes & fees
25 Oct - 26 Oct
Las Casitas Retreat
A modern kitchen with white cabinetry, a central island with stools, pendant lighting, and a view to an outdoor area.

10. 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$1,226
includes taxes & fees
25 Oct - 26 Oct
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
A modern kitchen with a stainless steel refrigerator, wooden beams, a dining area with a table and chairs, and a large window with blinds.

11. Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is NZ$881
includes taxes & fees
27 Oct - 28 Oct
Coastal Landing Stay
A living room with a grey sectional sofa, a wooden coffee table, and a patterned rug.

12. 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$706
includes taxes & fees
26 Oct - 27 Oct
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to Yale
A living room with a staircase, a sofa, a coffee table, and a TV.

13. Loft •Pool • Gym • Free Parking • Near Yale

Loft •Pool • Gym • Free Parking • Near Yale
Orange
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. Host was accommodating and quick to respond when we encountered issues."
United States
Ali B.
The price is NZ$483
includes taxes & fees
25 Oct - 26 Oct
Loft •Pool • Gym • Free Parking • Near Yale
A marina with multiple docks and boats, surrounded by a forested area and residential buildings.

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

Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Fair Haven
The price is NZ$1,344
includes taxes & fees
28 Oct - 29 Oct
Gorgeous Waterfront 2:1 - 2 houses in 1 building.
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

15. 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$257
includes taxes & fees
25 Oct - 26 Oct
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Lovely spacious kitchen to cook and enjoy your meals; Large island to sit and eat.

16. 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$1,397
includes taxes & fees
22 Nov - 23 Nov
Heavenly Home in New Haven /5 mins drive from Yale
A walk-in shower with a glass door, marble walls, and a tiled floor.

17. 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, (34 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$1,885
includes taxes & fees
29 Oct - 30 Oct
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

18. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (140 reviews)
"This house comfortably sleeps a lot of guests and has a well equipped kitchen. Everything was very clean. The hosts were very easy to communicate with and very helpful."
United States
Alexis L.
The price is NZ$973
includes taxes & fees
2 Nov - 3 Nov
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Veterans Park, near the house

19. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (33 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
The price is NZ$426
includes taxes & fees
3 Nov - 4 Nov
Family Stays: Middletown, CT
A stone pier leading to a beach with houses in the background.

20. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (67 reviews)
"A beautiful little beach cottage that was just what the doctor ordered. A great place to unwind and take in the sea air."
United States
Emily M.
The price is NZ$481
includes taxes & fees
31 Oct - 1 Nov
Insta-worthy Couples Retreat: Perfect for romantic getaway!
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 Guilford Hotel Reviews

Quality Inn

Quality Inn

8/10 Good
"Water pressure and could be a bit cleaner. Edges showing some dirt but floor was clean as well as bathroo.."
Arthur 1-night trip
Posted 11 hours ago
Quality Inn

Find out more about Guilford

Guilford Holiday Homes information

Number of reviews
415
Accommodation
465 Holiday Homes
Lowest Price
NZ$257
Highest Price
NZ$2,398