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

Holiday Homes in Guilford

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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 €576
includes taxes & fees
27 Oct - 28 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 €194
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 €469
includes taxes & fees
21 Oct - 22 Oct
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 €211
includes taxes & fees
2 Nov - 3 Nov
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 €353
includes taxes & fees
18 Nov - 19 Nov
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 €282
includes taxes & fees
21 Oct - 22 Oct
Once the old Schools house now a newly furnished Apartment
A modern living room with a large TV, white cabinetry, and a view of the outdoors.

7. 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.
Charming beach home, complete with pool & cozy guest house!
A wooden deck with a table and chairs, overlooking a river and trees.

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

Steps to Beach • Hot Tub • Game Room • Water Views
Branford
The price is €1,154
includes taxes & fees
20 Nov - 21 Nov
Steps to Beach • Hot Tub • Game Room • Water Views
An outdoor patio with a fire feature, wooden furniture, and a view of neighboring houses.

9. The Jewel of The Cove - Historic Coastal Retreat

The Jewel of The Cove - Historic Coastal Retreat
East Shore
10.0 out of 10, Exceptional, (13 reviews)
"This is the cutest property and was perfect for our stay during my sister’s wedding weekend. The host was very communicative and the property was everything we expected and more!"
United States
Mary D.
The Jewel of The Cove - Historic Coastal 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.
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
Coastal Landing Stay
A bedroom with a bed, a nightstand, a lamp, a window with blinds, and a painting on the wall.

12. 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.
Las Casitas Retreat
A room with a wooden floor, a white door, and a closet with hanging clothes and a folded towel.

13. 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 €468
includes taxes & fees
18 Nov - 19 Nov
Quiet 1st-Floor 2BR Haven w/ King Bed, Desks, In-Unit Laundry & 2-Car Parking | Walk to 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 €696
includes taxes & fees
28 Oct - 29 Oct
Gorgeous Waterfront 2:1 - 2 houses in 1 building.
A living room with a staircase, a sofa, a coffee table, and a TV.

15. 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 €267
includes taxes & fees
19 Nov - 20 Nov
Loft •Pool • Gym • Free Parking • Near Yale
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 €715
includes taxes & fees
25 Oct - 26 Oct
Heavenly Home in New Haven /5 mins drive from Yale
A modern kitchen with a central island, bar stools, and pendant lighting.

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 €997
includes taxes & fees
21 Oct - 22 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 €498
includes taxes & fees
21 Oct - 22 Oct
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A wooden deck with chairs overlooking a calm lake surrounded by autumn foliage.

19. #24 Serenity A Lakefront Cottage Retreat

#24 Serenity A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (25 reviews)
"It was great "
United States
Rodrigo C.
The price is €319
includes taxes & fees
21 Oct - 22 Oct
#24 Serenity A Lakefront Cottage Retreat
Veterans Park, near the house

20. 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 €232
includes taxes & fees
17 Nov - 18 Nov
Family Stays: Middletown, CT
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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Top Guilford Hotel Reviews

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

8/10 Good
"Me gusto"
Luis 1-night trip
Posted 3 hours ago
Cambria Hotel New Haven University Area

Find out more about Guilford

Guilford Holiday Homes information

Number of reviews
360
Accommodation
459 Holiday Homes
Lowest Price
€194
Highest Price
€1,154