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

Holiday Homes in Guilford

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Our top choices for Guilford holiday homes

Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.2 out of 10, Wonderful, (90 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 AU$1,182
includes taxes & fees
27 July - 28 July
Historic New England home ,Reunions Beach pass

Hollow Brook Estate

Hollow Brook Estate
Killingworth
10.0 out of 10, Exceptional, (2 reviews)
"Large property with multiple entertaining spaces in a peaceful and secluded setting."
United States
Thomas D.
The price is AU$4,463
includes taxes & fees
7 Aug - 8 Aug
Hollow Brook Estate

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL

PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Clinton
10.0 out of 10, Exceptional, (30 reviews)
"It was a very clean well kept property. The accommodation was very comfortable. We all truly enjoyed the house and location. "
United States
claire
The price is AU$2,435
includes taxes & fees
31 July - 1 Aug
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL

Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (11 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is AU$1,402
includes taxes & fees
22 July - 23 July
Clear LI Sound waterview, Wedding pics, Yale&Beach

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
9.8 out of 10, Exceptional, (29 reviews)
"Wonderful house in a great location."
United States
Edward S.
The price is AU$1,437
includes taxes & fees
26 July - 27 July
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

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

Steps to Beach • Hot Tub • Game Room • Water Views
Branford
The price is AU$1,929
includes taxes & fees
16 Aug - 17 Aug
Steps to Beach • Hot Tub • Game Room • Water Views

Oceanfront Couples Retreat - Pvt Beach + Firepit

Oceanfront Couples Retreat - Pvt Beach + Firepit
Morgan Point
10.0 out of 10, Exceptional, (15 reviews)
"Gorgeous location on LI sound! The home was perfect for us. We had plenty of room to spread out and we relax. We enjoyed the deck and the bar area! We all slept very well and we actually loved watching the planes overhead! Lots of fun spots nearby to explore and are already hoping to come back in the fall. "
United States
Carrie R.
Oceanfront Couples Retreat - Pvt Beach + Firepit

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is AU$1,104
includes taxes & fees
17 Aug - 18 Aug
Beachside Bliss w/ Game Room, Gym & Golf Green

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, (23 reviews)
"This house has everything you need to enjoy a getaway. Clean, It will sleep 20 and their is room for 20 to gather."
United States
Kathy B.
The price is AU$1,141
includes taxes & fees
26 July - 27 July
Heavenly Home in New Haven /5 mins drive from Yale

adorable ranch in beach community

adorable ranch in beach community
Old Saybrook
10.0 out of 10, Exceptional, (45 reviews)
"The experience was a pleasure - the house is comfy, and the location amazing! "
United States
Matthew V.
The price is AU$1,187
includes taxes & fees
21 July - 22 July
adorable ranch in beach community

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is AU$583
includes taxes & fees
21 July - 22 July
Adorable Cottage, 5 min walk to water & town

Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (9 reviews)
"Easy check in and was as described. It was perfect for our needs for a place to stay over the holidays."
United States
Danielle D.
The price is AU$319
includes taxes & fees
23 July - 24 July
Cozy East Haven Home • Near Beach & Yale

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

Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Fair Haven
The price is AU$1,283
includes taxes & fees
21 July - 22 July
Gorgeous Waterfront 2:1 - 2 houses in 1 building.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.6 out of 10, Exceptional, (15 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is AU$513
includes taxes & fees
21 July - 22 July
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven

Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven
Foxon
10.0 out of 10, Exceptional, (1 review)
"Place looks way better in person, cozy and quiet. Loved the backyard and deck also plenty of fast food restaurants and Walmart near by."
United States
Fateema M.
The price is AU$431
includes taxes & fees
26 July - 27 July
Quiet Comfort Meets Coastal Charm: A Perfect Family Retreat in East Haven

Huge Home Near Beach front with Pool and Hot Tub

Huge Home Near Beach front with Pool and Hot Tub
East Shore
The price is AU$1,627
includes taxes & fees
22 July - 23 July
Huge Home Near Beach front with Pool and Hot Tub

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, (4 reviews)
"Great stay!"
United States
Mark S.
The price is AU$638
includes taxes & fees
21 July - 22 July
3-bedroom house just walking distance from Yale and Downtown

Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is AU$815
includes taxes & fees
21 July - 22 July
Coastal Landing Stay

Newly Remodeled 1-BR Close to Everything yet Very Private

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (10 reviews)
"Best stay ever! Parking lot was easy; apartment was clean and felt like home. Bed comfortable. Would booked this apartment next trip. My only recommendation that was the kitchen did not have a toaster. "
United States
Linda v.
The price is AU$419
includes taxes & fees
21 July - 22 July
Newly Remodeled 1-BR Close to Everything yet Very Private

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, (139 reviews)
"Yvette was so communicative and made the stay great! The house was amazing and everything was cozy and comfortable. It was great for a group!"
United States
Hayley T.
The price is AU$1,179
includes taxes & fees
26 July - 27 July
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
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

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Guilford Holiday Homes information

Number of reviews
300
Accommodation
503 Holiday Homes
Lowest Price
AU$319
Highest Price
AU$4,463