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

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Guilford cottages

A two-story house with a porch, a mailbox, and a lawn.

1. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
10.0 out of 10, Exceptional, (1 review)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is AU$493
includes taxes & fees
9 Sept - 10 Sept
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A white cottage with a front door, a garage, and a small porch with a potted plant.

2. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is AU$450
includes taxes & fees
1 Sept - 2 Sept
The gardners Cottage 1 mile from long Island Sound - pet friendly
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

3. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (53 reviews)
"We enjoyed our stay"
United States
JM B.
The price is AU$316
includes taxes & fees
8 Sept - 9 Sept
1-bedroom cottage with Grove Beach 🏖️ access.
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (51 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is AU$482
includes taxes & fees
15 Sept - 16 Sept
North Fork Resort
A two-story house with a porch, multiple windows, and a front door.

5. Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water

Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Westbrook Center
9.4 out of 10, Exceptional, (3 reviews)
"We had a lovely time during our stay. The hosts were excellent with communication and quick responses throughout our stay. The 2 family suites were perfect for our families to all stay together during this trip. We would definitely book again! "
United States
Kate G.
The price is AU$1,074
includes taxes & fees
1 Sept - 2 Sept
Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
An aerial view of a lakeside residential area with houses, a dock, and a boat.

6. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (19 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
The price is AU$436
includes taxes & fees
7 Sept - 8 Sept
Lakeview Carriage House with Spectacular Sunset Views
An aerial view of a marina with boats docked, surrounded by residential buildings and greenery.

7. Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (51 reviews)
"Great spot easy walk to the water and very close to town!"
United States
Genevieve G.
The price is AU$1,021
includes taxes & fees
24 Sept - 25 Sept
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
A deck with a gray sofa, a wooden chair, and a metal fire pit.

8. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is AU$1,490
includes taxes & fees
14 Sept - 15 Sept
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
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

Spark by Hilton Guilford

Spark by Hilton Guilford

8/10 Good
"Good place to stay, safe area."
Hanna 3-night trip
Posted 1 hour ago
Spark by Hilton Guilford

Find out more about Guilford

Guilford Cottages information

Number of reviews
100
Accommodation
140 Cottages
Lowest Price
AU$316
Highest Price
AU$1,490

Frequently asked questions

What is there to do in Guilford near my cottage?
Guilford has enough experiences and activities to keep you entertained for weeks (or months!), starting with Hammonasset Beach State Park. Hammonasset Beach, Stony Creek Brewery and Double Beach are other well-known attractions. If you're in town a while, Stony Creek Museum and Bishops Orchard and Winery are worthwhile additions to your itinerary.