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A sunset over a calm lake with a rocky shoreline.

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Check prices for these dates, December 14 – 15, 2026

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Our top choices for Guilford cottages

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

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

2. 1-bedroom cottage with Grove Beach 🏖️ access.

A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

3. Cozy Home near private beach , close to New Haven area colleges Hospitals

A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

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

A white cottage with a front door, a garage, and a small porch with a potted plant.

5. Adorable Cottage with Cottage porch, walk to water & town

A two-story house with a porch, multiple windows, and a front door.

6. North Fork Resort

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

7. Westbrook Getaway-Near Beaches, Train & Shoreline

A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

8. Serene Country Cottage

A kitchen with white cabinets, a black refrigerator, a double sink, and a window overlooking a wooded area.

9. Waterfront! Brand New Cozy Cottage in Old Lyme, CT

A lakeside house with a deck, surrounded by trees and a dock.

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

A deck with a gray sofa, a wooden chair, and a metal fire pit.

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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Learn more about Guilford

Stroll the historic green where centuries-old homes surround New England's third-oldest town center. Paddle along the rocky coastline to explore hidden beaches and the picturesque Faulkner's Island lighthouse when tides are favorable.

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A sunset over a calm lake with a rocky shoreline.

Frequently Asked Questions

Why book your cottage in Guilford with Expedia?

Booking a cottage in Guilford is as simple as working out your travel dates and selecting an ideal place for a getaway in nature. From upscale retreats to inexpensive properties and cottages that have amenities like laundry facilities, Expedia has something for all tastes and styles. As for terrific deals? We've got you covered!

How can I find cheap cottages in Guilford?

With Expedia's helpful filter tool, comparing cheap cottages in Guilford is a snap. To view properties that'll make your hip pocket happy, tailor your search results by star rating, budget and amenities.

What is there to do in Guilford near my cottage?

The most practical travel accessory is a well-planned schedule. Henry Whitfield State Museum is a top place to begin your exploration of Guilford.

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