Guilford Vacation Rentals

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Make Guilford your next getaway

Guilford, CT vacation rentals

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Guilford vacation rentals for every getaway

Popular

Internet Pool Ocean view

Guilford Carriage House at Granite Lodge!

Cottage in Guilford

$415 avg / night

5.0 (8)

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Listings nearby Guilford

Quiet Killingworth Rental w/ Deck & Grill!

Apartment in Madison

$247 avg / night

5.0 (4)

Private Pool! Getaway, 14 Mi to Hammonasset Beach

House in Madison

$800 avg / night

5.0 (1)

Walk to Coast! Convenient Cottage in Dtwn Madison

Studio in Madison

$289 avg / night

5.0 (1)

2 Mi to Dtwn: 2-Acre Retreat w/ Large Yard!

House in Madison

$616 avg / night

Vacation rentals near Guilford

Explore more vacation rental amenities in Guilford

Water view

Waterfront

A/C

Washer/dryer

Balcony

Beach access

Kayaks

Snowbird-friendly

Recent Guilford vacation rental reviews

We hit our stay exactly right- and got to stay in a beautiful, well equipped rental in the middle of a beautiful wooded area with every color of leaf surrounding us. Fantastic view from the sunroom. Great communication. Would stay here again.

Michael . | Oct 2025

We had an incredible stay at the Carriage House! It was immaculately clean and well stocked. The hosts were extremely attentive and answered every question quickly. They even kept the pool open for us!

Sarah . | Sep 2025

Cleaning was impressive! House was very calm, spacious, and they had all extra towels, bath robes etc. everything was very good to feel comfortable. However there are some cons as well, unfortunately cooking stuff was not really good and enough, luckily we had some stuff with us. So, if you want to cook, you should be prepared. We were also expecting to have some nice walking area around home, but there was not, so if you expect to do hiking within walking distance, this is not it.

Berk . | May 2025

Host is fantastic, Rebecca was very helpful and accommodating in all aspects. The cottage was very nice, few more outlets would be nice, but overall very comfy and inviting. The driveway could benefit from a few lights as we used it at might and it was a bit scary.

Susan . | Sep 2024

Guilford Frequently Asked Questions

Yes. 14 of our Guilford vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Guilford vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Guilford team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Guilford, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

24/7 support

Easy check-in

Professional cleaning

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