Vacation rentals in Guilford

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Popular amenities for Guilford vacation rentals

Stay near Guilford's top sights

Bishop's Orchards Farm Market & Winery57 locals recommend
The Place Restaurant31 locals recommend
Thimble Islands26 locals recommend
Quattro's Italian Restaurant25 locals recommend
Guilford Town Green21 locals recommend
Henry Whitfield State Museum20 locals recommend

Other great vacation rentals in Guilford

Guest favorite
A screened porch is visible, featuring a spacious, painted gray wooden floor. White railings provide a boundary, while surrounding trees display autumn foliage in shades of yellow, orange, and red. The area is well-lit by natural light, creating a bright and airy environment.
Home in Montville
4.89 out of 5 average rating, 62 reviews

Hidden Gem Quite Dead-end St Near All Casinos

TaTanishaRating, 5 stars1 month ago
Great place to stay clean and close to the event we went to… they were helpful and allowed us to stay 1 hr longer for our convenience… there was only one TV in the house so if you have kids make sure they have their tablets or they will control the one TV other than that it was enough space for us…. Thanks
Guest favorite
The spacious kitchenette features modern appliances, including a refrigerator and a stove, set against rustic wooden beams and a brick fireplace. Natural light filters through the wooden windows, illuminating the inviting wood flooring and enhancing the open layout.
Cottage in Norwalk
4.94 out of 5 average rating, 68 reviews

Seaside Serenity: 2B 1B, Patio,Near Beach

AdamRating, 5 stars1 week ago
We had a wonderful stay at the cabin. It was a perfect size for our family and our son had a great time playing in the yard and the playground right next door. Our hosts were super responsive the couple of times we needed something. We'll definitely be back!
Top guest favorite
The inviting living area is characterized by high beam ceilings and a stone fireplace. A stylish coffee table with a cowhide design sits at the center, surrounded by colorful seating. A flat-screen television is positioned for easy viewing, with natural light streaming from large windows.
Cottage in Guilford
4.99 out of 5 average rating, 136 reviews

"Red House on the Knoll" at Indian Cove

MaryRating, 5 stars2 weeks ago
My family and I loved staying at Gail’s place! We grew up in Madison and were back for a visit. It was such a great place and allowed us to re-live many fond memories of growing up in the area!
Guest favorite
A waterfront balcony is featured, showcasing wood paneling and a clear view of the water. The deck is equipped with a railing and lights, offering a relaxing spot to enjoy the scenery. The sunlight casts shadows along the planks, highlighting the serene environment.
Home in North Fork
5 out of 5 average rating, 10 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

KristinaRating, 5 stars1 week ago
Had a wonderful time over Easter with my family and dog. The view was exquisite and the house very comfortable. Eileen was very responsive and even had hair dryers sent over. The house was very well equipped with lots of kitchen staple goods. Just be aware there is no microwave, but there is a very nice Breville toaster oven. Also, there is a large table outside for a group, but only a small table and counter seating in kitchen inside. We didn't have any issue since the weather was perfect for us to enjoy our Easter dinner outside. Overall, a beautiful home and only minutes from Greenport and wineries.
Top guest favorite
A wooden dock extends over the calm water, featuring two Adirondack chairs positioned to enjoy the scenic views. A ladder is attached to the dock, providing access to the water. Lush greenery surrounds the area, contributing to a peaceful ambiance.
Bungalow in Old Lyme
4.94 out of 5 average rating, 306 reviews

Pet Friendly Bungalow!!!

BrittanyRating, 5 stars1 week ago
June and her bungalow emanated an inviting warmth from the very beginning. My partner and I were looking for a peaceful getaway with our pup, and we were thrilled to see such a beautiful, affordable, pet friendly option by the water. I then saw that it was just 15mins from my grandmother in Waterford, so we would be able to visit with her, too! We exchanged friendly messages right after booking, and I immediately felt confident and comfortable with our decision to stay at her place. June was incredibly thoughtful and seemed to think of everything! She sent a message earlier in the week ahead of the booking to let us know she was preparing for our stay and to share excitement on the beautiful forecast. She was flexible and communicative on check in/check out times, and wished us well throughout her stay. We felt truly at home upon arrival. You can tell this bungalow has been loved and cared for, and that many good times have been shared. Very positive and serene energy. 🌅♥️🐾
Guest favorite
A spacious outdoor area is highlighted by a refreshing pool surrounded by lounge chairs. The pool house, featuring a white exterior, sits in the background amidst lush greenery. Flower pots and garden plants frame the scene, enhancing the tranquil environment.
Guesthouse in Shelter Island
4.96 out of 5 average rating, 27 reviews

Sleek and Chic cottage/Pool House

YuryRating, 5 stars11 months ago
Perfect getaway in Shelter Island! The pool house is as amazing as it looks in the listing :) Cute house on a beautiful, peaceful and very private green lot. Primael was very welcoming and responsive. She was also very flexible in terms of our check in and check out. Everything went super smoothly. We enjoyed our stay a lot!
Guest favorite
A shaded porch is visible, featuring a round table with a floral tablecloth and several chairs. The tranquil ocean is seen in the background, while distant land can be discerned on the horizon. Soft light illuminates the space, enhancing the inviting setting.
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Top guest favorite
Home in Old Saybrook
5 out of 5 average rating, 49 reviews

Great Hammcock Getaway, Nearby beaches, Hot tub

DavidRating, 5 stars1 month ago
What a beautiful place and conveniently located. The house was wonderful decorated, was very comfortable and definitely was a relaxing place to get away. Irina was a wonderful host and the home had many wonderful amenities to offer.

Quick stats about vacation rentals in Guilford

  • Total rentals

    100 properties

  • Total number of reviews

    6.3K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    100 properties include access to wifi

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Guilford?

    Yes! Work meets play with ease at over 60 vacation rentals in Guilford featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Guilford?

    Four-legged friends are welcome in Guilford. Choose from more than 40 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Guilford?

    Experience the best of Guilford with our cottage rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Guilford have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Guilford. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Guilford have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Guilford. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Guilford have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Guilford. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Guilford?

    Guilford has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Cottage Rentals in Guilford?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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