Guilford Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Guilford vacation rentals

View from property

Cabin in East Haddam

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (103 reviews)
"Staff was sooo helpful that stood out the most honestly I loved it I’ll book again definitely "
United States
Aliah
The price is ￥17,243
￥27,107 total
includes taxes & fees
Jan 27 - Jan 28
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
On the beach

Apartment in Old Lyme

The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is ￥14,243
￥33,275 total
includes taxes & fees
Jan 23 - Jan 24
The Stern at Soundview · Beach+Ocean+Sunrise
1 bedroom, desk, iron/ironing board, travel crib

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.6 out of 10, Exceptional, (34 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is ￥13,763
￥29,724 total
includes taxes & fees
Jan 23 - Jan 24
1-bedroom cottage with Grove Beach 🏖️ access.
Interior

Apartment in West New Haven

Westville Stay • 2BR • Near Yale • Free Parking
10.0 out of 10, Exceptional, (3 reviews)
"We were only here for a short stay, but everything was smooth and comfortable for us! Hotel-like linens and blackout curtains made for a very cozy sleeping experience."
United States
ross f.
The price is ￥10,599
￥34,169 total
includes taxes & fees
Jan 26 - Jan 27
Westville Stay • 2BR • Near Yale • Free Parking
Smart TV, books

Vacation Home in Old Lyme

Rogers Lake House (87) · CT College+Beach+USCGA
10.0 out of 10, Exceptional, (5 reviews)
"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"
United States
Hemie J.
The price is ￥15,874
￥66,227 total
includes taxes & fees
Jan 26 - Jan 27
Rogers Lake House (87) · CT College+Beach+USCGA
2 bedrooms, WiFi, bed sheets

Vacation Home in Berlin

Private Apartment in Berlin
2.0 star property
9.2 out of 10, Wonderful, (5 reviews)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
The price is ￥15,977
￥47,085 total
includes taxes & fees
Jan 25 - Jan 26
Private Apartment in Berlin
Fridge, microwave, oven, stovetop

Apartment in Dwight

One bedroom apartment in United States of America, New Haven
9.4 out of 10, Exceptional, (3 reviews)
"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."
United States
Philip S.
The price is ￥15,028
￥32,429 total
includes taxes & fees
Jan 23 - Jan 24
One bedroom apartment in United States of America, New Haven
Smart TV

Apartment in Cheshire

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
9.2 out of 10, Wonderful, (15 reviews)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is ￥14,095
￥26,651 total
includes taxes & fees
Jan 24 - Jan 25
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Fridge, microwave, oven, stovetop

Apartment in Wallingford Center

All New Studio apartment in center of town
10.0 out of 10, Exceptional, (2 reviews)
"I had the most amazing stay. The apartment is decorated beautifully. The bed was comfortable. It was spotless, clean the towels were soft. It was perfect."
United States
Nadine C.
The price is ￥18,192
￥45,598 total
includes taxes & fees
Jan 24 - Jan 25
All New Studio apartment in center of town
Dining

Vacation Home in Clinton

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
The price is ￥21,197
￥81,997 total
includes taxes & fees
Feb 10 - Feb 11
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
Property grounds

Vacation Home in Middletown

#24 *Serenity* A Lakefront Cottage Retreat
9.8 out of 10, Exceptional, (21 reviews)
"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. "
United States
Nichole N.
The price is ￥24,045
￥53,595 total
includes taxes & fees
Feb 18 - Feb 19
#24 *Serenity* A Lakefront Cottage Retreat
Exterior

Apartment in West Haven

Angelica’s safe haven @ west haven
10.0 out of 10, Exceptional, (6 reviews)
"Quiet place with spacious living room perfect for movie nights. Also just a 10-minute drive from the beach and multiple dining options. Host was very accommodating and communicative. Would stay here again."
United States
Veronica
The price is ￥22,938
￥53,548 total
includes taxes & fees
Jan 23 - Jan 24
Angelica’s safe haven @ west haven
Exterior

Vacation Home in Wallingford Center

Once the old Schools house now a newly furnished Apartment
9.0 out of 10, Wonderful, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is ￥18,192
￥45,440 total
includes taxes & fees
Jan 23 - Jan 24
Once the old Schools house now a newly furnished Apartment
Cookware/dishes/utensils

Apartment in East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
9.8 out of 10, Exceptional, (11 reviews)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
The price is ￥15,344
￥42,184 total
includes taxes & fees
Jan 26 - Jan 27
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Interior

Vacation Home in Middletown

Cozy Guest Suite in Historic Home
10.0 out of 10, Exceptional, (1 review)
"Perfect for a single traveler. Clean, roomy, quaint room. "
United States
Brooke
The price is ￥23,349
￥34,128 total
includes taxes & fees
Jan 25 - Jan 26
Cozy Guest Suite in Historic Home
Living area

Apartment in Mill River

Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive. I would recommend Vrbo as well as this host for future stays."
United States
Larmeka A.
Wooster Gem - Walk to Pizza & Yale! - FREE Parking and Laundry
Exterior

Apartment in Wallingford Center

All New 1BR with tons of Charm
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is ￥18,192
￥45,598 total
includes taxes & fees
Jan 26 - Jan 27
All New 1BR with tons of Charm
Smart TV

Vacation Home in Momauguin

Cozy East Haven Home • Near Beach & Yale
10.0 out of 10, Exceptional, (5 reviews)
"Such a cute place, loved all the nautical touches. Great space for a weekend getaway, pretty well-stocked kitchen, clean & cozy. Really appreciated the outdoor space & amenities too! And Michael the host is very responsive & helpful! "
United States
Amal A.
The price is ￥17,828
￥23,672 total
includes taxes & fees
Feb 3 - Feb 4
Cozy East Haven Home • Near Beach & Yale
Smart TV, fireplace, books, music library

Apartment in Haddam

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
10.0 out of 10, Exceptional, (28 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
United States
Jody U.
The price is ￥19,774
￥40,497 total
includes taxes & fees
Jan 28 - Jan 29
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Property grounds

Apartment in Chester Center

The little Chestnut. A charming historic apartment in Downtown Chester
2.0 star property
10.0 out of 10, Exceptional, (6 reviews)
"A lovely little place! Everything we needed, in a great location."
United States
Michael S.
The price is ￥26,101
￥58,016 total
includes taxes & fees
Jan 28 - Jan 29
The little Chestnut. A charming historic apartment in Downtown Chester
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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Everything went very well"
Ann 1-night trip
Posted 1 day ago
New Haven Hotel

Find out more about Guilford

Search for holiday rentals in Guilford on Expedia! You can easily find your home rentals, villas, holiday apartments in Guilford using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Guilford?

Yes, there are vacation rentals close to well known local attractions in Guilford, or you can select a secluded option if you'd like a relaxing place to stay. Our travelers say Guilford has a good selection of restaurants. Make sure you have time to check out the sightseeing tours and wineries during your trip.

What are some of the best vacation rentals in Guilford?

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!: This highly rated vacation home rental in Guilford is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Guilford?

Expedia has 27 vacation rentals for your stay in Guilford.

What’s there to see and do in Guilford?

Cultural attractions include Guilford Art Center and Hyland House Museum, whereas Guilford Town Green and Chaffinch Island State Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Stony Creek - Thimble Islands Historic District and Bishops Orchard and Winery.

What’s a vacation rental in Guilford like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Guilford. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a family getaway.