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Guilford Holiday Rentals

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Check prices for these dates

Tonight
13 Jan - 14 Jan
Tomorrow
14 Jan - 15 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Guilford holiday rentals

View from property
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Cabin in East Haddam

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (101 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 HK$850
HK$1,336 total
includes taxes & fees
14 Jan - 15 Jan
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise

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 HK$593
HK$1,507 total
includes taxes & fees
21 Jan - 22 Jan
The Stern at Soundview · Beach+Ocean+Sunrise
1 bedroom, desk, iron/ironing board, travel cot
1-bedroom cottage with Grove Beach 🏖️ access.

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 HK$678
HK$1,465 total
includes taxes & fees
23 Jan - 24 Jan
1-bedroom cottage with Grove Beach 🏖️ access.
Interior
Westville Stay • 2BR • Near Yale • Free Parking

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 HK$507
HK$1,668 total
includes taxes & fees
14 Jan - 15 Jan
Westville Stay • 2BR • Near Yale • Free Parking
Smart TV, books
Rogers Lake House (87) · CT College+Beach+USCGA

Holiday 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 HK$673
HK$3,139 total
includes taxes & fees
19 Jan - 20 Jan
Rogers Lake House (87) · CT College+Beach+USCGA
Smart TV
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

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 HK$660
HK$1,273 total
includes taxes & fees
14 Jan - 15 Jan
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cookware/dishes/utensils
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

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.
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Fridge, microwave, oven, stovetop
One bedroom apartment in United States of America, New Haven

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 HK$741
HK$1,591 total
includes taxes & fees
19 Jan - 20 Jan
One bedroom apartment in United States of America, New Haven
Fridge, microwave, oven, stovetop
Private Apartment in Berlin

Holiday 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 HK$405
HK$1,796 total
includes taxes & fees
14 Jan - 15 Jan
Private Apartment in Berlin
Exterior
Walk To Goodspeed Opera House!

Apartment in East Haddam

Walk To Goodspeed Opera House!
9.4 out of 10, Exceptional, (34 reviews)
"Place was clean, beds were comfortable. We were only there one night but was well worth it."
United States
Annette L.
The price is HK$1,520
HK$2,461 total
includes taxes & fees
13 Feb - 14 Feb
Walk To Goodspeed Opera House!
Exterior
Charming Studio| Near Yale| Downtown New Haven

Apartment in Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven
9.0 out of 10, Wonderful, (12 reviews)
"Great location, exactly as advertised. The shades are somewhat translucent, so a bit bright at night, but wore a mask and it was fine. "
United States
Scott B.
The price is HK$452
HK$1,325 total
includes taxes & fees
14 Jan - 15 Jan
Charming Studio| Near Yale| Downtown New Haven
Interior
2 Mi to Beach, Shared Yard Space: West Haven Apt!

Apartment in West Haven

2 Mi to Beach, Shared Yard Space: West Haven Apt!
3.0 star property
The price is HK$1,068
HK$2,791 total
includes taxes & fees
14 Jan - 15 Jan
2 Mi to Beach, Shared Yard Space: West Haven Apt!
Dining
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

Holiday 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 HK$1,165
HK$4,234 total
includes taxes & fees
19 Jan - 20 Jan
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
Interior
Beach Apartment in Woodmont Milford

Apartment in Milford

Beach Apartment in Woodmont Milford
2.0 star property
9.0 out of 10, Wonderful, (2 reviews)
"Had a great stay!"
United States
Garry G.
The price is HK$998
HK$2,960 total
includes taxes & fees
18 Jan - 19 Jan
Beach Apartment in Woodmont Milford
1 bedroom, iron/ironing board, WiFi, bed sheets
Once the old Schools house now a newly furnished Apartment

Holiday 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 HK$897
HK$2,263 total
includes taxes & fees
14 Jan - 15 Jan
Once the old Schools house now a newly furnished Apartment
Terrace/patio
Soothing 2-bedroom lower-level apartment in Berlin

Apartment in Berlin

Soothing 2-bedroom lower-level apartment in Berlin
10.0 out of 10, Exceptional, (1 review)
"This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. "
United States
Theresa G.
The price is HK$954
HK$2,499 total
includes taxes & fees
14 Jan - 15 Jan
Soothing 2-bedroom lower-level apartment in Berlin
Smart TV, fireplace, books, music library
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

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 HK$975
HK$1,996 total
includes taxes & fees
20 Jan - 21 Jan
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Interior
All New Studio apartment in center of town

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 HK$897
HK$2,263 total
includes taxes & fees
14 Jan - 15 Jan
All New Studio apartment in center of town
Property grounds
Stylish Modern Stay Steps from the Ocean

Holiday Home in Clinton

Stylish Modern Stay Steps from the Ocean
10.0 out of 10, Exceptional, (1 review)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is HK$1,403
HK$2,806 total
includes taxes & fees
23 Jan - 24 Jan
Stylish Modern Stay Steps from the Ocean
Outdoor dining
Golden Gem in the Heart of East Rock | Cozy Comfortable 3BR Near DT | Yale

Apartment in East Rock

Golden Gem in the Heart of East Rock | Cozy Comfortable 3BR Near DT | Yale
9.4 out of 10, Exceptional, (3 reviews)
"Great time with friends."
United States
Ianaliz R.
The price is HK$897
HK$2,641 total
includes taxes & fees
14 Jan - 15 Jan
Golden Gem in the Heart of East Rock | Cozy Comfortable 3BR Near DT | Yale
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

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

10/10 Excellent
"The staff was kind and courteous from the moment we arrived. Our room was very clean and our breakfast was good as well. We would most likely return if in the area in the future."
Cara 1-night trip
Posted 3 days ago
Holiday Inn Express Southington by IHG

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:

  • View our selection of featured holiday rentals in Guilford
  • Use the map to find apartments and other holiday homes in the Guilford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Guilford while they last

Look no further and take a look at our great range of rental properties in Guilford!

Frequently asked questions

Can I find a holiday rental in Guilford?

Yes, there are holiday rentals close to the most popular sights in Guilford, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Guilford has to offer?

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage: This holiday home rental outside of Guilford offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Guilford?

Expedia has 27 holiday 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 holiday rental in Guilford like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Guilford. Holiday rentals provide amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.