Guilford Holiday Rentals

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Holiday Rentals in Guilford

Holiday Home in Guilford

9.2 out of 10, Wonderful, (90)
"The location of this place is best!"
United States
Dr. Maureen C.
The price is AU$675
includes taxes & fees
25 Nov - 26 Nov
Historic New England home ,Reunions Beach pass

Cabin in East Haddam

2.0 star property
9.6 out of 10, Exceptional, (80)
"Very nice cabins "
United States
Jairo
The price is AU$282
includes taxes & fees
23 Nov - 24 Nov
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Cottage in Greenport

3.0 star property
9.4 out of 10, Exceptional, (6)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is AU$343
includes taxes & fees
23 Nov - 24 Nov
North Fork Cottages & RV Resort

Apartment in Old Lyme

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is AU$302
includes taxes & fees
21 Nov - 22 Nov
The Stern at Soundview · Beach+Ocean+Sunrise

Apartment in Berlin

10.0 out of 10, Exceptional, (1)
"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 AU$431
includes taxes & fees
24 Nov - 25 Nov
Soothing 2-bedroom lower-level apartment in Berlin

Apartment in West New Haven

2.0 star property
9.0 out of 10, Wonderful, (2)
"Great communication and easy check in, would recommend "
United States
Ethan R.
The price is AU$202
includes taxes & fees
24 Nov - 25 Nov
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access

Apartment in Cheshire

9.2 out of 10, Wonderful, (11)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
The price is AU$254
includes taxes & fees
21 Nov - 22 Nov
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Cottage in Clinton

9.2 out of 10, Wonderful, (36)
"Cottage itself clean, but sewage smell in bathroom. Surrounding property derelict motel with ongoing consruction. "
United States
michelle
The price is AU$280
includes taxes & fees
1 Dec - 2 Dec
1-bedroom cottage with Grove Beach 🏖️ access.

Apartment in West Haven

10.0 out of 10, Exceptional, (5)
"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 AU$524
includes taxes & fees
25 Nov - 26 Nov
Angelica’s safe haven @ west haven

Apartment in Wallingford Center

9.8 out of 10, Exceptional, (6)
"I highly recommend this property!! We were in town for a wedding celebration, and it proved perfect. The property is completely updated, well-appointed and clean. The property is centrally located and close to restaurants, shops and grocery markets. Karl was a great host and communicated with us throughout our stay. I highly recommend!!"
United States
Francis S.
The price is AU$448
includes taxes & fees
21 Nov - 22 Nov
All New 1BR with tons of Charm

Holiday Home in Old Lyme

10.0 out of 10, Exceptional, (3)
"We were very comfortable during our stay. The amenities at the house and in the vicinity were great. Our hosts were very responsive in answering our questions. We watched the World Series on the large screen TV in the den. All the family members we had stay with us during the week had ample space to sleep and stretch out. We loved the Yoga studio too. Many thanks!"
United States
Nicole B.
The price is AU$626
includes taxes & fees
9 Dec - 10 Dec
Rogers Lake House (87) · CT College+Beach+USCGA

Holiday Home in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
The price is AU$490
includes taxes & fees
8 Dec - 9 Dec
Private Apartment in Berlin

Holiday Home in Middletown

9.8 out of 10, Exceptional, (20)
"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 AU$455
includes taxes & fees
21 Nov - 22 Nov
#24 *Serenity* A Lakefront Cottage Retreat

Holiday Home in New Britain

10.0 out of 10, Exceptional, (7)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
United States
Lara S.
The price is AU$384
includes taxes & fees
23 Nov - 24 Nov
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Apartment in East Rock

10.0 out of 10, Exceptional, (6)
"Loved the character of this home and it was comfortable. Great coffee shop/market across the street. Convenient to Yale, pizza and more. "
United States
Elizabeth C.
The price is AU$449
includes taxes & fees
1 Dec - 2 Dec
The East Rock 4BR Parking Washer & Dryer Walk to Yale

Holiday Home in Westbrook

2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is AU$761
includes taxes & fees
9 Dec - 10 Dec
Beachside Bliss w/ Game Room, Gym & Golf Green

Apartment in Dwight

10.0 out of 10, Exceptional, (1)
"The studio apartment is in a very convenient location. It is a lovely walk to Yale. Many restaurants just outside the door. My friends, who joined me for a meal, found parking easily. It was a plus having use of a parking pass for Dwight Street. We never had a problem getting a parking spot. We also loved being able to bring our two small pups with us. The bottle of wine was a thoughtful touch. "
United States
ELIZABETH M S M.
The price is AU$342
includes taxes & fees
24 Nov - 25 Nov
Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.

Holiday Home in Old Lyme

9.6 out of 10, Exceptional, (52)
"Great stay, charming cottage, hope to return"
United States
Ellen C.
The price is AU$391
includes taxes & fees
30 Nov - 1 Dec
Insta-worthy Couples Retreat: Perfect for romantic getaway!

Holiday Home in Wallingford Center

9.0 out of 10, Wonderful, (13)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is AU$448
includes taxes & fees
24 Nov - 25 Nov
Once the old Schools house now a newly furnished Apartment

Apartment in New Britain

7.6 out of 10, Good, (7)
" Not bad for the price "
United States
Audrey L.
The price is AU$578
includes taxes & fees
21 Nov - 22 Nov
Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
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

Find out more about Guilford

Everything you need to know about Guilford holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Guilford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Guilford holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Guilford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Guilford. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Guilford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Guilford holiday rentals we have selected for you start as low as AU$202 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Guilford rentals

At Expedia, we put the best Guilford holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Guilford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Guilford holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Guilford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Large Charming Historic House close to Beaches: This holiday home rental outside of Guilford is located near the beach, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Guilford?

Expedia has 29 holiday rentals for your stay in Guilford.

What’s there to see and do in Guilford?

Cultural attractions include Hyland House Museum and Guilford Art Center, 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.