A coastal landscape with a lighthouse, beach, rocky outcrops, and a distant city skyline.

Guilford Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Guilford vacation rentals

Terrace/patio

Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.2 out of 10, Wonderful, (90 reviews)
"This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women."
United States
Liz H.
The price is ￥34,735
￥86,636 total
includes taxes & fees
Jun 24 - Jun 25
Historic New England home ,Reunions Beach pass
View from property

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.6 out of 10, Exceptional, (158 reviews)
"Great stay! "
United States
Tanitra
The price is ￥27,304
￥38,830 total
includes taxes & fees
Jun 29 - Jun 30
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Smart TV, books

Rogers Lake House (87) · CT College+Beach+USCGA

Rogers Lake House (87) · CT College+Beach+USCGA
Old Lyme
10.0 out of 10, Exceptional, (8 reviews)
"We had a very nice stay at Roger’s Lake! The house was so cool! It had all the amenities we needed and the location was charming and peaceful. In particular, the beds are really comfortable! They have this awesome exercise room where you can stretch out and enjoy the light. The host, Peter, was especially easy to work with and was very communicative. My family and I are hoping to come back soon for another stay."
United States
Andrea
The price is ￥21,862
￥75,246 total
includes taxes & fees
Jun 24 - Jun 25
Rogers Lake House (87) · CT College+Beach+USCGA
1 bedroom, desk, iron/ironing board, travel crib

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (46 reviews)
"The place was super cozy and the host was wonderful! "
United States
Philip L.
The price is ￥28,063
￥47,920 total
includes taxes & fees
Jul 19 - Jul 20
1-bedroom cottage with Grove Beach 🏖️ access.
Living area

The Beach Nest-Lux Cottage Steps to the Beach

The Beach Nest-Lux Cottage Steps to the Beach
Clinton
9.8 out of 10, Exceptional, (6 reviews)
"This is exactly what we needed. Nice area, great place to walk, easy to relax. "
United States
Karol W.
The price is ￥39,841
￥94,851 total
includes taxes & fees
Jun 29 - Jun 30
The Beach Nest-Lux Cottage Steps to the Beach
Property grounds

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Lake Pocotopaug
10.0 out of 10, Exceptional, (16 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
The price is ￥25,042
￥52,709 total
includes taxes & fees
Jul 23 - Jul 24
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Beach nearby

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
9.0 out of 10, Wonderful, (4 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is ￥22,488
￥44,378 total
includes taxes & fees
Jun 24 - Jun 25
The Stern at Soundview · Beach+Ocean+Sunrise
1 bedroom, desk, iron/ironing board, WiFi

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed our stay. The accommodations were clean and spacious and communication was quick and helpful. Would definitely come back!"
United States
Rosanne M.
The price is ￥12,925
￥30,172 total
includes taxes & fees
Jun 29 - Jun 30
One bedroom in United States of America, New Haven
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (24 reviews)
"Great stay & great staff!"
United States
James
The price is ￥68,846
￥78,657 total
includes taxes & fees
Jul 7 - Jul 8
North Fork Resort
1 bedroom, iron/ironing board, WiFi, bed sheets

Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
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 ￥19,064
￥46,804 total
includes taxes & fees
Jun 24 - Jun 25
Once the old Schools house now a newly furnished Apartment
Smart TV, fireplace, books, music library

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (32 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
United States
Jody U.
The price is ￥22,618
￥43,661 total
includes taxes & fees
Jul 5 - Jul 6
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Smart TV

The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (15 reviews)
"Perfect spot for a quick overnight. Cozy and very nicely decorated. "
United States
Jason S.
The Sicilian
Property grounds

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"The house was cozy and comfortable. The location was great while dropping our son off at Wesleyan University for his sophomore year. The lake was a peaceful place to relax and read."
United States
julia h.
The price is ￥46,502
￥82,234 total
includes taxes & fees
Jul 22 - Jul 23
#24 *Serenity* A Lakefront Cottage Retreat
Exterior

Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (38 reviews)
"Needed a one night stay - worked fine"
United States
Michelle B.
The price is ￥31,454
￥50,931 total
includes taxes & fees
Jun 29 - Jun 30
Walk To Goodspeed Opera House!
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (259 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is ￥51,269
￥65,582 total
includes taxes & fees
Jul 23 - Jul 24
Cliffside Resort Condominiums
Dining

1 Min to I-91 - Newly Renovated Modern 2 BR Home

1 Min to I-91 - Newly Renovated Modern 2 BR Home
Berlin
The price is ￥24,547
￥49,716 total
includes taxes & fees
Jun 24 - Jun 25
1 Min to I-91 - Newly Renovated Modern 2 BR Home
Dining

Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (74 reviews)
"Spacious"
United States
Mehul
The price is ￥20,969
￥37,422 total
includes taxes & fees
Jun 28 - Jun 29
Spacious 2 Bedroom apartment close to Yale Bowl
Exterior

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is ￥19,064
￥47,127 total
includes taxes & fees
Jun 28 - Jun 29
All New 1BR with tons of Charm
Lobby

Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very Good, (8 reviews)
"The place was incredibly clean. The instructions were clear for entering and locking up. Great experience! Thanks Dylan. "
United States
Andrew P.
The price is ￥18,176
￥41,058 total
includes taxes & fees
Jun 25 - Jun 26
Spacious Bohemian Nook
TV

Newly Remodeled with deck. Close to town center

Newly Remodeled with deck. Close to town center
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
The price is ￥19,064
￥46,804 total
includes taxes & fees
Jun 24 - Jun 25
Newly Remodeled with deck. Close to town center
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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

8/10 Good
"Everyone was really polite and helpful. Continental breakfast was better than I've had elseware. Room over all was clean. I was impressed with the cleanliness of the bathroom but the floors throughout the room were gross. They could use a serious vacuum. They were visibly dirty and my toddlers pj feet were so gross. There was also a smell of pot in the hallway and near our room door."
Jessica 1-night trip
Posted 1 hour ago
Best Western Executive Hotel Of New Haven - West Haven

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

Frequently asked questions

Can I find a vacation rental in Guilford?

Yes, there are vacation rentals in Guilford close to Guilford Art Center, or you can select a more 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?

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12: 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 29 vacation rentals for your stay in Guilford.

What’s there to see and do in Guilford?

Cultural attractions include Hyland House Museum and Henry Whitfield State 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 Guilford Art Center.

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.