Panoramic view on a lighthouse on the Atlantic Ocean Coast. Colorful Sunrise Sky Art Render. Taken in Lighthouse Point Park, New Haven, Connecticut, United States.

Guilford Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Guilford holiday 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 HK$1,606
HK$4,056 total
includes taxes & fees
29 Jun - 30 Jun
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
2.0 star property
East Haddam
9.6 out of 10, Exceptional, (156 reviews)
"I loved the location and the view!"
United States
Gabrielly
The price is HK$1,246
HK$1,793 total
includes taxes & fees
17 Jun - 18 Jun
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
1 bedroom, desk, iron/ironing board, travel cot

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (44 reviews)
"The place was super cozy and the host was wonderful! "
United States
Philip L.
The price is HK$621
HK$1,402 total
includes taxes & fees
10 Jun - 11 Jun
1-bedroom cottage with Grove Beach 🏖️ access.
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (22 reviews)
"Great stay & great staff!"
United States
James
The price is HK$2,547
HK$2,910 total
includes taxes & fees
16 Jun - 17 Jun
North Fork Resort
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (255 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is HK$1,754
HK$2,345 total
includes taxes & fees
25 Jun - 26 Jun
Cliffside Resort Condominiums
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, (7 reviews)
"Host was very responsive. Property as described. We would stay again! "
United States
john18250
The price is HK$1,172
HK$3,793 total
includes taxes & fees
14 Jun - 15 Jun
Rogers Lake House (87) · CT College+Beach+USCGA
Exterior

Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.6 out of 10, Exceptional, (37 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$1,136
HK$1,953 total
includes taxes & fees
10 Jun - 11 Jun
Walk To Goodspeed Opera House!
Beach nearby

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
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$1,010
HK$2,037 total
includes taxes & fees
10 Jun - 11 Jun
The Stern at Soundview · Beach+Ocean+Sunrise
Fridge, microwave, oven, stovetop

One bedroom in United States of America, New Haven

One bedroom in United States of America, New Haven
Dwight
8.0 out of 10, Very good, (5 reviews)
"Great place to stay! Host was quick to answer and the check in process was so easy! "
United States
Payton P.
The price is HK$627
HK$1,464 total
includes taxes & fees
10 Jun - 11 Jun
One bedroom in United States of America, New Haven
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 HK$1,375
HK$2,866 total
includes taxes & fees
17 Jun - 18 Jun
#24 *Serenity* A Lakefront Cottage Retreat
Smart TV, fireplace, books, offices

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
9.8 out of 10, Exceptional, (10 reviews)
"Very clean & comfortable home, great host & location! "
United States
Becky W.
The price is HK$1,567
HK$3,507 total
includes taxes & fees
10 Jun - 11 Jun
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Exterior

Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.0 out of 10, Wonderful, (14 reviews)
"Conveniently located and nice, practically appointed stay for a business trip to work with a collaborator in town."
United States
Jeremy Y.
The price is HK$846
HK$1,893 total
includes taxes & fees
10 Jun - 11 Jun
Bright Downtown Studio near Yale & East Rock!
Interior

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is HK$1,298
HK$3,166 total
includes taxes & fees
10 Jun - 11 Jun
Adorable Cottage, 5 min walk to water & town
Smart TV

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.2 out of 10, Wonderful, (20 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
The price is HK$1,081
HK$1,777 total
includes taxes & fees
29 Jun - 30 Jun
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Smart TV

#23 *COMFORT & LUXURY* 3 BR/2 BA House

#23 *COMFORT & LUXURY* 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (9 reviews)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
The price is HK$1,920
HK$3,650 total
includes taxes & fees
30 Jun - 1 Jul
#23 *COMFORT & LUXURY* 3 BR/2 BA House
Smart TV

Cozy Stay by Little Italy & Wooster Street

Cozy Stay by Little Italy & Wooster Street
Mill River
10.0 out of 10, Exceptional, (2 reviews)
"This apartment in a 4 unit building with its own parking lot was on a quiet street. Easy to get to no matter what side of the city I came from and close enough to walk to downtown (6 blocks) and half a block off the famous Little Italy street for food and cocktails and then brunch and coffee in walking distance in the mornings too. The unit had everything you need, fully stocked kitchen and bath, shared laundry. Great mattress and pillows! Easy keypad entry. I’d stay there over and over again!"
United States
Erica S.
The price is HK$933
HK$2,396 total
includes taxes & fees
10 Jun - 11 Jun
Cozy Stay by Little Italy & Wooster Street
Interior

Modern Studio Retreat

Modern Studio Retreat
Dwight
The price is HK$1,112
HK$1,770 total
includes taxes & fees
10 Jul - 11 Jul
Modern Studio Retreat
Shower, towels, shampoo

2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
8.0 out of 10, Very good, (1 review)
"Excellent beds and clean."
United States
DANIEL M.
The price is HK$719
HK$1,906 total
includes taxes & fees
10 Jun - 11 Jun
2BR Apartment Near Wesleyan 102
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 HK$1,018
HK$1,802 total
includes taxes & fees
29 Jun - 30 Jun
Spacious 2 Bedroom apartment close to Yale Bowl
Terrace/patio

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 HK$1,274
HK$2,546 total
includes taxes & fees
23 Jun - 24 Jun
1 Min to I-91 - Newly Renovated Modern 2 BR Home
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

Motel 6 Milford, CT

Motel 6 Milford, CT

4/10 Poor
"The first room i had i was literaly stuck to the floor when i went to tell front desk lady was very rude. She did change my room. Im assuming people live there couple arguing hitting the walls salming doors cops. Went to front desk about towels gave 1 wash cloth 2 towels for 2 people"
Tracy 2-night trip
Posted less than an hour ago
Motel 6 Milford, CT

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 holiday rental in Guilford?

Yes, there are holiday rentals in Guilford close to Guilford Art Center, 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?

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12: This highly rated holiday home rental in Guilford is located in the city centre, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of books so that you can immerse yourself in your holiday. Our travellers also rate 🌾Welcoming Tiny Home! Downtown & Beachy☀️ as a favourite home for rent in Guilford.

How many holiday rentals are there in Guilford?

Expedia has 28 holiday 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 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.