Guilford Holiday Rentals

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

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$2,584
HK$5,274 total
includes taxes & fees
19 May - 20 May
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, (141 reviews)
"Our favorite place to visit ♥️"
United States
Teresa
The price is HK$1,089
HK$1,612 total
includes taxes & fees
30 Apr - 1 May
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Flat-screen TV

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is HK$1,457
HK$1,664 total
includes taxes & fees
27 Apr - 28 Apr
North Fork Cottages & RV Resort
Smart TV, books

Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (11 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is HK$4,504
HK$7,694 total
includes taxes & fees
23 Apr - 24 Apr
Clear LI Sound waterview, Wedding pics, Yale&Beach
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (251 reviews)
"Great stay - beautiful place"
United States
Rebecca
The price is HK$1,313
HK$1,840 total
includes taxes & fees
11 May - 12 May
Cliffside Resort Condominiums
Interior

East Haddam Lake View Rental

East Haddam Lake View Rental
East Haddam
The price is HK$1,535
HK$3,076 total
includes taxes & fees
23 Apr - 24 Apr
East Haddam Lake View Rental
Interior

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
9.8 out of 10, Exceptional, (26 reviews)
"Wonderful house in a great location."
United States
Edward S.
The price is HK$4,699
HK$7,592 total
includes taxes & fees
23 Apr - 24 Apr
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Dining

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale
West Haven
9.6 out of 10, Exceptional, (20 reviews)
"Excellent location Clean and spacious Comfortable beds "
United States
Joseph T.
The price is HK$1,797
HK$4,095 total
includes taxes & fees
23 Apr - 24 Apr
McAngel Haven: 5 mins from Yale
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$1,393
HK$2,553 total
includes taxes & fees
17 May - 18 May
The Stern at Soundview · Beach+Ocean+Sunrise
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, (6 reviews)
"Host was very responsive. Property as described. We would stay again! "
United States
john18250
The price is HK$1,352
HK$3,998 total
includes taxes & fees
11 May - 12 May
Rogers Lake House (87) · CT College+Beach+USCGA
Fridge, microwave, oven, stovetop

Heavenly Home in New Haven /5 mins drive from Yale

Heavenly Home in New Haven /5 mins drive from Yale
Fair Haven
9.2 out of 10, Wonderful, (23 reviews)
"This house has everything you need to enjoy a getaway. Clean, It will sleep 20 and their is room for 20 to gather."
United States
Kathy B.
The price is HK$3,846
HK$5,182 total
includes taxes & fees
26 Apr - 27 Apr
Heavenly Home in New Haven /5 mins drive from Yale
Interior

Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is HK$1,304
HK$3,911 total
includes taxes & fees
23 Apr - 24 Apr
Cozy basement apartment with private bathroom, kitchen and entrance.
Interior

VintageGem: Prime East Rock 5 mins to Yale 5 beds

VintageGem: Prime East Rock 5 mins to Yale 5 beds
East Rock
9.4 out of 10, Exceptional, (3 reviews)
"Great time with friends."
United States
Ianaliz R.
The price is HK$1,276
HK$3,244 total
includes taxes & fees
23 Apr - 24 Apr
VintageGem: Prime East Rock 5 mins to Yale 5 beds
Exterior

Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is HK$1,135
HK$2,627 total
includes taxes & fees
24 Apr - 25 Apr
Angelica’s safe haven @ west haven
Interior

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (136 reviews)
"This house was in a great location for our extended family Christmas gathering in Deep River. There was more than enough room for 3 adult couples and 2 older children tonstay comfortably & enjoy a cosy fire in fireplace one evening. "
United States
Karen B.
The price is HK$2,185
HK$4,784 total
includes taxes & fees
24 Apr - 25 Apr
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Exterior

Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (36 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$1,081
HK$1,881 total
includes taxes & fees
20 May - 21 May
Walk To Goodspeed Opera House!
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, (70 reviews)
"The apartment was very clean and convenient. Will definitely stay there again. "
United States
Joan S.
The price is HK$1,018
HK$1,778 total
includes taxes & fees
23 Apr - 24 Apr
Spacious 2 Bedroom apartment close to Yale Bowl
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, (30 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
United States
Jody U.
The price is HK$979
HK$1,981 total
includes taxes & fees
29 Apr - 30 Apr
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Marina

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.6 out of 10, Exceptional, (15 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is HK$1,566
HK$2,796 total
includes taxes & fees
23 Apr - 24 Apr
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Dining

Large group haven!

Large group haven!
West New Haven
9.4 out of 10, Exceptional, (3 reviews)
"Nice property. Lots of sleeping space and accommodation for large groups. Just what we needed. The only defect is that the lighting is poor in the second floor bedrooms. "
United States
Cameron L.
The price is HK$5,474
HK$9,535 total
includes taxes & fees
12 May - 13 May
Large group haven!
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

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"Clean and spacious room, parking well lit up and safe. Staff amazing at check in and chek out, speedy process. Location was great. Will be staying here again. "
Loisis 3-night trip
Posted 2 hours ago
Hyatt Place Milford / New 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:

  • View our selection of featured holiday rentals in Guilford
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  • 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 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?

A spacious TREETOPS Reunion/ Retreat/Event venue! Sleeps 10-12. Seasonal POOL!: 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.

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 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.