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

Guilford Holiday Rentals

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Guilford holiday rentals

Terrace/patio

1. 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$2,353
HK$5,019 total
includes taxes & fees
11 Aug - 12 Aug
Historic New England home ,Reunions Beach pass
1 bedroom, desk, iron/ironing board, travel cot

2. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay"
United States
JM B.
The price is HK$1,115
HK$2,042 total
includes taxes & fees
1 Sept - 2 Sept
1-bedroom cottage with Grove Beach 🏖️ access.
Sun-loungers, beach towels

3. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
The price is HK$1,235
HK$2,854 total
includes taxes & fees
3 Aug - 4 Aug
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Private kitchen

4. Cozy 1-bedroom apartment in peaceful Branford with AC and gym access

Cozy 1-bedroom apartment in peaceful Branford with AC and gym access
Branford
The price is HK$847
HK$1,605 total
includes taxes & fees
4 Aug - 5 Aug
Cozy 1-bedroom apartment in peaceful Branford with AC and gym access
View from property

5. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (174 reviews)
"Beautiful view, very clean !"
United States
Karolyne
The price is HK$1,247
HK$2,155 total
includes taxes & fees
10 Aug - 11 Aug
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Coffee/tea maker, fridge, microwave, oven

6. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (25 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is HK$1,568
HK$2,755 total
includes taxes & fees
1 Sept - 2 Sept
The gardners Cottage 1 mile from long Island Sound - pet friendly
Smart TV

7. Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (9 reviews)
"Easy check in and was as described. It was perfect for our needs for a place to stay over the holidays."
United States
Danielle D.
The price is HK$1,231
HK$1,573 total
includes taxes & fees
30 Aug - 31 Aug
Cozy East Haven Home • Near Beach & Yale
Interior

8. Modern Studio Retreat

Modern Studio Retreat
Dwight
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,027
HK$1,735 total
includes taxes & fees
7 Aug - 8 Aug
Modern Studio Retreat
Desk, iron/ironing board, WiFi, bed sheets

9. 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 HK$659
HK$1,516 total
includes taxes & fees
5 Aug - 6 Aug
One bedroom in United States of America, New Haven
Exterior

10. 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$847
HK$1,917 total
includes taxes & fees
3 Aug - 4 Aug
Bright Downtown Studio near Yale & East Rock!
1 bedroom, desk, iron/ironing board, WiFi

11. Château Blanc | Near Yale University

Château Blanc | Near Yale University
Dwight
8.6 out of 10, Excellent, (9 reviews)
"Perfect for a quick trip and one night stay!"
United States
Chris D.
The price is HK$549
HK$1,419 total
includes taxes & fees
3 Aug - 4 Aug
Château Blanc | Near Yale University
Exterior

12. All New Studio apartment in center of town

All New Studio apartment in center of town
Wallingford Center
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$925
HK$2,288 total
includes taxes & fees
8 Aug - 9 Aug
All New Studio apartment in center of town
Dining

13. Cozy 1-bedroom house in lovely New Haven with AC close to Yale University

Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Fair Haven
6.8 out of 10, (3 reviews)
"Blankets where itchy and smelled dirty small room when whole house was listed"
United States
Isabella R.
The price is HK$816
HK$1,095 total
includes taxes & fees
8 Aug - 9 Aug
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University
Marina

14. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
7.6 out of 10, Good, (5 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
The price is HK$1,098
HK$2,039 total
includes taxes & fees
6 Aug - 7 Aug
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Smart TV

15. 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$2,437 total
includes taxes & fees
3 Aug - 4 Aug
Cozy Stay by Little Italy & Wooster Street
1 bedroom, iron/ironing board, WiFi, bed sheets

16. 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, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is HK$925
HK$2,288 total
includes taxes & fees
3 Aug - 4 Aug
Once the old Schools house now a newly furnished Apartment
Exterior

17. 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 HK$925
HK$2,288 total
includes taxes & fees
11 Aug - 12 Aug
All New 1BR with tons of Charm
Exterior

18. Prime Yale Studio Steps to Sallys Apizza

Prime Yale Studio Steps to Sallys Apizza
Downtown New Haven
The price is HK$627
HK$1,686 total
includes taxes & fees
3 Aug - 4 Aug
Prime Yale Studio Steps to Sallys Apizza
TV

19. Relaxing 3-bedroom apartment in New Haven

Relaxing 3-bedroom apartment in New Haven
New Haven
9.0 out of 10, Wonderful, (2 reviews)
"To be honest with you overall the stay was decent. The host was very accommodating for us as we wanted to check in early due to our flight, arriving in the morning. When we had issues with the linens needing to be changed I called our host she was super responsive and immediately had housekeeping there to rectify our issues. The only thing I could say about the property is the furniture, especially in the living area needs to be updated. Also, the property could use some TLC when it comes to the...
United States
S F.
The price is HK$1,412
HK$3,027 total
includes taxes & fees
3 Aug - 4 Aug
Relaxing 3-bedroom apartment in New Haven
Lobby

20. 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 HK$882
HK$1,993 total
includes taxes & fees
3 Aug - 4 Aug
Spacious Bohemian Nook
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
"I’m a germaphobe, and choosing the perfect hotel can be challenging, but I could tell my room was properly cleaned. Everything looked so clean and new. The sheets and pillows looked fresh and brand new. I was really pleased with my stay at this hotel."
Licennyha 1-night trip
Posted less than an hour 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?

TREETOPS house! A Reunion/Retreat/Event estate! 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.

How many holiday rentals are there in Guilford?

Expedia has 30 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 Sachem Head Harbor.

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.