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

Guilford Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Guilford holiday rentals

A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

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 AU$919
includes taxes & fees
15 Sept - 16 Sept
Historic New England home ,Reunions Beach pass
A beach with a house in the background, a clear sky, and a calm sea.

2. 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
10.0 out of 10, Exceptional, (1 review)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is AU$501
includes taxes & fees
3 Sept - 4 Sept
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A stone fire pit with two Adirondack chairs, a wooden fence, and a black building with a red door.

3. NEW Coastal Cottage 2 Miles to Beach + Lake Access

NEW Coastal Cottage 2 Miles to Beach + Lake Access
Clinton
10.0 out of 10, Exceptional, (8 reviews)
"We had a wonderful stay at this cottage. It was comfortable, beautifully decorated, and exceptionally clean. Even though the weather during our trip was terrible, we still thoroughly enjoyed our time there.The hosts were very helpful and provided all the information we needed about the cottage as well as local attractions and activities. Overall, it was an excellent experience, and I would absolutely give it 5 stars."
United States
Erin M.
NEW Coastal Cottage 2 Miles to Beach + Lake Access
A wooden deck with a table and chairs, overlooking a river and trees.

4. Steps to Beach • Hot Tub • Game Room • Water Views

Steps to Beach • Hot Tub • Game Room • Water Views
Branford
The price is AU$1,734
includes taxes & fees
13 Sept - 14 Sept
Steps to Beach • Hot Tub • Game Room • Water Views
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

5. 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, (28 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is AU$452
includes taxes & fees
1 Sept - 2 Sept
The gardners Cottage 1 mile from long Island Sound - pet friendly
A glass-enclosed patio with a wooden table and wicker chairs, surrounded by glass doors and windows offering views of a wooded area.

6. LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!

LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!
Clinton
9.8 out of 10, Exceptional, (6 reviews)
"Was very happy with how wonderfully beautiful the place was. The host was excellent and answered any questions I had promptly. I really appreciate how nice he was."
United States
Elizabeth C.
The price is AU$1,020
includes taxes & fees
28 Sept - 29 Sept
LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

7. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (54 reviews)
"We enjoyed our stay"
United States
JM B.
The price is AU$331
includes taxes & fees
28 Sept - 29 Sept
1-bedroom cottage with Grove Beach 🏖️ access.
A modern living room with a flat-screen TV, a sofa, a blue chair, and a large potted plant.

8. Relaxing 3-bedroom apartment in New Haven

Relaxing 3-bedroom apartment in New Haven
New Haven
9.6 out of 10, Exceptional, (4 reviews)
"Appreciated clean and private bedrooms with own tv in each room."
United States
Bryce B.
The price is AU$528
includes taxes & fees
1 Sept - 2 Sept
Relaxing 3-bedroom apartment in New Haven
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

9. 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 AU$340
includes taxes & fees
31 Aug - 1 Sept
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

10. 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 AU$496
includes taxes & fees
31 Aug - 1 Sept
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
A marina with multiple docks and boats, surrounded by a forested area and residential buildings.

11. Gorgeous Waterfront 2:1 - 2 houses in 1 building.

Gorgeous Waterfront 2:1 - 2 houses in 1 building.
Fair Haven
The price is AU$1,239
includes taxes & fees
31 Aug - 1 Sept
Gorgeous Waterfront 2:1 - 2 houses in 1 building.
A modern kitchen with white cabinetry, a central island with stools, pendant lighting, and a view to an outdoor area.

12. Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches

Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
East Shore
8.8 out of 10, Excellent, (5 reviews)
"Fantastic place, amazing hosts, 100% recommend! "
United States
Zach P.
The price is AU$1,059
includes taxes & fees
31 Aug - 1 Sept
Luxury New Haven Retreat • Private Pool, Gym, Cinema • Near Yale & Beaches
A modern kitchen with a stainless steel refrigerator, wooden beams, a dining area with a table and chairs, and a large window with blinds.

13. Coastal Landing Stay

Coastal Landing Stay
East Shore
The price is AU$727
includes taxes & fees
31 Aug - 1 Sept
Coastal Landing Stay
A room with a large window overlooking a coastal view, a beige sofa, and a small table with books and a vase.

14. Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (13 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is AU$1,320
includes taxes & fees
2 Sept - 3 Sept
Clear LI Sound waterview, Wedding pics, Yale&Beach

15. 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, (24 reviews)
"Place was so cute and spacious. Owner was awesome too! Definitely recommend."
United States
Aliza T.
The price is AU$1,096
includes taxes & fees
27 Sept - 28 Sept
Heavenly Home in New Haven /5 mins drive from Yale
A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

16. Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water

Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
Westbrook Center
9.4 out of 10, Exceptional, (3 reviews)
"We had a lovely time during our stay. The hosts were excellent with communication and quick responses throughout our stay. The 2 family suites were perfect for our families to all stay together during this trip. We would definitely book again! "
United States
Kate G.
The price is AU$1,064
includes taxes & fees
31 Aug - 1 Sept
Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water
A modern kitchen with a central island, bar stools, and pendant lighting.

17. 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, (30 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
United States
Iris F.
The price is AU$1,421
includes taxes & fees
31 Aug - 1 Sept
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
A modern building with reflective glass facades, a central atrium, and a landscaped area with trees and pathways.

18. GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds
East Rock
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for families."
United States
Frances
The price is AU$640
includes taxes & fees
13 Sept - 14 Sept
GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

19. Cozy Stay by Little Italy & Wooster Street

Cozy Stay by Little Italy & Wooster Street
Mill River
9.4 out of 10, Exceptional, (3 reviews)
"Easy access to key areas, easy parking and neat and well appointed place as promised."
United States
Dheerendra P.
The price is AU$432
includes taxes & fees
1 Sept - 2 Sept
Cozy Stay by Little Italy & Wooster Street
A modern building with large glass windows, a curved entrance, and a well-lit outdoor area with trees.

20. Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale

Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
East Rock
10.0 out of 10, Exceptional, (11 reviews)
"Our 2 night stay was great. We were there for daughter's graduation from University of New Haven. Neighborhood was so quaint with lots of places to walk to. Place was very clean and accommodating. We would stay again!"
United States
Kathryn C.
The price is AU$616
includes taxes & fees
2 Sept - 3 Sept
Casa Soleada in Heart of East Rock 3BR | Cozy King Bed | Near DT/Yale
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Guilford Hotel Reviews

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

10/10 Excellent
"Check in was easy and quick. The person checking is in was nice and friendly. The rooms are modern spacious and clean. The lobby is very large and comfortable with a lot of seating. Overall, really nice place easy location to get to. There is a fee for parking, which is an additional $26 per day I believe. So that can easily add up if you have a lengthy stay."
Alma 2-night trip
Posted 1 hour ago
Cambria Hotel New Haven University Area

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$331 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 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! AUG openings! A Reunion/Retreat 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.