Guilford Holiday Rentals from €185: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

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

Guilford

Liz H.

includes taxes & fees

29 Sept - 30 Sept

A cabin with a dining table set for two, a bicycle, and a small porch area.

2. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Melissa

includes taxes & fees

4 Oct - 5 Oct

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

3. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

includes taxes & fees

26 Oct - 27 Oct

A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

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

Clinton

Mary S.

includes taxes & fees

7 Oct - 8 Oct

A living room with a dark sofa, a coffee table with items, a window with a view of a house, and a bookshelf.

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

Branford

includes taxes & fees

30 Sept - 1 Oct

A bedroom with a bed, a blue sofa, a radiator, a window with blinds, a dreamcatcher, and a framed picture on the wall.

6. One bedroom in United States of America, New Haven

Dwight

Rosanne M.

includes taxes & fees

27 Oct - 28 Oct

A row of brownstone buildings with a central staircase leading to the second floor.

7. Bright Downtown Studio near Yale & East Rock!

Downtown New Haven

Dongjian

includes taxes & fees

29 Sept - 30 Sept

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

8. Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

includes taxes & fees

29 Sept - 30 Sept

A marina with multiple docks and boats, surrounded by residential buildings and greenery.

9. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Fair Haven

Jamie S.

includes taxes & fees

29 Sept - 30 Sept

A compact kitchen with grey cabinets, a built-in microwave, a coffee machine, and a sink with a modern faucet.

10. All New Fully Furnished Cozy Studio

Wallingford Center

Rick C.

includes taxes & fees

4 Oct - 5 Oct

A modern living room with a flat-screen TV, a sofa, a blue chair, and a large potted plant.

11. Relaxing 3-bedroom apartment in New Haven

New Haven

"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...

S F.

includes taxes & fees

29 Oct - 30 Oct

12. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Fair Haven

Wallace R.

includes taxes & fees

29 Sept - 30 Sept

13. Prime Yale Studio Steps to Sallys Apizza

Downtown New Haven

Milton W.

includes taxes & fees

30 Sept - 1 Oct

A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

14. Spacious 2 Bedroom apartment close to Yale Bowl

West New Haven

Daniel S.

includes taxes & fees

16 Oct - 17 Oct

A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

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

Haddam

Kristy C.

includes taxes & fees

28 Oct - 29 Oct

A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

16. Adorable Cottage, 5 min walk to water & town

Westbrook Center

Donovan V.

includes taxes & fees

15 Oct - 16 Oct

A living room with a dark grey sofa, two wooden chairs, a small table with a tray, and a large window with a view of the sea.

17. Direct waterfront renovated cottage.

Madison Center

Russell A.

A modern living room with a large mirror, a wooden accent wall, a grey sofa, and a large window with white curtains.

18. The Elm - Retreat Near Yale, Parking, Gym, DTWN, Wooster Sq & Union Stn.

Downtown New Haven

"Great little downtown apartment! Small - good for up to two people. Nicely appointed and decorated, great sectional sofa, big TVs where we wanted them. Host was kind and helpful and accommodating. Location is pretty much across State St from the State Street RR Station, a block and a half from the Green, and near everything. Orange Street (half a block away) has a ton of bars and restaurants. We enjoyed our stay!"

George Z.

includes taxes & fees

29 Sept - 30 Sept

A modern apartment with a green sofa, a wooden dining table, and a kitchen in the background.

19. Modern Westville Home near Yale and Hospitals

West New Haven

Thomas B.

includes taxes & fees

29 Sept - 30 Sept

A cozy living room with a grey sofa, a coffee table with books and a vase of flowers, and bookshelves filled with books and decorative items.

20. Spacious Bohemian Nook

West New Haven

Erin S.

includes taxes & fees

29 Sept - 30 Sept

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

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

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"It is an older property that is very well maintained - the staff could not be more friendly and accommodating. This is coastal CT and hotel prices can be extremely high and there are plenty of options at those price-points - it is nice to find the rare property where “older”, can be clean and comfortable - thank you to the staff!"

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, apart-hotels, 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 favorite 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 depends 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 €185 per night. Entering your travel dates in the search wizard you might find 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 Sachem Head Harbor are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Stony Creek - Thimble Islands Historic District and Bishops Orchard and Winery.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Guilford holiday rentals

1. Historic New England home ,Reunions Beach pass

2. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

3. 1-bedroom cottage with Grove Beach 🏖️ access.

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

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

6. One bedroom in United States of America, New Haven

7. Bright Downtown Studio near Yale & East Rock!

8. Once the old Schools house now a newly furnished Apartment