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Guilford Holiday Rentals

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Holiday Rentals in Guilford

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (70)
"Great stay"
The price is AU$303
includes taxes & fees
6 Oct - 7 Oct
Postcard Cabins Machimoodus

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (241)
"Great view of the water and nice amenities with the beach and pool."
The price is AU$453
includes taxes & fees
2 Nov - 3 Nov
Cliffside Resort Condominiums

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (55)
"Loved our stay here. "
Luxury Furnished Apartments by Hyatus Downtown at Yale

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is AU$262
includes taxes & fees
7 Oct - 8 Oct
The Stern at Soundview · Beach+Ocean+Sunrise

Charming Studio| Near Yale| Downtown New Haven

9.2 out of 10, Wonderful, (5)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is AU$319
includes taxes & fees
6 Oct - 7 Oct
Charming Studio| Near Yale| Downtown New Haven

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.2 out of 10, Wonderful, (5)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
The price is AU$253
includes taxes & fees
5 Oct - 6 Oct
Freeboard at Soundview · Beach+Ocean+Sunrise

Shoreline Oasis

9.2 out of 10, Wonderful, (7)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is AU$401
includes taxes & fees
5 Oct - 6 Oct
Shoreline Oasis

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

10.0 out of 10, Exceptional, (47)
"Amazing property, we loved everything about it, highly recommended, will stay again "
The price is AU$1,064
includes taxes & fees
6 Oct - 7 Oct
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay

7.0 out of 10, Good, (2)
"My son and I booked this property last minute. The owner was very quick to get back to us. It was very clean and had everything we needed. We would definitely stay there again."
The price is AU$429
includes taxes & fees
8 Oct - 9 Oct
3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay

Stunning Apt W/ Parking and Gym | Downtown at Yale

10.0 out of 10, Exceptional, (44)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
Stunning Apt W/ Parking and Gym | Downtown at Yale

Private Apartment in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is AU$483
includes taxes & fees
5 Oct - 6 Oct
Private Apartment in Berlin

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

2.0 star property
10.0 out of 10, Exceptional, (7)
"We enjoyed our time in Westbrook! Hosts were more than accomodating and helpful throughout our stay - thank you! House is cute, the perfect size for a small group, and in a good location (walking distance to many shops and restaurants). Private beach access is easy to get to (beach area is small, but it worked!)"
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (7)
"My best friend and I wanted to get out of the city with our pups for a long weekend, and this was absolutely the perfect place to do that! Robert was accommodating, kind, and quick to respond. And the neighborhood/community is adorable, friendly, and low key. Being literally steps from the beach was beyond amazing, and being able to sit on the front patio and get the breeze/view was unmatched! Can’t wait to come back again! "
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Cozy Safe Home

The price is AU$551
includes taxes & fees
5 Oct - 6 Oct
Cozy Safe Home

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (99)
"My husband and I brought our puppy. He had a great time running around the yard and beach. We enjoyed our stay and hope to return. The property is beautiful and we were very happy to find a pet friendly place on the water and close to town."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

9.4 out of 10, Exceptional, (14)
"This Carriage House is exactly as described. Wonderful location and setting, just steps away from Branford Point. Hope to visit again soon! "
BEACH BUM CARRIAGE HOUSE with kayaks - steps to beach, park, marinas & brewery!

New Cozy 2BR Stay New Haven Close to Yale

2.0 star property
7.4 out of 10, Good, (3)
"Place was great for family and having a washer and dryer was a big help. Place was super clean and comfortable "
The price is AU$354
includes taxes & fees
5 Oct - 6 Oct
New Cozy 2BR Stay New Haven Close to Yale

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

10.0 out of 10, Exceptional, (127)
"Fantastic all around!"
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Conference Room Rental no sleeping arrangements

The price is AU$1,423
includes taxes & fees
3 Oct - 4 Oct
Conference Room Rental no sleeping arrangements

Waterfront House with picture-perfect views from all 3 levels.

9.6 out of 10, Exceptional, (93)
"Took our four grandsons here for a week and it was perfect. Location is great and the house worked perfectly for us. Owners could not be easier to work with "
Waterfront House with picture-perfect views from all 3 levels.
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

Find out more about Guilford

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$253 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 close to the most popular sights in Guilford, 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?

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!: This holiday home rental outside of Guilford offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Guilford?

Expedia has 31 holiday rentals for your stay in Guilford.

What’s there to see and do in Guilford?

Cultural attractions include Hyland House Museum and Guilford Art Center, 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 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.