Preston Holiday Rentals

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Holiday Rentals in Preston

Condo in Downtown Cambridge

10.0 out of 10, Exceptional, (5)
The price is NZ$465
includes taxes & fees
14 Dec - 15 Dec
Station House East: Upscale Loft in the Historic District Cambridge, MD

Condo in Downtown Cambridge

8.8 out of 10, Excellent, (5)
"Perfectly located in town and well appointed, comfortable quarters. We would stay again."
United States
Richard D.
The price is NZ$519
includes taxes & fees
23 Nov - 24 Nov
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Condo in Downtown Cambridge

2.0 star property
9.6 out of 10, Exceptional, (10)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
United States
Lauren V.
The price is NZ$617
includes taxes & fees
14 Dec - 15 Dec
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Condo in Downtown Cambridge

2.5 star property
10.0 out of 10, Exceptional, (10)
"Just a beautiful place. I would stay here again. Everything was walking distance. "
United States
Sylvie G.
The price is NZ$640
includes taxes & fees
14 Dec - 15 Dec
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Holiday Home in Cambridge

9.6 out of 10, Exceptional, (19)
"In town for a family wedding. This worked out perfectly. Would stay there again "
United States
Barbara V.
The price is NZ$617
includes taxes & fees
8 Dec - 9 Dec
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cottage in Saint Michaels

10.0 out of 10, Exceptional, (1)
The price is NZ$686
includes taxes & fees
26 Nov - 27 Nov
#2 Egret Cottage Harris Cove

Holiday Home in Denton

9.8 out of 10, Exceptional, (12)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is NZ$1,090
includes taxes & fees
24 Nov - 25 Nov
Turnbridge Manor

Apartment in Cambridge

9.8 out of 10, Exceptional, (19)
"What a great place to relax after exploring and enjoying the area. Definitely will visit again "
United States
Chris S.
The price is NZ$453
includes taxes & fees
7 Dec - 8 Dec
Sailwinds Loft at Cambridge Creek

Holiday Home in Cambridge

10.0 out of 10, Exceptional, (49)
"Wonderful stay. The Crab Shack and dock were the highlights. We spent most of our time there. It was awesome. Highly recommend. "
United States
Christopher D.
The price is NZ$674
includes taxes & fees
30 Nov - 1 Dec
Beautiful Waterfront Retreat in Cambridge!

Holiday Home in Woolford

10.0 out of 10, Exceptional, (51)
"Great place, will stay again"
United States
Matt S.
The price is NZ$482
includes taxes & fees
23 Nov - 24 Nov
Waterfront Getaway with Dock

Holiday Home in Grasonville

9.6 out of 10, Exceptional, (12)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is NZ$749
includes taxes & fees
24 Nov - 25 Nov
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Holiday Home in Cambridge

8.8 out of 10, Excellent, (9)
"This home was everything we needed and more! It was spacious, clean and a beautiful location! There was a leak in the ceiling and the owners were very responsive and fixed it right away. Definitely recommend this stay."
United States
Priscilla A.
The price is NZ$1,175
includes taxes & fees
4 Dec - 5 Dec
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
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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Find out more about Preston

Everything you need to know about Preston 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 Preston 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 Preston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Preston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Preston. 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 Preston 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 Preston holiday rentals we have selected for you start as low as NZ$617 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Preston rentals

At Expedia, we put the best Preston 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 Preston 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 Preston 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 Preston. 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 holiday rentals in Preston?

Yes, there are holiday rentals close to the most popular sights in Preston, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Preston has to offer?

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock: This holiday home rental outside of Preston is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 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 games so that you can immerse yourself in your holiday.

What’s there to see and do in Preston?

Gilpin's Point Landing and Williston Lake are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find The Third Haven Friends Meeting House and Avalon Theatre.

What’s a holiday rental in Preston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Preston. Holiday rentals provide amenities such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.