Preston Holiday Rentals from €281: Search Short-Term Rentals

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Holiday Rentals in Preston

Guests can enjoy serene waterfront views from the end of the pier, where two Adirondack chairs await.

"Great house, host and location. Stayed with a larger group and plenty of room!"

Stylish entrance with a wooden staircase and a mailbox.

"Perfect house for a long weekend. Clean, cozy and great communication with Maxine. Would definitely stay here again when I return to Cambridge. "

Relax by the serene lake with a dock and a small boat, surrounded by lush greenery and comfortable Adirondack chairs.

"We had a wonderful stay. Check in and out was very easy. The place was clean and well maintained. Very peaceful spot on the water. "

Stroll along the waterfront path to a historic bench, flanked by cannons, with serene views of the calm water and boats docked at the pier.

"This was a cute historic house very close to all shops and restaurants. Location could not be better. It could use a thorough cleaning and the shower is pretty rustic. But overall a good place to stay."

Relax on the deck with a single bed and comfortable seating area.

"This was the perfect spot for a long weekend. Excellent location and the unit itself was more than we expected. "

Relax in a serene park setting surrounded by lush greenery and a central gazebo.

"Great spot for a weekend visit. Second time staying. Great communication with owner. Will stay again"

Relax in the serene outdoor seating area with two Adirondack chairs surrounding a fire pit on a stone patio.

"It was a awesome great comfy house."

Escape to a serene forest retreat with a cozy cabin-style lodge featuring a sheltered front porch and breathtaking natural views.

"Our stay was great and Rob and Clarissa were very welcoming!"

Relax in Adirondack chairs along the serene lakeside, with a boat available for recreation.

"Beautifully decorated, peaceful, well appointed home for our girls bday celebration. Highly recommend."

Enjoy cooking in this well-equipped kitchen with a central island and dining area.

"Very roomy and lots of amenities. Superb location and private. Easy check-in and check-out. Guest contact was awesome - very responsive! Thanks so much!"

Guests can enjoy a serene waterfront view from this tranquil pier.

"I cannot say enough about this property. Home was so spacious, views were wonderful, kitchen was very well stocked and just minutes to town. Highly recommend renting this home."

Boats docked at the marina, offering scenic views of the calm water.

"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "

includes taxes & fees

8 Sept - 9 Sept

Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and microwave, and dine at the wooden table.

"Property was perfect for our family stay. House was clean and well stocked."

Sit and enjoy the view from this shaded patio with a round table and two chairs.

"Thoroughly enjoyed our stay! Cottage was comfortable and very clean with everything we could have needed! "

Boats docked at the marina, surrounded by trees and buildings.

"The home was so well appointed and walking distance to stores, restaurants, quaint museums and beautiful nature. The host was so friendly and helpful with quick responses. We had high winds and lots of rain, but stayed cozy and warm. What a friendly Island of people!!"

Relax in this cozy room with a bar area featuring a large window offering a view of the outdoors.

"Our kids enjoyed the games in the crab house. It was great being able to use the kayaks and life vests."

includes taxes & fees

11 Aug - 12 Aug

Stunning hallway with a chandelier, large mirror, and bookshelf.

"The property is a great place to get away and enjoy some time with family. We enjoyed swimming in the pool. Fishing was fun as well catfish for days. Nice sunsets by the fire and just overall a great time with the family. "

Docked at the pier, this riverboat offers stunning views of the surrounding cityscape.

"The place was very clean and in the most perfect spot in downtown Cambridge. We had a wedding walking distance from this place. Jen is a very responsive and accommodating host!"

includes taxes & fees

26 Aug - 27 Aug

Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and dishwasher, plus a dining area with a table and bench.

"Clean and nice place to stay"

Relax by the serene lake with a stroll along the pier and unwind in the adjacent lounge chairs.

"Great stay"

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Preston Hotel Reviews

Inn at Perry Cabin

10/10 Excellent

"Love the cozy vibe & beautiful landscape "

Hyatt Regency Chesapeake Bay

10/10 Excellent

"Amazing experience! This was our third visit here and it’s just the best spot with the best views—we will keep coming back. The staff could not be more warm and welcoming—everyone is so friendly and helpful. Rooms are super clean and comfortable. Good food and drinks if you don’t want to leave the property, but can drive a short distance for more stores and food options. The water views are just so beautiful. 11/10!"

Comfort Suites Seaford

10/10 Excellent

"i got there at 230 my room wasn’t ready the housekeeper still had 4 rooms to clean and they thought i was gonna wait 315 my room still not ready they gave excuse rooms had a lot of checkouts that day and that’s why they were behind inexcusable and not my issue when you tell me 3 pm check in that room needs to be ready by 3 no lame excuses i didn’t feel it was as clean as it should be ! dog was barking off and on people were noisy walking the floor ! and way too far from rehobeth beach i tried to cancel and your attendant told me i could not i explained its an hour from where i would be she didn’t care ! so i drove an hour 4 times back and forth to get to hotel to go to ocean city and rehobeth and i am highly annoyed they wouldn’t let me out of it when expedia charged me 12.00 to give me option to cancel and i made the appt that day sat the 2nd ! will never come back there again so annoyed "

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, 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 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 €281 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?

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW: This holiday home rental outside Preston is located on the waterfront, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Preston?

Williston Lake and Gilpin's Point Landing 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.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Holiday Rentals in Preston

Change your mind

Treat yourself

Be picky

Check prices for these dates

Holiday Rentals in Preston

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

St. Michaels Waterfront Home

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Studio in Downtown – Walk to Everything!

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

Family and Pet-Friendly, Waterfront with Pier

Heated pool, sandy beach, pier, and playground set punch point apart!

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Waterfront property with private boat ramp and new dock!

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Beautiful Waterfront Retreat in Cambridge!

Riverfront Denton Estate on 7 Acres w/ Fire Pit!

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Walk to Everything House

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

Top Preston Hotel Reviews

Inn at Perry Cabin

The Wildset

Wylder Tilghman Island

The Tidewater Inn

Days Inn & Suites by Wyndham Seaford

Hyatt Regency Chesapeake Bay

Best Western Plus Easton Inn & Suites

Quality Inn

Comfort Suites Seaford

Find out more about Preston

Frequently asked questions