Preston Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Preston vacation rentals

Station House East: Upscale Loft in the Historic District Cambridge, MD

Station House East: Upscale Loft in the Historic District Cambridge, MD
Downtown Cambridge
10.0 out of 10, Exceptional, (7 reviews)
"The apartment was exceptionally clean and comfortable."
United States
Beth T.
The price is ¥23,347
¥56,245 total
includes taxes & fees
Feb 11 - Feb 12
Station House East: Upscale Loft in the Historic District Cambridge, MD

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Downtown Cambridge
9.8 out of 10, Exceptional, (12 reviews)
"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 ¥22,797
¥55,996 total
includes taxes & fees
Feb 12 - Feb 13
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.6 out of 10, Exceptional, (20 reviews)
"Very clean, and very comfortable beds."
United States
Edward R.
The price is ¥22,797
¥55,496 total
includes taxes & fees
Feb 16 - Feb 17
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (24 reviews)
"What a great place to relax after exploring and enjoying the area. Definitely will visit again "
United States
Chris S.
The price is ¥24,369
¥39,997 total
includes taxes & fees
Feb 10 - Feb 11
Sailwinds Loft at Cambridge Creek

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Downtown Cambridge
10.0 out of 10, Exceptional, (10 reviews)
"Just a beautiful place. I would stay here again. Everything was walking distance. "
United States
Sylvie G.
The price is ¥24,369
¥57,829 total
includes taxes & fees
Feb 12 - Feb 13
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

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

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Downtown Cambridge
8.4 out of 10, Very Good, (6 reviews)
"Perfectly located in town and well appointed, comfortable quarters. We would stay again."
United States
Richard D.
The price is ¥19,653
¥47,163 total
includes taxes & fees
Feb 10 - Feb 11
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is ¥56,599
¥95,825 total
includes taxes & fees
Feb 11 - Feb 12
Turnbridge Manor

New 2 bedroom apartment. Quiet setting, Just bring your suitcase and enjoy.

New 2 bedroom apartment. Quiet setting, Just bring your suitcase and enjoy.
Blades
The price is ¥21,067
¥25,946 total
includes taxes & fees
Mar 2 - Mar 3
New 2 bedroom apartment. Quiet setting, Just bring your suitcase and enjoy.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (12 reviews)
"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 ¥39,305
¥66,328 total
includes taxes & fees
Feb 10 - Feb 11
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (52 reviews)
"Great place, will stay again"
United States
Matt S.
The price is ¥36,161
¥43,830 total
includes taxes & fees
Feb 10 - Feb 11
Waterfront Getaway with Dock

Beautiful Waterfront Retreat in Cambridge!

Beautiful Waterfront Retreat in Cambridge!
Cambridge
10.0 out of 10, Exceptional, (50 reviews)
"The house was completely spotless - the location was perfect! And the host included a s'mores kit, and baited crab traps and had them waiting with crabs in them when we arrived! This was an excellent weekend - we would recommend Hudson House to anyone!"
United States
Elizabeth G.
The price is ¥38,912
¥75,744 total
includes taxes & fees
Feb 11 - Feb 12
Beautiful Waterfront Retreat in Cambridge!

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Cambridge
8.8 out of 10, Excellent, (10 reviews)
"Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars! "
United States
Mr.
The price is ¥48,873
¥97,135 total
includes taxes & fees
Feb 10 - Feb 11
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (14 reviews)
"Amazing news out of the back.Great for kayaking.We brought our own kayaksAnd also use yoursThere were four of usWe also took a nice trip over to Saint Michael’s"
United States
Sandy S.
The price is ¥41,247
¥83,218 total
includes taxes & fees
Feb 10 - Feb 11
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Preston Hotel Reviews

Find out more about Preston

Search for holiday rentals in Preston on Expedia! You can easily find your home rentals, villas, holiday apartments in Preston using one of the methods below:

  • View our selection of featured holiday rentals in Preston
  • Use the map to find apartments and other holiday homes in the Preston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Preston while they last

Look no further and take a look at our great range of rental properties in Preston!

Frequently asked questions

Can I find vacation rentals in Preston?

Yes, there are vacation rentals near top attractions in Preston, or you can choose a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Preston?

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac: This vacation home near Preston is located on the waterfront and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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 larger area, you’ll find The Third Haven Friends Meeting House and Academy of the Arts.

What’s a vacation rental in Preston like?

Vacation rentals are private properties where you can stay for a couple of days or more in Preston. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.