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Preston Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Preston vacation rentals

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

1. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place to stay."
United States
Sharon D.
The price is ￥24,378
￥38,344 total
includes taxes & fees
Sep 29 - Sep 30
Sailwinds Loft at Cambridge Creek
A backyard with a small waterfall, rocks, and a pond with lily pads. There are two blue chairs and a black pot near the waterfall.

2. Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (18 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is ￥56,621
￥90,527 total
includes taxes & fees
Sep 28 - Sep 29
Turnbridge Manor
A wooden interior with a dining area, sofas, and a table.

3. 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
9.0 out of 10, Wonderful, (14 reviews)
"Very spacious home. 4 bedrooms and 4 baths. Great basement for watching TV with a large group. Home is about 15 minutes from downtown Cambridge."
United States
Anonymous traveler
The price is ￥54,498
￥98,447 total
includes taxes & fees
Sep 27 - Sep 28
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

4. 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, (14 reviews)
"Great stay! Gorgeous apartment!"
United States
Kristen S.
The price is ￥22,806
￥52,516 total
includes taxes & fees
Sep 28 - Sep 29
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

5. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.4 out of 10, Exceptional, (25 reviews)
"Lovely terrace style town house in a lovely location in close proximity to the Marina and other amenities. Beautiful place to relax."
United States
Robert
The price is ￥28,310
￥58,517 total
includes taxes & fees
Oct 27 - Oct 28
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
A living room with two brown leather sofas, a wooden side table with a lamp, a small shelf with plants, and a painting of a tree.

6. More, than just a place to sleep - welcome home!

More, than just a place to sleep - welcome home!
Cambridge
The price is ￥46,712
￥61,295 total
includes taxes & fees
Sep 27 - Sep 28
More, than just a place to sleep - welcome home!
A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

7. 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, (16 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
The price is ￥51,556
￥91,161 total
includes taxes & fees
Oct 27 - Oct 28
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
A dining area with a wooden table and chairs, beige curtains, and a ceiling light fixture.

8. 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, (16 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
The price is ￥43,252
￥75,356 total
includes taxes & fees
Sep 28 - Sep 29
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
A covered outdoor dining area with a table and chairs, overlooking a body of water and trees.

9. Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (45 reviews)
"Comfortable, roomy, awesome views!"
United States
John C.
Sunset Breezes - quiet waterfront retreat
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

10. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (66 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
The price is ￥32,557
￥37,845 total
includes taxes & fees
Oct 4 - Oct 5
Waterfront Getaway with Dock
A kitchen with wooden cabinets, a dining table, and a refrigerator.

11. Family Retreat at Lansdowne Manor

Family Retreat at Lansdowne Manor
Centreville
10.0 out of 10, Exceptional, (13 reviews)
"We had an amazing stay for a wedding weekend! Beautiful grounds, beautiful house, lots of room for kids and dogs. Would definitely stay again! "
United States
Emily C.
The price is ￥36,159
￥43,471 total
includes taxes & fees
Sep 27 - Sep 28
Family Retreat at Lansdowne Manor
A spacious living room with a large TV, blue sofa, and a ceiling fan.

12. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford
9.6 out of 10, Exceptional, (35 reviews)
"Great house for a large group! Very well equipped kitchen and comfortable home. Extra pillows and black out curtains would be the only thing I would add."
United States
Ximena G.
The price is ￥56,436
￥101,218 total
includes taxes & fees
Oct 5 - Oct 6
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
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 Preston Hotel Reviews

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"My room was nice, clean and cozy"
jerria 2-night trip
Posted 11 hours ago
Hyatt Regency Chesapeake Bay

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:

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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?

Private 2 Acre Waterfront Family Retreat with Pool & Pier: This vacation home rental near Preston is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

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 Academy of the Arts and Avalon Theatre.

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.