Holiday Rentals in Crumpton

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Holiday Rentals in Crumpton

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Amazing and neat and very private "
United States
Alexander M.
The price is €142
includes taxes & fees
25 Nov - 26 Nov
First Floor Studio Apartment in Historic Chestertown

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall
10.0 out of 10, Exceptional, (17)
"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "
United States
Tracy S.
The price is €252
includes taxes & fees
21 Nov - 22 Nov
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

200 steps to the beach!

Rock Hall
10.0 out of 10, Exceptional, (93)
"Good location "
United States
lynn h.
200 steps to the beach!

Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Chestertown
10.0 out of 10, Exceptional, (2)
"Overall a beautiful and well maintained place to stay! The location was perfect…within walking distance to everything! A very charming home! We were so happy we chose this property!"
United States
Dawn B.
Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

BAYSIDE BUNGALOW

Rock Hall
10.0 out of 10, Exceptional, (52)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is €247
includes taxes & fees
4 Dec - 5 Dec
BAYSIDE BUNGALOW

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville
9.8 out of 10, Exceptional, (59)
"Lovely cottage, well-equipped, immaculately clean. "
United States
Mary
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Circa 1900 Home in the Heart of Historic Downtown Chestertown

Chestertown
10.0 out of 10, Exceptional, (76)
"Great house, will stay again in the future. "
United States
Gary N.
Circa 1900 Home in the Heart of Historic Downtown Chestertown

Spacious Victorian close to everything in RH - Wheelchair friendly. Sleeps 11

Rock Hall
10.0 out of 10, Exceptional, (20)
"This charming house was perfect for my family to enjoy a few nights in Rock Hall. It had everything we needed and the owners even gave a warm welcome with snacks and local information to help make our stay more enjoyable. "
United States
KEVIN P.
Spacious Victorian close to everything in RH - Wheelchair friendly. Sleeps 11

Chesapeake Bay Harbor View in a central location to events/restaurants

2.5 star property
Rock Hall
10.0 out of 10, Exceptional, (2)
"House was clean, great location. Furniture needs a little updating but overall our stay was great! Would definitely stay here again."
United States
Todd W.
The price is €243
includes taxes & fees
21 Nov - 22 Nov
Chesapeake Bay Harbor View in a central location to events/restaurants

Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!

Rock Hall
10.0 out of 10, Exceptional, (29)
"Very quaint, clean. The check in was very easy."
United States
Patty M.
Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!

Secluded Waterfront Cottage on 200 acre farm near Queenstown

Centreville
10.0 out of 10, Exceptional, (105)
"Great vacation. Relaxing and views are incredible. The host is amazing!!! "
United States
Melissa S.
Secluded Waterfront Cottage on 200 acre farm near Queenstown

Stay in the landmark Lighthouse!

Rock Hall
10.0 out of 10, Exceptional, (107)
"Beautiful home. Wish I could of stayed longer "
United States
Pat R.
Stay in the landmark Lighthouse!

Serene Waterfront Cottage with dock and gorgeous views.

Rock Hall
9.6 out of 10, Exceptional, (38)
"Easy check in and check out. Beautiful water veiw. We really enjoyed having access to the kayaks. The house was just as the listing said it would be. Definitely would rent again. "
United States
Tim S.
Serene Waterfront Cottage with dock and gorgeous views.

Luxurious and spacious townhome with all necessary amenities awaits your stay.

Middletown
9.4 out of 10, Exceptional, (10)
"Just like the pictures. Very clean and comfortable.Highly recommend!"
United States
Patricia Z.
Luxurious and spacious townhome with all necessary amenities awaits your stay.

Waterfront Retreat with Private Dock and Beach

Worton
10.0 out of 10, Exceptional, (25)
"If you’re looking for a relaxing scenic getaway as a couple or a family …this retreat is it! The views from the dock were amazing and it was very peaceful. The kids loved playing on the sandy beach area by the dock! We also explored some beach areas nearby. The place was beautiful and perfect for our family of 4! The hosts were great and very helpful!"
United States
Andrea M.
The price is €276
includes taxes & fees
23 Nov - 24 Nov
Waterfront Retreat with Private Dock and Beach

Countryside Cottage in Sassafras

2.0 star property
Galena
10.0 out of 10, Exceptional, (1)
"Very nice home. Peaceful setting."
United States
James L.
Countryside Cottage in Sassafras

Waterfront Lodge packed with Amenities

Earleville
10.0 out of 10, Exceptional, (3)
"Beautiful home. Gorgeous views of Bohemian River. Well maintained House and fully supplied. Our families and friends just loved it. They were already speaking about wanting to return again. "
United States
Virginia G.
Waterfront Lodge packed with Amenities

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Galena
9.8 out of 10, Exceptional, (22)
"Wonderful property, well stocked, and great location. Would definitely stay here again!"
United States
Ken K.
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Grays Inn Creek Waterfront Pvt. Dock Kayaks & View

Rock Hall
10.0 out of 10, Exceptional, (1)
"Really beautiful property right on the lake. Fantastic dinning space, where everyone gathered for meals."
United States
Emma A.
Grays Inn Creek Waterfront Pvt. Dock Kayaks & View

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Rock Hall
10.0 out of 10, Exceptional, (60)
"Amazing house and location. Quick bike ride into town. Can’t wait to come back!"
United States
John C.
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
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 Crumpton

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

Crumpton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Crumpton. 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 Crumpton 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 Crumpton holiday rentals we have selected for you start as low as €142 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Crumpton rentals

At Expedia, we put the best Crumpton 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 Crumpton 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 Crumpton 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 Crumpton. 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

Are there holiday rentals in Crumpton?

Yes, there are holiday rentals close to the most popular sights in Crumpton, 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 Crumpton has to offer?

Chesapeake Bay Harbor View in a central location to events/restaurants: This holiday home rental outside of Crumpton is located in a rural location, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

What’s there to see and do in Crumpton?

Explore the area and family-friendly sights such as Hazel Miner Monument, or get out into nature at a spot like Betterton Beach. In the wider area, you’ll find Tilmon's Island Winery and Crow Farm and Vineyard.

What’s a holiday rental in Crumpton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Crumpton. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to 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 great option for a family getaway.