Book Holiday Homes in Crumpton

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Featured Holiday Homes in Crumpton

Pet-Friendly Home on Chester River w/ Dock!

Pet-Friendly Home on Chester River w/ Dock!

2 out of 5
Chestertown
With a stay at this vacation home in Chestertown, you'll be within a 5-minute drive of Kings Town Park and Historical Society of Kent County Maryland.
Pet-Friendly Home on Chester River w/ Dock!
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

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

Rock Hall
Located in Rock Hall, this vacation home is on the waterfront, within a 15-minute walk of Waterman’s Museum and Rock Hall Harbor.
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Waterfront w/upper sundeck and private pier located near Rock Hall,  sleeps 18.

Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.

Rock Hall
Located in Rock Hall, this vacation home is on the waterfront, within a 10-minute drive of The Mainstay and Waterman’s Museum.
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
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Luxurious and spacious townhome with all necessary amenities awaits your stay.

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

Middletown
Located in Middletown, this vacation home is within a 5-minute drive of Middletown Historic District and The Everett Annex.
Luxurious and spacious townhome with all necessary amenities awaits your stay.
A waterfront gem with dock, kayaks great water views.  Sleeps up to 12.

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.

Rock Hall
Located in Rock Hall, this vacation home is on the waterfront, within a 10-minute drive of The Mainstay and Waterman’s Museum.
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
BAYSIDE BUNGALOW

BAYSIDE BUNGALOW

Rock Hall
The price is AU$439 per night from 20 Jan to 21 Jan
AU$439
includes taxes & fees
20 Jan - 21 Jan
Located in Rock Hall, this vacation home is within a 15-minute walk of Ferry Park and Waterman’s Museum.
BAYSIDE BUNGALOW
Waterfront family resort Lodge with private pier, game room and bar

Waterfront family resort Lodge with private pier, game room and bar

Centreville
Located in Centreville, this vacation home is on a river, within a 10-minute drive of Hazel Miner Monument and Earle Landing.
Waterfront family resort Lodge with private pier, game room and bar
Cozy Cape Cod nestled in the heart of Rock Hall, sleeps 10 with pond view!

Cozy Cape Cod nestled in the heart of Rock Hall, sleeps 10 with pond view!

Rock Hall
With a stay at this vacation home in Rock Hall, you'll be within a 15-minute walk of Rock Hall Harbor and Waterman’s Museum.
Cozy Cape Cod nestled in the heart of Rock Hall, sleeps 10 with pond view!
RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING

RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING

Rock Hall
A stay at this vacation home places you in the heart of Rock Hall, within a 5-minute drive of The Mainstay and Waterman’s Museum.
RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING
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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.

Crumpton Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Crumpton vacation homes are the perfect way for you to wing it.

Holiday houses in Crumpton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Crumpton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Crumpton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Crumpton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Crumpton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Crumpton Holiday Homes essential information

Accommodation
69 Holiday Homes
Lowest Price
AU$181
Highest Price
AU$439
Popular accommodation
Pet-Friendly Home on Chester River w/ Dock!, Waterfront w/private pier, pool, Hot Tub, kayaks and in town., Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18., Luxurious and spacious townhome with all necessary amenities awaits your stay., A waterfront gem with dock, kayaks great water views. Sleeps up to 12., BAYSIDE BUNGALOW, Waterfront family resort Lodge with private pier, game room and bar, Cozy Cape Cod nestled in the heart of Rock Hall, sleeps 10 with pond view!, RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING

Top trending hotels in Crumpton

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

2.5 out of 5
411 MERRIMAC AVENUE, Middletown, DE
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 26 Jan to 27 Jan
AU$188
includes taxes & fees
26 Jan - 27 Jan
Located in Middletown, Fairfield Inn & Suites by Marriott Middletown is within a 5-minute drive of Westown and Middletown Historic District.
Fairfield Inn & Suites by Marriott Middletown
Holiday Inn Express And Suites Middletown, an IHG Hotel

Holiday Inn Express And Suites Middletown, an IHG Hotel

2.5 out of 5
315 Auto Park Dr, Middletown, DE
Fully refundable
The price is AU$192 per night from 2 Feb to 3 Feb
AU$192
includes taxes & fees
2 Feb - 3 Feb
Located in Middletown, Holiday Inn Express And Suites Middletown, an IHG Hotel is within a 5-minute drive of Dutch Country Farmers Market and Frog Hollow Golf ...
Holiday Inn Express And Suites Middletown, an IHG Hotel
Hampton Inn Middletown

Hampton Inn Middletown

2.5 out of 5
117 Sandhill Dr, Middletown, DE
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 26 Jan to 27 Jan
AU$181
includes taxes & fees
26 Jan - 27 Jan
With a stay at Hampton Inn Middletown in Middletown, you'll be within a 15-minute walk of Westown and Middletown Historic District.
Hampton Inn Middletown
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Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road, Chestertown, MD
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 26 Jan to 27 Jan
AU$189
includes taxes & fees
26 Jan - 27 Jan
When you stay at Comfort Inn & Suites Chestertown in Chestertown, you'll be in the historical district, within a 5-minute drive of Washington College and Historical ...
Comfort Inn & Suites Chestertown
Don't see what you're looking for?
See all available properties in Crumpton
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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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^Subject to availability and chosen travel dates.