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
When you stay at this vacation home in Chestertown, you'll be within a 5-minute drive of Washington College.
Pet-Friendly Home on Chester River w/ Dock!
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.
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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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!
Spacious Victorian close to everything in RH - Wheelchair friendly. Sleeps 11

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

Rock Hall
With a stay at this vacation home, you'll be centrally located in Rock Hall, just a 3-minute walk from Waterman’s Museum and 10 minutes by foot from Rock Hall ...
Spacious Victorian close to everything in RH - Wheelchair friendly. Sleeps 11
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
Saybrook Hall | Pickleball + Pool + Hot Tub

Saybrook Hall | Pickleball + Pool + Hot Tub

Warwick
With a stay at this vacation home in Warwick, you'll be on the waterfront, and 25 mi (40.2 km) from University of Delaware and 27.4 mi (44.1 km) from Christiana ...
Saybrook Hall | Pickleball + Pool + Hot Tub
BAYSIDE BUNGALOW

BAYSIDE BUNGALOW

Rock Hall
The price is AU$429 per night from 20 Dec to 21 Dec
AU$429
includes taxes & fees
20 Dec - 21 Dec
Located in Rock Hall, this vacation home is within a 15-minute walk of Ferry Park and Waterman’s Museum.
BAYSIDE BUNGALOW
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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
68 Holiday Homes
Lowest Price
AU$173
Highest Price
AU$429
Popular accommodation
Pet-Friendly Home on Chester River w/ Dock!, A waterfront gem with dock, kayaks great water views. Sleeps up to 12., Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18., 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!, Spacious Victorian close to everything in RH - Wheelchair friendly. Sleeps 11, RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING , Saybrook Hall | Pickleball + Pool + Hot Tub, BAYSIDE BUNGALOW

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$173 per night from 25 Dec to 26 Dec
AU$173
includes taxes & fees
25 Dec - 26 Dec
Located in Middletown, Fairfield Inn & Suites by Marriott Middletown is within a 5-minute drive of Dutch Country Farmers Market and Frog Hollow Golf Club.
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$177 per night from 22 Dec to 23 Dec
AU$177
includes taxes & fees
22 Dec - 23 Dec
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$177 per night from 7 Jan to 8 Jan
AU$177
includes taxes & fees
7 Jan - 8 Jan 2025
With a stay at Hampton Inn Middletown in Middletown, you'll be within a 5-minute drive of Dutch Country Farmers Market and Frog Hollow Golf Club.
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$177 per night from 25 Dec to 26 Dec
AU$177
includes taxes & fees
25 Dec - 26 Dec
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
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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.