Holiday rentals near Crumpton Auction
We found 149 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals close to Crumpton Auction that provide the perfect home base for your trip. Whether you're travelling with your children or with friends, holiday homes have the best amenities for spending time at your holiday home, which might include a pool and a washer and dryer. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Crumpton Auction
Showing deals for:14 Nov - 21 Nov
Image gallery for Beautiful, spacious waterfront home, an easy walk to historic Chestertown
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Beautiful, spacious waterfront home, an easy walk to historic Chestertown
Chestertown, MD
8% off
Price is AU$13,345
AU$13,345
AU$1,906 per night
includes taxes & fees
Image gallery for Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
1010 out of 10 rating
Exceptional
(7 reviews)
Chesapeake Eastern Shore, Chestertown MD, waterfront with shared pool and dock.
Chestertown, MD
17% off
Price is AU$4,453
AU$4,453
AU$636 per night
includes taxes & fees
Image gallery for Historic Lansdowne Manor Sleep 8
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Historic Lansdowne Manor Sleep 8
Centreville, MD
9% off
Price is AU$2,985
AU$2,985
AU$426 per night
includes taxes & fees
Image gallery for A European styled retreat on Marylands Eastern Shore with Private pool
9.89.8 out of 10 rating
Exceptional
(77 reviews)
A European styled retreat on Marylands Eastern Shore with Private pool
Warwick, MD
8% off
Price is AU$3,569
AU$3,569
AU$510 per night
includes taxes & fees
Image gallery for Peaceful getaway convenient to local amenities including beach, boating & food
9.89.8 out of 10 rating
Exceptional
(115 reviews)
Peaceful getaway convenient to local amenities including beach, boating & food
Rock Hall, MD
8% off
Price is AU$2,642
AU$2,642
AU$377 per night
includes taxes & fees
Image gallery for Secluded Waterfront Cottage on 200 acre farm near Queenstown
1010 out of 10 rating
Exceptional
(103 reviews)
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Centreville, MD
16% off
Price is AU$2,791
AU$2,791
AU$399 per night
includes taxes & fees
Image gallery for Relaxation Haven on the Shore near Choptank River
9.29.2 out of 10 rating
Wonderful
(7 reviews)
Relaxation Haven on the Shore near Choptank River
Greensboro, MD
14% off
Price is AU$2,248
AU$2,248
AU$321 per night
includes taxes & fees
Image gallery for Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
1010 out of 10 rating
Exceptional
(6 reviews)
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Chestertown, MD
12% off
Price is AU$2,564
AU$2,564
AU$366 per night
includes taxes & fees
Image gallery for Blissful Retreat In Rock Hall
1010 out of 10 rating
Exceptional
(114 reviews)
Blissful Retreat In Rock Hall
Rock Hall, MD
6% off
Price is AU$2,951
AU$2,951
AU$422 per night
includes taxes & fees
Image gallery for Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
1010 out of 10 rating
Exceptional
(11 reviews)
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
Centreville, MD
8% off
Price is AU$13,198
AU$13,198
AU$1,885 per night
includes taxes & fees
Image gallery for BEACH WITHOUT THE BUSTLE
1010 out of 10 rating
Exceptional
(33 reviews)
BEACH WITHOUT THE BUSTLE
Betterton, MD
8% off
Price is AU$2,249
AU$2,249
AU$321 per night
includes taxes & fees
Image gallery for Private Waterfront Estate with Pool, Private Beach and Dock
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Private Waterfront Estate with Pool, Private Beach and Dock
Earleville, MD
9% off
Price is AU$22,363
AU$22,363
AU$3,195 per night
includes taxes & fees
Image gallery for The Lazy River House
1010 out of 10 rating
Exceptional
(10 reviews)
The Lazy River House
Chestertown, MD
8% off
Price is AU$6,757
AU$6,757
AU$965 per night
includes taxes & fees
Image gallery for Newly restored apartment in the heart of Chestertown
9.89.8 out of 10 rating
Exceptional
(26 reviews)
Newly restored apartment in the heart of Chestertown
Chestertown, MD
8% off
Price is AU$3,284
AU$3,284
AU$469 per night
includes taxes & fees
Image gallery for Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown
1010 out of 10 rating
Exceptional
(99 reviews)
Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown
Chestertown, MD
8% off
Price is AU$6,358
AU$6,358
AU$908 per night
includes taxes & fees
Image gallery for Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
9.89.8 out of 10 rating
Exceptional
(61 reviews)
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
Rock Hall, MD
8% off
Price is AU$3,488
AU$3,488
AU$498 per night
includes taxes & fees
Image gallery for Circa 1900 Home in the Heart of Historic Downtown Chestertown
1010 out of 10 rating
Exceptional
(72 reviews)
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Chestertown, MD
17% off
Price is AU$3,459
AU$3,459
AU$494 per night
includes taxes & fees
Image gallery for Beautiful Retreat Located in Rock Hall - walk to everything!
1010 out of 10 rating
Exceptional
(60 reviews)
Beautiful Retreat Located in Rock Hall - walk to everything!
Rock Hall, MD
13% off
Price is AU$3,206
AU$3,206
AU$458 per night
includes taxes & fees
Image gallery for Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
Galena, MD
8% off
Price is AU$6,957
AU$6,957
AU$994 per night
includes taxes & fees
Image gallery for This is truly a Baydream!
1010 out of 10 rating
Exceptional
(34 reviews)
This is truly a Baydream!
Rock Hall, MD
8% off
Price is AU$3,153
AU$3,153
AU$450 per night
includes taxes & fees
Image gallery for Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
1010 out of 10 rating
Exceptional
(56 reviews)
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Chesapeake City, MD
8% off
Price is AU$9,623
AU$9,623
AU$1,375 per night
includes taxes & fees
Image gallery for Ruby's Sea Glass Cottage near Betterton Beach
1010 out of 10 rating
Exceptional
(27 reviews)
Ruby's Sea Glass Cottage near Betterton Beach
Betterton, MD
8% off
Price is AU$2,840
AU$2,840
AU$406 per night
includes taxes & fees
Image gallery for Harbor View Haven | Waterfront w/ Hot Tub + Dock!
1010 out of 10 rating
Exceptional
(24 reviews)
Harbor View Haven | Waterfront w/ Hot Tub + Dock!
Chestertown, MD
7% off
Price is AU$4,756
AU$4,756
AU$679 per night
includes taxes & fees
Image gallery for Life is better at the RIVER!--Cozy waterfront cottage
1010 out of 10 rating
Exceptional
(106 reviews)
Life is better at the RIVER!--Cozy waterfront cottage
Galena, MD
8% off
Price is AU$2,341
AU$2,341
AU$334 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Crumpton Auction
STONE RIVERSIDE COTTAGE is just a few steps from the SASSAFRAS RIVERS edge
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
69 reviews(69 reviews)
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Sleeps 10 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
BAYSIDE BUNGALOW
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Waterfront Retreat with Private Dock and Beach
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
Sleeps 13 · 5 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
291 reviews(291 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value