Holiday rentals near Assateague Point
We found 630 holiday rentals — enter your dates for availability
Choose the right holiday rental within easy reach of Assateague Point. Holiday homes offer the best amenities for your family, friends or furry companion, such as Wi-Fi and a pool. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Assateague Point
Showing deals for:19 Sept - 26 Sept
Image gallery for Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
9.69.6 out of 10 rating
Exceptional
(38 reviews)
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Chincoteague, VA
7% off
Price is NZ$3,324
NZ$3,324
NZ$475 per night
includes taxes & fees
Image gallery for Seas the Day - Water views, Shared pool!
1010 out of 10 rating
Exceptional
(13 reviews)
Seas the Day - Water views, Shared pool!
Chincoteague, VA
7% off
Price is NZ$3,591
NZ$3,591
NZ$513 per night
includes taxes & fees
Image gallery for Waterfront in Berlin, MD on 56 Acres, Sleeps 20/9BR/8BA, Close to Ocean City, MD
1010 out of 10 rating
Exceptional
(29 reviews)
Waterfront in Berlin, MD on 56 Acres, Sleeps 20/9BR/8BA, Close to Ocean City, MD
Berlin, MD
8% off
Price is NZ$21,194
NZ$21,194
NZ$3,028 per night
includes taxes & fees
Image gallery for Shady Grove - Water views, Fireplace!
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Shady Grove - Water views, Fireplace!
Chincoteague, Virginia
8% off
Price is NZ$4,058
NZ$4,058
NZ$580 per night
includes taxes & fees
Image gallery for Riptide’s Crossing: A waterfront getaway w/deep water dock and incredible views
1010 out of 10 rating
Exceptional
(6 reviews)
Riptide’s Crossing: A waterfront getaway w/deep water dock and incredible views
Chincoteague, VA
8% off
Price is NZ$4,209
NZ$4,209
NZ$601 per night
includes taxes & fees
Image gallery for Coral Cove - fun waterfront home with floating dock and amazing patios
9.69.6 out of 10 rating
Exceptional
(10 reviews)
Coral Cove - fun waterfront home with floating dock and amazing patios
Chincoteague, Virginia
9% off
Price is NZ$5,168
NZ$5,168
NZ$738 per night
includes taxes & fees
Image gallery for Charlie's Bayside Retreat - Pet friendly, In town!
1010 out of 10 rating
Exceptional
(15 reviews)
Charlie's Bayside Retreat - Pet friendly, In town!
Chincoteague, Virginia
8% off
Price is NZ$3,784
NZ$3,784
NZ$541 per night
includes taxes & fees
Image gallery for Beck's Corner is as cute as can be!
9.49.4 out of 10 rating
Exceptional
(60 reviews)
Beck's Corner is as cute as can be!
Chincoteague, VA
6% off
Price is NZ$2,169
NZ$2,169
NZ$310 per night
includes taxes & fees
Image gallery for Walking distance of town!
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Walking distance of town!
Chincoteague, VA
18% off
Price is NZ$2,178
NZ$2,178
NZ$311 per night
includes taxes & fees
Image gallery for Serenity at Oyster Bay, Water access; Firepit!
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Serenity at Oyster Bay, Water access; Firepit!
Chincoteague, Virginia
8% off
Price is NZ$3,847
NZ$3,847
NZ$550 per night
includes taxes & fees
Image gallery for "A Gem By The Sea" for your family. (New Housekeeping Service)
9.69.6 out of 10 rating
Exceptional
(68 reviews)
"A Gem By The Sea" for your family. (New Housekeeping Service)
Chincoteague, VA
16% off
Price is NZ$2,166
NZ$2,166
NZ$309 per night
includes taxes & fees
Image gallery for Hidden Treasure - Waterfront home w/ Boat dock!
9.49.4 out of 10 rating
Exceptional
(28 reviews)
Hidden Treasure - Waterfront home w/ Boat dock!
Chincoteague, VA
9% off
Price is NZ$4,746
NZ$4,746
NZ$678 per night
includes taxes & fees
Image gallery for Perfect Chincoteague Home for your small family getaway
9.69.6 out of 10 rating
Exceptional
(88 reviews)
Perfect Chincoteague Home for your small family getaway
Chincoteague, VA
6% off
Price is NZ$2,342
NZ$2,342
NZ$335 per night
includes taxes & fees
Image gallery for Bradford House in the heart of Downtown Chincoteague
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Bradford House in the heart of Downtown Chincoteague
Chincoteague, VA
15% off
Price is NZ$2,729
NZ$2,729
NZ$390 per night
includes taxes & fees
Image gallery for Bay Daze - Waterfront townhome w private boat dock!
9.89.8 out of 10 rating
Exceptional
(23 reviews)
Bay Daze - Waterfront townhome w private boat dock!
Chincoteague, Virginia
8% off
Price is NZ$3,439
NZ$3,439
NZ$491 per night
includes taxes & fees
Image gallery for A 'Teague of Our Own - Pet friendly & In town!
9.89.8 out of 10 rating
Exceptional
(54 reviews)
A 'Teague of Our Own - Pet friendly & In town!
Chincoteague, VA
7% off
Price is NZ$3,235
NZ$3,235
NZ$462 per night
includes taxes & fees
Image gallery for Donovan's Reef - Pet friendly, In Town!
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Donovan's Reef - Pet friendly, In Town!
Chincoteague, VA
8% off
Price is NZ$4,076
NZ$4,076
NZ$582 per night
includes taxes & fees
Image gallery for LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!
9.89.8 out of 10 rating
Exceptional
(70 reviews)
LOCATED IN THE CLOSEST NEIGHBORHOOD TO THE BEACH!
Chincoteague, VA
9% off
Price is NZ$2,325
NZ$2,325
NZ$332 per night
includes taxes & fees
Image gallery for Saltwater - Pet friendly, Waterfront!
9.69.6 out of 10 rating
Exceptional
(22 reviews)
Saltwater - Pet friendly, Waterfront!
Chincoteague, Virginia
8% off
Price is NZ$3,744
NZ$3,744
NZ$535 per night
includes taxes & fees
Image gallery for Daisey Cottage - Pet friendly w/ Fenced yard!
9.69.6 out of 10 rating
Exceptional
(50 reviews)
Daisey Cottage - Pet friendly w/ Fenced yard!
Chincoteague, VA
7% off
Price is NZ$2,602
NZ$2,602
NZ$372 per night
includes taxes & fees
Image gallery for Cozy Nest - Waterview, Pet Friendly, Screened Porch
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Cozy Nest - Waterview, Pet Friendly, Screened Porch
Chincoteague, VA
5% off
Price is NZ$3,349
NZ$3,349
NZ$478 per night
includes taxes & fees
Image gallery for Sea La Vie - Duplex, Shared pool!
9.29.2 out of 10 rating
Wonderful
(12 reviews)
Sea La Vie - Duplex, Shared pool!
Chincoteague, Virginia
7% off
Price is NZ$3,115
NZ$3,115
NZ$445 per night
includes taxes & fees
Image gallery for Sea Oats - Water front w/ Boat dock!
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Sea Oats - Water front w/ Boat dock!
Chincoteague, VA
10% off
Price is NZ$5,814
NZ$5,814
NZ$831 per night
includes taxes & fees
Image gallery for Sunset Bay Villa 208 - Pet friendly; Boat slip!
9.29.2 out of 10 rating
Wonderful
(32 reviews)
Sunset Bay Villa 208 - Pet friendly; Boat slip!
Chincoteague, VA
8% off
Price is NZ$4,076
NZ$4,076
NZ$582 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Assateague Point
Blufin Bungalows & Marina
Sleeps 6 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
130 reviews(130 reviews)
2 bedroom townhouse in central location on Chincoteague Island
Sleeps 6 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
NEW PET FRIENDLY LISTING ALERT!!
Sleeps 10 · 3 bedrooms · 1+ bathroom
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Sunset in Sunnywood: A peaceful retreat with a PRIVATE POOL!
Sleeps 18 · 4 bedrooms · 3 bathrooms
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