Holiday rentals near Assateague Point
We found 637 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:14 Nov - 21 Nov
Image gallery for Shell Cottage - Pet friendly, Hot tub, Fenced yard!
9.49.4 out of 10 rating
Exceptional
(41 reviews)
Shell Cottage - Pet friendly, Hot tub, Fenced yard!
Chincoteague, VA
7% off
Price is S$2,470
S$2,470
S$353 per night
includes taxes & fees
Image gallery for Misty Mare Townhouse - Gorgeous home on Chincoteague Island
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Chincoteague, VA
7% off
Price is S$979
S$979
S$140 per night
includes taxes & fees
Image gallery for Charlotte's Morning Sun - Unobstructed Water Views!
9.49.4 out of 10 rating
Exceptional
(36 reviews)
Charlotte's Morning Sun - Unobstructed Water Views!
Chincoteague, VA
10% off
Price is S$6,274
S$6,274
S$896 per night
includes taxes & fees
Image gallery for Stella del Mare - Charming home w/ relaxing porch!
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Stella del Mare - Charming home w/ relaxing porch!
Chincoteague, VA
7% off
Price is S$2,827
S$2,827
S$404 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 S$2,327
S$2,327
S$332 per night
includes taxes & fees
Image gallery for Trembling Bay - Waterfront; Private pier!
8.88.8 out of 10 rating
Excellent
(41 reviews)
Trembling Bay - Waterfront; Private pier!
Chincoteague, VA
9% off
Price is S$3,986
S$3,986
S$569 per night
includes taxes & fees
Image gallery for Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, fall rates
1010 out of 10 rating
Exceptional
(13 reviews)
Waterfowl Watch Cottage - Chincoteague Island Quiet area,bikes, fall rates
Chincoteague, VA
11% off
Price is S$1,749
S$1,749
S$250 per night
includes taxes & fees
Image gallery for Wildcat Haven - Waterfront; Phenomenal views!
1010 out of 10 rating
Exceptional
(13 reviews)
Wildcat Haven - Waterfront; Phenomenal views!
Chincoteague, VA
9% off
Price is S$5,037
S$5,037
S$720 per night
includes taxes & fees
Image gallery for Sunrise Shore - Waterfront; Private pool & hot tub!
8.88.8 out of 10 rating
Excellent
(34 reviews)
Sunrise Shore - Waterfront; Private pool & hot tub!
Chincoteague, VA
9% off
Price is S$4,996
S$4,996
S$714 per night
includes taxes & fees
Image gallery for Belle of the Bay - Beautiful Custom Waterfront Home!
8.88.8 out of 10 rating
Excellent
(15 reviews)
Belle of the Bay - Beautiful Custom Waterfront Home!
Chincoteague, VA
8% off
Price is S$3,939
S$3,939
S$563 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, VA
7% off
Price is S$2,666
S$2,666
S$381 per night
includes taxes & fees
Image gallery for Castlebar - Luxury waterfront home w/ Private dock!
9.89.8 out of 10 rating
Exceptional
(50 reviews)
Castlebar - Luxury waterfront home w/ Private dock!
Chincoteague, VA
9% off
Price is S$4,391
S$4,391
S$627 per night
includes taxes & fees
Image gallery for Vast Views - Pet friendly; Shared pool!
8.48.4 out of 10 rating
Very good
(19 reviews)
Vast Views - Pet friendly; Shared pool!
Chincoteague, VA
6% off
Price is S$2,123
S$2,123
S$303 per night
includes taxes & fees
Image gallery for Chincoteague Island Creekside Cottage
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Chincoteague Island Creekside Cottage
Chincoteague, VA
8% off
Price is S$2,366
S$2,366
S$338 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 S$3,238
S$3,238
S$463 per night
includes taxes & fees
Image gallery for Sunset Dreams - Pet friendly, Waterfront; Shared dock!
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Sunset Dreams - Pet friendly, Waterfront; Shared dock!
Chincoteague, VA
8% off
Price is S$3,309
S$3,309
S$473 per night
includes taxes & fees
Image gallery for Our Happy Place - Pet friendly; Waterfront!
9.89.8 out of 10 rating
Exceptional
(46 reviews)
Our Happy Place - Pet friendly; Waterfront!
Chincoteague, VA
8% off
Price is S$2,842
S$2,842
S$406 per night
includes taxes & fees
Image gallery for Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
9.49.4 out of 10 rating
Exceptional
(132 reviews)
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Chincoteague, VA
7% off
Price is S$4,673
S$4,673
S$668 per night
includes taxes & fees
Image gallery for Spend time enjoying the land and Sea!
9.49.4 out of 10 rating
Exceptional
(27 reviews)
Spend time enjoying the land and Sea!
Chincoteague, VA
7% off
Price is S$2,288
S$2,288
S$327 per night
includes taxes & fees
Image gallery for Perfect Chincoteague Home for your small family getaway
9.69.6 out of 10 rating
Exceptional
(92 reviews)
Perfect Chincoteague Home for your small family getaway
Chincoteague, VA
6% off
Price is S$1,805
S$1,805
S$258 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, VA
7% off
Price is S$2,551
S$2,551
S$364 per night
includes taxes & fees
Image gallery for Pony View - Pet friendly; Waterfront w/ boat slip!
9.49.4 out of 10 rating
Exceptional
(25 reviews)
Pony View - Pet friendly; Waterfront w/ boat slip!
Chincoteague, VA
7% off
Price is S$2,859
S$2,859
S$408 per night
includes taxes & fees
Image gallery for Your Memorable Island Vacation Starts Where the Sidewalk Ends!
1010 out of 10 rating
Exceptional
(41 reviews)
Your Memorable Island Vacation Starts Where the Sidewalk Ends!
Chincoteague, VA
22% off
Price is S$1,626
S$1,626
S$232 per night
includes taxes & fees
Image gallery for The Haven - Waterfront; Private dock!
9.89.8 out of 10 rating
Exceptional
(35 reviews)
The Haven - Waterfront; Private dock!
Chincoteague, VA
7% off
Price is S$2,666
S$2,666
S$381 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
164 reviews(164 reviews)
Sunset Bay 216 - Luxurious Waterfront with a Pool!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
1BR Waterfront cottage with a view of the wild Chincoteague ponies!
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
46 reviews(46 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