Holiday Homes in Assateague Island

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Featured Holiday Homes in Assateague Island

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15
Fridge, microwave, oven, stovetop

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

9.8 out of 10, Exceptional, (120)
"We were in Ocean City for our son's wedding. The condo fit our family and was in a great spot. We were able to walk up to the beach and take long walks on the beach. The condo was clean, large and had lots of parking. Convenient to the strip. Thank you!"
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15
Absolutely Stunning 5 BR 5 BA Canal Front Home - You'll Never Want to Leave!
Exterior detail

Absolutely Stunning 5 BR 5 BA Canal Front Home - You'll Never Want to Leave!

9.8 out of 10, Exceptional, (77)
"We loved our stay and hope to return. All 5 bedrooms are very roomy with their own private full bath. Plenty of space for relaxing and eating. The kitchen has everything you will need."
Absolutely Stunning 5 BR 5 BA Canal Front Home - You'll Never Want to Leave!
Blufin Bungalows & Marina
On the beach

Blufin Bungalows & Marina

3.0 star property
9.4 out of 10, Exceptional, (85)
"Great stay! Our family had a great time!"
Blufin Bungalows & Marina
PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck
On the beach

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

10.0 out of 10, Exceptional, (16)
"This property is perfectly located on the boardwalk, had a perfect ocean view, a lot of space, and off street parking. We were all very pleased with this location and would 100% stay at this location again. Thank you for a great getaway!"
PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck
Beach Paradise 3-OCEANVIEW DOWNTOWN Luxury Townhome w/garage, steps to BOARDWALK
3 bedrooms, desk, iron/ironing board, free WiFi

Beach Paradise 3-OCEANVIEW DOWNTOWN Luxury Townhome w/garage, steps to BOARDWALK

9.6 out of 10, Exceptional, (67)
"Clean, close to shops and dining "
Beach Paradise 3-OCEANVIEW DOWNTOWN Luxury Townhome w/garage, steps to BOARDWALK
Lodge style home w/ INDOOR pool/spa, 2 miles to the beach, onsite canal access
Indoor pool, a heated pool

Lodge style home w/ INDOOR pool/spa, 2 miles to the beach, onsite canal access

10.0 out of 10, Exceptional, (34)
"We had 11 people for a family getaway and this property exceeded all expectations! In a quiet cul de sac, the house backs into a large creek and walking trail. Lots to explore, with a pool table, arcade games, a rooftop deck, and the amazing pool / hot tub room complete with slide and waterfall! Rooms had comfy beds, bathrooms were clean and updated. A TV in almost every room. Nearby is a nice kids park, mini golf, ice cream shop, weis supermarket, and a quick drive to Bethany beach. Several...
Lodge style home w/ INDOOR pool/spa, 2 miles to the beach, onsite canal access
Waterfront Getaway-walk to beach and local favorites!
Property grounds

Waterfront Getaway-walk to beach and local favorites!

10.0 out of 10, Exceptional, (29)
"We had a great stay at Bonita on the Bay! Paula was very communicative and helpful and the home was clean, comfortably, and well equipped. I have stayed in Ocean City many times, but never in this particular neighborhood; we were there one week after Labor Day and found the area to be quiet and pleasant with plenty of friendly people around. Being on a canal (as the pictures accurately show), I had slight concerns that the water view would feel closed in with the other houses around. There...
Waterfront Getaway-walk to beach and local favorites!
3 Bedroom/2 Bathroom Downtown Ocean City Home w/ a Pool
Exterior

3 Bedroom/2 Bathroom Downtown Ocean City Home w/ a Pool

9.4 out of 10, Exceptional, (26)
"My group enjoyed our stay at this property. Excellent location near boardwalk. Next to convenient deli. Host messaged us in advance to let us know that the home comes with a small starter supply of toilet paper/paper towels, so renters should consider bringing additional supply for convenience depending on size of group/length of stay."
3 Bedroom/2 Bathroom Downtown Ocean City Home w/ a Pool
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!
Beach nearby, sun-loungers

BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!

9.8 out of 10, Exceptional, (38)
"Very nice and clean condo. We had a great stay. "
BEACH PARADISE V - 4BR, 3.5BA NEW GARAGE Townhouse in PRIME MIDTOWN OC!
Saint Louis Ave townhouse central AC & private washer/dryer - near the ocean
Property grounds

Saint Louis Ave townhouse central AC & private washer/dryer - near the ocean

7.8 out of 10, Good, (19)
"Took my boys with friends for a long weekend and enjoyed our stay. Place was close enough to walk to beach and we enjoyed our stay. Place was easy to communicate with them during the stay."
Saint Louis Ave townhouse central AC & private washer/dryer - near the ocean
⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️
Property grounds

⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️

9.4 out of 10, Exceptional, (26)
"Great time in beautiful condo. Five stars all around. Outstanding location, comfort, amenities, convenience, service. Love it!"
⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
Property grounds

BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!

9.8 out of 10, Exceptional, (121)
"Our booking was very nice, perfectly placed close to the beach and other things to do, and very clean. "
The price is AU$505
includes taxes & fees
5 Jan - 6 Jan
BEACH PARADISE I - 4BR/3.5BA NEW GARAGE Townhouse with POOL in PRIME MIDTOWN OC!
Large estate & cottage with private pool, firepits, & game room
TV, fireplace, DVD player, table football

Large estate & cottage with private pool, firepits, & game room

7.8 out of 10, Good, (53)
"The house is simply not what it advertised. We followed the previous vacationers, and the dishwasher still did not work. We had an issue adjusting the water temperature in both the king suite and the upstairs shower. The king suite could not be adjusted (adjuster frozen), and they never sent anyone. We could not use the room off the pool because there was an issue with odor and the air conditioner. We loved spending time by the pool fireplace area however it should have been power washed for the...
Large estate & cottage with private pool, firepits, & game room
Boardwalk Bungalow | Whole House Downtown OC
Property grounds

Boardwalk Bungalow | Whole House Downtown OC

9.2 out of 10, Wonderful, (25)
"This is a classic beach cottage right in downtown OC - perfect for what we needed for our long weekend. We were able to walk to everywhere we needed to go. We will book again!"
Boardwalk Bungalow | Whole House Downtown OC
Bayview Landing dog-friendly townhouse with patio, AC, & pool access
Pool

Bayview Landing dog-friendly townhouse with patio, AC, & pool access

9.8 out of 10, Exceptional, (7)
"Great place to stay. Great location and very clean and spacious. Looks even better than it did in the pictures!"
Bayview Landing dog-friendly townhouse with patio, AC, & pool access
2-story end-unit townhome near beach with deck, AC, outdoor pool & fast WiFi
Fridge, microwave, oven, stovetop

2-story end-unit townhome near beach with deck, AC, outdoor pool & fast WiFi

9.2 out of 10, Wonderful, (15)
"Perfect house for our 2 night stay. House had everything you could possibly need and was in a nice quiet neighborhood, perfect for family getaway. We really enjoyed the front porch in the evening. Place was nice and clean and exactly how it is pictured."
2-story end-unit townhome near beach with deck, AC, outdoor pool & fast WiFi
ALL SEASON FUN! OPEN LAYOUT~XL REC RM~TENNIS/POOL TBS~HOT TUB~FIRE PIT~GRILL~FPs
Exterior

ALL SEASON FUN! OPEN LAYOUT~XL REC RM~TENNIS/POOL TBS~HOT TUB~FIRE PIT~GRILL~FPs

9.8 out of 10, Exceptional, (182)
"We had a wonderful stay at this property over the Thanksgiving holiday. There was so much room and so many different areas to gather and socialize. The owners were great to deal with. Would highly recommend this rental."
ALL SEASON FUN! OPEN LAYOUT~XL REC RM~TENNIS/POOL TBS~HOT TUB~FIRE PIT~GRILL~FPs
Downtown Bethany Beach house w/ free WiFi, gas grill and outside shower
Terrace/patio

Downtown Bethany Beach house w/ free WiFi, gas grill and outside shower

8.8 out of 10, Excellent, (34)
"great location to beach and to boardwalk"
Downtown Bethany Beach house w/ free WiFi, gas grill and outside shower
Bear Trap Dunes House w/ Golf & Water Views & Exceptional Location - Dogs OK
Outdoor dining

Bear Trap Dunes House w/ Golf & Water Views & Exceptional Location - Dogs OK

9.4 out of 10, Exceptional, (38)
"This house was perfect for our stay. Lots of space to spread out and a wonderful kitchen and common area to hang out. "
Bear Trap Dunes House w/ Golf & Water Views & Exceptional Location - Dogs OK
PRICE DROP - HIGHLY RATED! Cozy, single family home close to beach and golf
Beach

PRICE DROP - HIGHLY RATED! Cozy, single family home close to beach and golf

10.0 out of 10, Exceptional, (20)
"Beautiful property with tons of natural light. Excellent location close to everything. I would highly recommend and look forward to staying there again in the future!"
PRICE DROP - HIGHLY RATED! Cozy, single family home close to beach and golf
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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Other property types in Assateague Island

Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (309)
"It’s really nice, clean, and new. We have a toddler, so for families with little kids, this is a great place to stay (especially enough space for little kids to walk around! The deck is a big plus!) The communication could be better on how to checkin and checkout but it was easy to figure out. Not much around, highly recommend to bring your own food/cook. "
The price is AU$219
includes taxes & fees
19 Jan - 20 Jan
Key West Cottages
Majestic Hotel & Apartments
Basic Apartment, 2 Bedrooms, Non Smoking | Private kitchen

Majestic Hotel & Apartments

3.0 star property
6.6 out of 10, (187)
"Great apartment "
Majestic Hotel & Apartments
Shore Point Cottages
Fridge, microwave, stovetop, dishwasher

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (201)
"We had an amazing time we even extended our stay . The management I believe her name was Erin was absolutely amazing , she was friendly and helpful . The property was so clean and so convienent. We will be back great place to stay ."
Shore Point Cottages
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.