Assateague Island Rentals
From $288 per night (USD)VRBO
Happy Ours- Firepit, Close to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the charming coastal town of Chincoteague and experience the perfect vacation at our 3-bedroom vacation home. ...
From $288 per night (USD)VRBO
From $215 per night (USD)Expedia
Boho Beach Cottage- Quiet, Deck, Private parking, Bikes- 1 mi to Beach & Boards!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Boho Beach Cottage, located in the heart of West Ocean City. Where elegant boho style meets the beach. Th ...
From $215 per night (USD)Expedia
From $309 per night (USD)VRBO
Driftwood- Close to Beach!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wonderful location - quiet street and close to the beach. Great one-level floor plan features: Updated fully equipped ki ...
From $309 per night (USD)VRBO
From $477 per night (USD)Expedia
Oyster Catcher - Pet friendly; Deep water access!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Oyster Catcher! This home offers a prime location, beautiful views and a deep water dock (6 feet at low tide) ...
From $477 per night (USD)Expedia
From $471 per night (USD)VRBO
Swordfish Beach House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Discover luxury at our 5-bedroom beachfront property, designed for ultimate comfort and elegance. Boasting a modern kitc ...
From $471 per night (USD)VRBO
From $564 per night (USD)Expedia
Somerset at 2nd 401 is a Family beach escape in a Dream location!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Somerset at 2nd 401 - Live in the sunshine, swim in the sea, drink in the wild air! Life at the Beach, the waves crashi ...
From $564 per night (USD)Expedia
From $356 per night (USD)VRBO
107 Somerset Ave., Unit 301, Ocean City, Maryland
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a true beach experience for this year's vacation in this beautiful, large, end unit in Bel Mare with four balconie ...
From $356 per night (USD)VRBO
From $289 per night (USD)Expedia
Lovely 2 Bedroom condo closer to Downtown and view of the Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A perfect location for a perfect vacation. This property's unique location is located across the street from the new 4t ...
From $289 per night (USD)Expedia
From $289 per night (USD)VRBO
Beechnut Villa-Waterfront-Cozy
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront duplex offers some of the best views of Assateague Island and the Lighthouse. Enjoy amazing views from the s ...
From $289 per night (USD)VRBO
From $292 per night (USD)Expedia
Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Parrot Bay 25 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $292 per night (USD)Expedia
From $565 per night (USD)VRBO
Downtown 2 Bedroom White Marlin Condo short walk to the Beach and Boardwalk!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Fantastic property for a family getaway! Perfectly located The White Marlin complex is walking distance to many food fun ...
From $565 per night (USD)VRBO
From $431 per night (USD)Expedia
OCHG Bay Mist Bottom
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Classic Ocean City beach cottage with bay views! This charming bottom floor condo has all you need to complete ...
From $431 per night (USD)Expedia
From $443 per night (USD)VRBO
OCHG Bay Mist House S
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Lovely beach bungalow with beautiful bay views. This classic beach house is located in downtown Ocean City step ...
From $443 per night (USD)VRBO
From $432 per night (USD)Expedia
OCHG Bay Mist Top Sum
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Beautiful 2 second floor condo in a charming Ocean City cottage! This 2 bedroom condo features serene bay views ...
From $432 per night (USD)Expedia
From $973 per night (USD)VRBO
Four Bedroom West Ocean City Home with Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The Space: Plenty of space for the whole family in this coastal-inspired West Ocean City home. This home offers four be ...
From $973 per night (USD)VRBO
From $310 per night (USD)Expedia
Charming cottage near the boardwalk & beach with AC, WiFi, kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Cottages on St Louis #2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $310 per night (USD)Expedia
From $366 per night (USD)VRBO
Charming cottage near beach\/boardwalk with modern amenities, AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cottages on St Louis #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $366 per night (USD)VRBO
From $315 per night (USD)Expedia
Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cottages on St Louis #1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $315 per night (USD)Expedia
From $268 per night (USD)VRBO
Misty Sunrise-Waterfront Views-Relax & Unwind-Modern Decor
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Just completely Updated! Interior Photos Coming Soon, It is worth the wait! This beautiful unit offers spectacular view ...
From $268 per night (USD)VRBO
From $612 per night (USD)Expedia
Mermaid Manor-Water Lovers Paradise
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Just Listed! More Photos Coming Soon! This gorgeous home is located directly on the Assateague Channel and affords brea ...
From $612 per night (USD)Expedia
From $333 per night (USD)VRBO
The Salty Pinecone-Waterfront-Peaceful
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Fully Updated townhome with stunning views of Assateague Island & the Lighthouse. Located on deep water with Private B ...
From $333 per night (USD)VRBO
From $296 per night (USD)Expedia
🌅🎢Bungalow 1 block to boardwalk on 4th st!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Last original petite 1940 cottage at the beach. 300sqft. 2 blocks off the boardwalk, 1 block to the bay, skate park, tal ...
From $296 per night (USD)Expedia
From $220 per night (USD)VRBO
Home in private gated community - Assateague Pointe\/tons of fun amenities
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This recently renovated 2-bedroom home in Assateague Pointe is thoughtfully appointed and exudes a beachy charm througho ...
From $220 per night (USD)VRBO
From $443 per night (USD)Expedia
A fabulous Pet-Friendly home that sleeps 10 in 4 Bedrooms, with a Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Black Skimmer - The Best Days are Beach Days..... Black Skimmers are known for their unique grace as they forage in ...
From $443 per night (USD)Expedia
From $482 per night (USD)VRBO
Amazing Bay view from this Assateague House Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Spectacular corner unit with a big bay view! This property will WOW you from the moment you walk in! Beautifully decorat ...
From $482 per night (USD)VRBO
From $882 per night (USD)Expedia
OCHG Oceanfront Villa 3
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 20
Summary: Close to all the action is this 5 bedroom 3 bath apartment. This place is perfect for family and friends that e ...
From $882 per night (USD)Expedia
From $321 per night (USD)VRBO
Closest Community to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
“Time has a wonderful way of showing us what really matters…..” ~ Unknown Time flies, as they say - you blink and the k ...
From $321 per night (USD)VRBO
From $677 per night (USD)Expedia
Cozy downtown villa near boardwalk and beach sleeps 10 persons
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
New Listing Alert!!! Welcome to Fifth Street Downtown Villa - a spacious and charming two-level home perfectly situated ...
From $677 per night (USD)Expedia
From $323 per night (USD)VRBO
Tranquil 3-bedroom house in Ocean City with AC, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This charming house in Ocean City offers a tranquil retreat for guests. With 3 cozy bedrooms and 2 bathrooms, this gorge ...
From $323 per night (USD)VRBO
From $686 per night (USD)Expedia
Harborview Retreat Mansion
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to Harborview Retreat Mansion, a luxurious 3-story townhouse with breathtaking marina waterfront views in Ocean ...
From $686 per night (USD)Expedia
From $564 per night (USD)VRBO
Crab Cove On The Bay 407-Baywater 3rd St,Free WiFi,Pool,Elev,W\/D,AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Direct bayfront view, close to the Boardwalk, exceptional accommodations, and green space right next door - what more co ...
From $564 per night (USD)VRBO
From $525 per night (USD)Expedia
🏖️Luxurious Coastal Haven, Spacious & Elegant, minutes from OC Beach!🏖️
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover coastal living at its finest at 13008 Bowline Ln #5, a beautifully designed 4-bedroom, 3.5-bathroom townhome in ...
From $525 per night (USD)Expedia
From $298 per night (USD)VRBO
Surf Crest Downtown Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This charming 1-bedroom, 1-bathroom condo in the heart of downtown Ocean City, MD, offers the perfect coastal getaway. J ...
From $298 per night (USD)VRBO
From $563 per night (USD)Expedia
Belmont Towers 710 - Stunning Inlet Views and steps from the beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Belmont 710 - Beach more, worry less! Life is short and we understand that Vacation time with family is so precious! Ma ...
From $563 per night (USD)Expedia
From $333 per night (USD)VRBO
Bayside Haven - Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
“To travel in the company of those we love is Home in motion.” ~ Unknown When was the last time you stepped away from t ...
From $333 per night (USD)VRBO
From $323 per night (USD)Expedia
Remodeled 1-bedroom, 2-Queen bed condo. Close to parks, beach, & boardwalk.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Beach days and boardwalk nights start here! This newly remodeled 1st-floor condo is the perfect home base for your getaw ...
From $323 per night (USD)Expedia
From $304 per night (USD)VRBO
Cantering Sands- New for 2025 3BR\/2Bath home w\/patio & Sc Porch.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
New Rental for 2025. Amenities:3BR/2B***(1B Down2T , 2 bedroom (2Q) up) {2T,2Q} Linens and Towels Provided, screen porch ...
From $304 per night (USD)VRBO
From $208 per night (USD)Expedia
Misty Mare Townhouse - Gorgeous home on Chincoteague Island
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Your Chincoteague adventure begins at this 2-bedroom townhome. Step inside and be greeted by the gorgeous decor and soot ...
From $208 per night (USD)Expedia
From $1057 per night (USD)VRBO
One of the largest oceanfront balconies overlooking the beach and boardwalk!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Just Purchased! No interior photos as the owner is putting in new floors, new furniture and painting! Will be ready fo ...
From $1057 per night (USD)VRBO
From $363 per night (USD)Expedia
2 Bedroom downtown, with a pool, , close to the beach and boardwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Parrot Bay Unit 7, a delightful vacation rental located just a short walk from the famous Ocean City Boardwal ...
From $363 per night (USD)Expedia
From $559 per night (USD)VRBO
Pet Friendly Steps to Boardwalk\/Beach\/Bikes\/Grill- A
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Book 2 nights and get a free night for stays now thru May 15. Inquire for details This is a Ocbeachfrontrentals .com pr ...
From $559 per night (USD)VRBO
From $646 per night (USD)Expedia
Pet Friendly Steps to Boardwalk\/Beach\/Bikes\/Grill- C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Book 2 nights and get a free night for stays now thru May 15. Inquire for details This is a Ocbeachfrontrentals .com pr ...
From $646 per night (USD)Expedia
From $534 per night (USD)VRBO
Pet Friendly Steps to Boardwalk\/Beach\/Bikes\/Grill-B
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Book 2 nights and get a free night for stays now thru May 15. Inquire for details This is a Ocbeachfrontrentals .com pr ...
From $534 per night (USD)VRBO
From $835 per night (USD)Expedia
Belmont Towers 707 |Ocean View| Balcony
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: This is an Ocean City Vacation Homes property. Experience breathtaking ocean views from Belmont Towers 707, a s ...
From $835 per night (USD)Expedia
From $504 per night (USD)VRBO
Sanibel Seas 4BR 3.5BA Townhome w\/pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Summary: Discover brand new luxury vacationing in this exquisite 4 BR 3.5BA townhome w/a garage just a short walk from t ...
From $504 per night (USD)VRBO
From $477 per night (USD)Expedia
Beautiful 2 Bedroom Condo with a View of the Bay and an Bayfront Outdoor Pool Only Two Blocks to the Beach and Boardwalk!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Downtown Ocean City: The Assateague House is two blocks from the Boardwalk and Beach on Worcester Street. Assateague Ho ...
From $477 per night (USD)Expedia
From $1051 per night (USD)VRBO
Epiphany-Deep Hole Creek-Chincoteague - Deep Water Dock! 2 King 4 Twin 5 Bath
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Tie up your boat at our Deep Water Dock. Swim from the Dock! Escape to this brilliant 4-bedroom Chincoteague retreat o ...
From $1051 per night (USD)VRBO
From $524 per night (USD)Expedia
2 Br \/ 2 bath townhouse downtown OC by Rt 50 bridge, great location for festivals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...
From $524 per night (USD)Expedia
From $513 per night (USD)VRBO
2 Br\/2Ba townhouse in downtown OC by Rt 50 bridge, perfect location for festival goers
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...
From $513 per night (USD)VRBO
From $526 per night (USD)Expedia
2 Br \/ 2 Ba townhouse, downtown OC next to Rt 50 Bridge, perfect location for festival goers!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...
From $526 per night (USD)Expedia
From $490 per night (USD)VRBO
Brand new Villas by the Rt 50 bridge, perfect location for festival goers, 2 br \/ 2 baths occ 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This brand-new 2-bedroom, 2-bathroom rental is located in the heart of downtown Ocean City, Maryland, and is perfect for ...
From $490 per night (USD)VRBO
From $395 per night (USD)Expedia
Downtown 3 bedroom condo. 2 blocks to the boardwalk, beach and Atlantic Ocean! NW2
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
DOWNTOWN Ocean City 3 bedroom modern townhouse in one of the best locations you will find - just a couple of blocks away ...
From $395 per night (USD)Expedia
From $390 per night (USD)VRBO
Bay Pony on Chincoteague - Pool and 5 min. to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Isn't it time for a new romance.....with Life?! A visit to fabulous Bay Pony is certainly the place to begin. This pheno ...
From $390 per night (USD)VRBO
From $769 per night (USD)Expedia
OCbeachparadise, Paradise Off The Boardwalk
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A rare find to be a part of the magic and excitement of the downtown boardwalk area, inlet, and vast open beach area. Th ...
From $769 per night (USD)Expedia
From $937 per night (USD)VRBO
OC Downtown Dream Home sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 10
*** 21+ to book, no senior week rentals*** Welcome to your dream home in the heart of Ocean City, Maryland! This spacio ...
From $937 per night (USD)VRBO
From $275 per night (USD)Expedia
Charming 2-bedroom cottage in the heart of West Ocean City
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Unwind in Ocean City at this lovely cottage. Thoughtful coastal vibe enhances this 900 sf home with everything you could ...
From $275 per night (USD)Expedia
From $316 per night (USD)VRBO
Boho chic modern 1-bedroom cottage with AC, WiFi in the heart of West Ocean City
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This marvelous cottage in Ocean City offers a cozy retreat for guests. With a comfortable king bed in the bedroom and a ...
From $316 per night (USD)VRBO
From $304 per night (USD)Expedia
Cozy Heaven 17 2bd sleeps 4 West OC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your cozy retreat in the heart of West Ocean City! Located in a tranquil neighborhood surrounded by nature an ...
From $304 per night (USD)Expedia
From $804 per night (USD)VRBO
605 RENOVATED Belmont Towers Ocean Boardwalk EPIC, 605 RENOVATED Belmont Towers Ocean Boardwalk EPIC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Book 3 nights and get a free night for stays now thru May 15. Inquire for details This is a Ocbeachfrontrentals .com pr ...
From $804 per night (USD)VRBO
From $289 per night (USD)Expedia
3 story 2-bedroom house, Large decks, waterview, near beach, Fitness, Game room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Close to the beach! Enjoy this unique and tranquil 2 bedroom home with occupancy for 6. Pack and play crib is also avail ...
From $289 per night (USD)Expedia
From $476 per night (USD)VRBO
My Happy Place : Space for EVERYONE plus a PRIVATE POOL too!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 15
If you're looking for a spacious vacation home suitable for ALL of your friends and family members, My Happy Place will ...
From $476 per night (USD)VRBO
From $2412 per night (USD)Expedia
Oceanview Mansion: 2 Deep Water Slips Up to 80'
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
Indulge in coastal luxury for your vacation escape. This home showcases exquisite craftsmanship and mesmerizing ocean vi ...
From $2412 per night (USD)Expedia
From $397 per night (USD)VRBO
Sunset Breeze - Waterfront!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sunset Breeze - if you’re not wearing flip flops, you’re overdressed….. At the Beach, Life is different - Time doesn’t ...
From $397 per night (USD)VRBO
From $441 per night (USD)Expedia
Riptide’s Crossing: A waterfront getaway w\/deep water dock and incredible views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
When you need to check off ALL of the boxes, you'll find everything you’re looking for at "Riptide's Retreat". Named ...
From $441 per night (USD)Expedia
From $591 per night (USD)VRBO
Sunset in Sunnywood: A peaceful retreat with a PRIVATE POOL!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 18
Nestled away on a serene and private lot in the sought-after Sunnywood neighborhood, this beloved vacation home will mak ...
From $591 per night (USD)VRBO
From $683 per night (USD)Expedia
Beautiful & Comfortable Waterfront Home with Private Dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this comfortable two-story coastal home that provides the tranquility of a stunning waterfront retreat while ...
From $683 per night (USD)Expedia
From $282 per night (USD)VRBO
Surf Crest 205 |Boardwalk| South OC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to Surf Crest 205, a charming coastal retreat in the heart of Ocean City, MD! Perfectly located just st ...
From $282 per night (USD)VRBO
From $398 per night (USD)Expedia
Misty Manor! Updated Cottage Near Beach! Water Access, Linens Included!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your home away from home at Misty Manor on Piney Island, off of Chincoteague Island. It is the second closest stre ...
From $398 per night (USD)Expedia
From $369 per night (USD)VRBO
Walk to the Marinas & all the fun stuff! Cottage from the movie Ping Pong Summer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quaint historic fishermans cottage on the commercial fishing harbor in West Ocean City. Walk to Harborside Bar and Gril ...
From $369 per night (USD)VRBO
From $716 per night (USD)Expedia
Waterfront Home in West Ocean CIty
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Waterfront home located on the commercial fishing harbor in West Ocean City. Close to numerous restaurants, marinas and ...
From $716 per night (USD)Expedia
From $569 per night (USD)VRBO
Belmont Towers Beauty in the Heart of Ocean City
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
YOU WONT BE DISSAPOINTED! Not your typical Ocean City rental. Belmont Towers was built in 2007 Located on the widest spa ...
From $569 per night (USD)VRBO
From $375 per night (USD)Expedia
Wildflower - Waterfront; Deep water dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful waterfront home with shared pier plus floating dock on deep water!! Ground level is a large screened patio per ...
From $375 per night (USD)Expedia
From $798 per night (USD)VRBO
Return - Waterfront w\/ Boat dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful waterfront contemporary perched on the edge of Assateague Channel. Enjoy breathtaking vistas of Assateague Isl ...
From $798 per night (USD)VRBO
From $344 per night (USD)Expedia
Almost Heaven - Pet friendly; Waterfront home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A lovely 3 bedroom waterfront Victorian home that features a first-floor bedroom with a queen bed and full bathroom with ...
From $344 per night (USD)Expedia
From $269 per night (USD)VRBO
Misty's Thicket - Water access; Screened porches!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Located on South Ridge Road, this lovely town-home features a private pier, central air conditioning, and galley style k ...
From $269 per night (USD)VRBO
From $324 per night (USD)Expedia
Shady Side - Water access, screened porch!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Shady Side is located in Piney Island, which is among the closest communities to the beach. There is community water acc ...
From $324 per night (USD)Expedia
From $257 per night (USD)VRBO
Morning Memories - Pet friendly; Shared pool & dock!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
A light, bright and airy beach rental with community pool and water access with shared dock. The spacious 2 bedroom, 2.5 ...
From $257 per night (USD)VRBO
From $302 per night (USD)Expedia
Stingray - Waterfront; Waterside balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Luxurious 2nd-level waterfront condo with views you won't believe! Tastefully decorated with work of local artisans, fea ...
From $302 per night (USD)Expedia
From $411 per night (USD)VRBO
Moon Rising - Waterfront; Shared dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Very nice waterfront home overlooking Assateague Island and lighthouse. Satellite TV, all amenities. Nice waterside deck ...
From $411 per night (USD)VRBO
From $325 per night (USD)Expedia
Mermaid Crossing - Pet friendly; Waterfront w\/ Dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Comfortable, pet friendly home on large, side-creek lot with fantastic views from both the front and back of house! Exce ...
From $325 per night (USD)Expedia
From $308 per night (USD)VRBO
Marsh Point - Screened Porch & Shared Dock!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Located just off of Ridge Road on the southern portion of the island, you'll find Marsh Point. A two bedroom, two and a ...
From $308 per night (USD)VRBO
From $640 per night (USD)Expedia
Southern Exposure - Waterfront; Boat dock!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Southern Exposure is nestled along the natural shoreline of the Assateague Channel, offering some of the most beautiful ...
From $640 per night (USD)Expedia
From $237 per night (USD)VRBO
Tall Pines - Pet friendly; Screened porch!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in lovely Piney Island within a short bike ride to the beach. This single story 2 bedroom, 1.5 bathroom house of ...
From $237 per night (USD)VRBO
From $630 per night (USD)Expedia
Island Estate - Pet friendly; Private pool & dock!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Fabulous, fabulous, fabulous! If you're looking for a large space to have a family vacation or reunion, this is it. This ...
From $630 per night (USD)Expedia
From $459 per night (USD)VRBO
Dockside - Waterfront Condo w\/ Boat Dock!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Located on the Assateague Channel, this is your chance to watch the ponies from your own deck. A wonderful panoramic vie ...
From $459 per night (USD)VRBO
From $484 per night (USD)Expedia
Channel Watch - Waterfront home w\/ Private Pier!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Located down a gravel road that runs parallel to Assateague Channel, you'll find Channel Watch nestled in between the pi ...
From $484 per night (USD)Expedia
From $297 per night (USD)VRBO
Island Thyme - Hot tub; Carnival location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
There's plenty of room for everyone here at Island Thyme! This spacious home features a living room and den, large eat-i ...
From $297 per night (USD)VRBO
From $405 per night (USD)Expedia
Conch Shell - Waterfront villa w\/ wrap around deck!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The house is located on Pine Drive in Piney Island - the closest neighborhood to the beach - convenient for shopping and ...
From $405 per night (USD)Expedia
From $433 per night (USD)VRBO
Island Sunrise - Pet friendly; waterfront duplex!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Island Sunrise is gorgeous 3 bedroom, 2.5 bathroom duplex home located in desirable Piney Island. Not only is this house ...
From $433 per night (USD)VRBO
From $298 per night (USD)Expedia
Blue Chair Bay - Waterfront townhome w\/ Fishing pier!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
If you're looking for a little slice of paradise at the beach, look no further! This delightful townhome is adorned with ...
From $298 per night (USD)Expedia
From $276 per night (USD)VRBO
Blue Point - Pet friendly w\/ Outdoor shower!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come for an old fashioned family vacation. This wonderfully maintained classic Chincoteague-style home features a large ...
From $276 per night (USD)VRBO
From $239 per night (USD)Expedia
Heron Landing - In town; Coastal Cottage!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Three words : Charming. Coastal. Cottage. Located just off of Ridge Road, in the center of the island, you'll find this ...
From $239 per night (USD)Expedia
From $319 per night (USD)VRBO
Horseshoe Hideaway - Cozy home w\/ screened porches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in a secluded neighborhood, in the middle of town, 'Horseshoe Hideaway' is comfortably situated back off of a ba ...
From $319 per night (USD)VRBO
From $381 per night (USD)Expedia
Endless Summer - Pet friendly w\/ Screened porch!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Come enjoy your stay at one of the most sought out locations on the Island. Easy, convenient access to the beach- With t ...
From $381 per night (USD)Expedia
From $367 per night (USD)VRBO
Herbie's Hideaway - Water views & Screened porch!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Luxury water view vacation rental home with dock access. This home boasts a full ensemble of amenities and the most beau ...
From $367 per night (USD)VRBO
From $372 per night (USD)Expedia
Lighthouse View - Water views; Shared pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lighthouse View is located on the east side of our island and includes a private community pool for your enjoyment. The ...
From $372 per night (USD)Expedia
From $382 per night (USD)VRBO
Modern Beachfront Suite 306
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This 3 bedroom/1 bath unit is the prime spot for your beach+boardwalk vacation! Please read through the entire ...
From $382 per night (USD)VRBO
From $470 per night (USD)Expedia
Balcony w\/ Inlet View: Dtwn Ocean City Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Live like an Ocean City local when you book this 2-bedroom, 2-bath condo in Seabright, situated just 2 blocks from the b ...
From $470 per night (USD)Expedia
Click For PricingVRBO
3 minute drive to the boardwalk! Family-sized townhouse located in
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
You're not going to want to skip this gorgeous townhouse! It is completely furnished, including a large fully equipped k ...
Click For PricingVRBO
From $588 per night (USD)Expedia
Picturesque Seaside Village Bay House
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Situated in a cul de sac at the end of Sandbar Lane is a unique vacation opportunity. This West Ocean City townhome just ...
From $588 per night (USD)Expedia