1+ Vacation Rentals Near Caine Woods |
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  4. Caine Woods

Irish Ridge Cabins - Vacation Rentals in Caine Woods

1 Bedroom Orleans Court Condo with Outdoor Pool! From US $157
         

6.4 (6 Reviews)
Cabin
1 Bedroom Orleans Court Condo with Outdoor Pool!
  • Parking
  • TV
  • Wheelchair Accessible

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Luxury Places to Stay in Caine Woods

Over 383+ Luxury Places to Stay in or Near Caine Woods
Ocean Stay at Lighthouse Bay From US $990
         

New
House
Ocean Stay at Lighthouse Bay
  • Air Conditioner
  • Parking
  • View

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Sunny Day From US $989
         

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9.0 (7 Reviews)
House
Sunny Day
  • Air Conditioner
  • Pet Friendly
  • View

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Luxury Waterfront Villa Dock Game Room Sunset Views From US $973
         

New
House
Luxury Waterfront Villa Dock Game Room Sunset Views
  • Air Conditioner
  • Parking
  • View

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6 Bedroom Duplex in Ocean City, Maryland From US $936
         

10.0 (2 Reviews)
House
6 Bedroom Duplex in Ocean City, Maryland
  • Air Conditioner
  • Parking
  • TV

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Sanibel Seas From US $855
         

New
House
Sanibel Seas
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury by the Shore | Custom Staged From US $844
         

New
Condo
Luxury by the Shore | Custom Staged
  • Air Conditioner
  • TV
  • View

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Keepers Rest From US $818
         

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New
House
Keepers Rest
  • Air Conditioner
  • Security/Safety
  • Sports/Activities

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Twin Tree Tranquility From US $784
         

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New
House
Twin Tree Tranquility
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Top-Rated Vacation Rentals with a Pool in Caine Woods

Over 116+ Top-Rated Vacation Rentals with a Pool in or Near Caine Woods
140th St Beach Condo w/2 Pools & Free Wifi.1.5 blocks from the Sand/Surf From US $234
         

10.0 (79 Reviews)
Condo
140th St Beach Condo w/2 Pools & Free Wifi.1.5 blocks from the Sand/Surf
  • Air Conditioner
  • Parking
  • Pool

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Your Own Stonegate Cottage— North OC—4 blocks to the Beach From US $169
         

10.0 (23 Reviews)
House
Your Own Stonegate Cottage— North OC—4 blocks to the Beach
  • Air Conditioner
  • Parking
  • Pool

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Good Vibes Only:Peace, Pool & Beach-2BR/2B Retreat From US $197
         

10.0 (9 Reviews)
Condo
Good Vibes Only:Peace, Pool & Beach-2BR/2B Retreat
  • Air Conditioner
  • Parking
  • Pool

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1 Bedroom/1 Bath Hidden Gem - Walk to the Beach or Relax Poolside! Sleeps 6. From US $260
         

10.0 (8 Reviews)
Condo
1 Bedroom/1 Bath Hidden Gem - Walk to the Beach or Relax Poolside! Sleeps 6.
  • Air Conditioner
  • Pool
  • TV

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BAY FRONT HOME WITH AMAZING VIEWS. MINUTES TO THE BEACH AND STEPS TO THE POOL From US $670
         

10.0 (6 Reviews)
House
BAY FRONT HOME WITH AMAZING VIEWS. MINUTES TO THE BEACH AND STEPS TO THE POOL
  • Air Conditioner
  • Parking
  • Pool

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Ocean City Condo w/Pool Access: Walk to Beach! From US $174
         

10.0 (6 Reviews)
Condo
Ocean City Condo w/Pool Access: Walk to Beach!
  • Air Conditioner
  • Pool
  • TV

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New Luxe Home Steps to Ocean, Baby-Friendly, Pool, Garage, 2600 sq.ft -Sleeps 12 From US $362
         

10.0 (5 Reviews)
House
New Luxe Home Steps to Ocean, Baby-Friendly, Pool, Garage, 2600 sq.ft -Sleeps 12
  • Air Conditioner
  • Parking
  • Pool

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Cozy 3BR Beach Home in Ocean City From US $484
         

10.0 (4 Reviews)
Condo
Cozy 3BR Beach Home in Ocean City
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Caine Woods

Over 63+ Pet-Friendly Vacation Rentals in or Near Caine Woods
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower From US $325
         

8.4 (54 Reviews)
Cottage
Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
  • Air Conditioner
  • Parking
  • Pet Friendly

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Serenity on Sailing Rd From US $598
         

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9.5 (2 Reviews)
House
Serenity on Sailing Rd
  • Air Conditioner
  • Parking
  • Pet Friendly

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The Blue House! Walk to the Beach! FirePit-Bikes-PingPong- Fully Fenced Yard! From US $323
         

10.0 (57 Reviews)
House
The Blue House! Walk to the Beach! FirePit-Bikes-PingPong- Fully Fenced Yard!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Waterfront Getaway-walk to beach and local favorites! From US $599
         

10.0 (39 Reviews)
House
Waterfront Getaway-walk to beach and local favorites!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pool,Beach5mins,Pets,10%Disc.,Linens,King Beds,Air Hockey, Beach Supplies From US $419
         

10.0 (3 Reviews)
House
Pool,Beach5mins,Pets,10%Disc.,Linens,King Beds,Air Hockey, Beach Supplies
  • Air Conditioner
  • Parking
  • Pet Friendly

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2BR Bungalow -patio space-dog friendly- sleeps 4 From US $283
         

10.0 (2 Reviews)
House
2BR Bungalow -patio space-dog friendly- sleeps 4
  • Air Conditioner
  • Parking
  • Pet Friendly

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Coastal Beach Home | DogFriendly | Near Oceanfront From US $306
         

9.8 (19 Reviews)
House
Coastal Beach Home | DogFriendly | Near Oceanfront
  • Air Conditioner
  • Parking
  • Pet Friendly

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Walk to Beach + Restaurants: Ocean City Getaway From US $185
         

9.6 (9 Reviews)
Condo
Walk to Beach + Restaurants: Ocean City Getaway
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Caine Woods

Over 60+ Large Vacation Homes & Villas in or Near Caine Woods
⛱️⛱️ Ocean City Bayside 🦀 From US $337
         

10.0 (6 Reviews)
House
⛱️⛱️ Ocean City Bayside 🦀
  • Air Conditioner
  • Parking
  • TV

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Yellow Hurricane From US $680
         

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New
House
Yellow Hurricane
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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High Tide @ Lighthouse Bay From US $329
         

10.0 (2 Reviews)
House
High Tide @ Lighthouse Bay
  • Air Conditioner
  • Parking
  • TV

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Ultra Luxurious New Pool Game Room Grill Bikes From US $228
         

10.0 (2 Reviews)
House
Ultra Luxurious New Pool Game Room Grill Bikes
  • Air Conditioner
  • Parking
  • Pool

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Z Estates at Lighthouse Bay From US $376
         

10.0 (1 Review)
House
Z Estates at Lighthouse Bay
  • Air Conditioner
  • Parking
  • TV

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Seas the Day at Lighthouse Bay From US $325
         

10.0 (1 Review)
House
Seas the Day at Lighthouse Bay
  • Air Conditioner
  • Parking
  • TV

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Five Bedroom Ocean City Home with Tons of Space From US $541
         

9.6 (11 Reviews)
House
Five Bedroom Ocean City Home with Tons of Space
  • Air Conditioner
  • Parking
  • TV

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Near Beach: Family-Friendly Home in Ocean City From US $348
         

9.6 (5 Reviews)
House
Near Beach: Family-Friendly Home in Ocean City
  • Air Conditioner
  • Parking
  • TV

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Wheelchair Accessible Vacation Homes in Caine Woods

Over 30+ Wheelchair Accessible Vacation Homes in or Near Caine Woods
Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits From US $193
         

9.8 (132 Reviews)
Condo
Stroll to North Ocean City Beaches, cozy 1-bedroom condo awaits
  • Air Conditioner
  • Parking
  • Pool

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Fenwick A From US $449
         

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10.0 (3 Reviews)
House
Fenwick A
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility

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Walk to Maryland Beach: Canal-Front Escape w/Dock From US $259
         

9.8 (7 Reviews)
House
Walk to Maryland Beach: Canal-Front Escape w/Dock
  • Air Conditioner
  • Parking
  • TV

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OCEANBLOCK North Ocean City condo just steps from the Ocean - Orleans Court 327 From US $163
         

8.8 (3 Reviews)
Condo
OCEANBLOCK North Ocean City condo just steps from the Ocean - Orleans Court 327
  • Air Conditioner
  • Pool
  • TV

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Ocean Time Building - Unit #205 From US $154
         

New
Condo
Ocean Time Building - Unit #205
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  • Parking
  • TV

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Ocean Time Building - Unit #504 From US $154
         

New
Condo
Ocean Time Building - Unit #504
  • Air Conditioner
  • Parking
  • TV

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Ocean Time Building - Unit #304 From US $153
         

New
Condo
Ocean Time Building - Unit #304
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  • Parking
  • TV

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Ocean Time Building - Unit #302 From US $150
         

New
Condo
Ocean Time Building - Unit #302
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Caine Woods Varoom and Airbnb Places to Stay Under $200

Over 103+ Caine Woods Varoom and Airbnb Places to Stay Under $200
Beautiful updated condo w modern decor, overlooking Fenwick lighthouse from deck From US $197
         

10.0 (33 Reviews)
House
Beautiful updated condo w modern decor, overlooking Fenwick lighthouse from deck
  • Air Conditioner
  • Parking
  • TV

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Lighthouse Condos From US $61
         

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7.4 (15 Reviews)
House
Lighthouse Condos
  • Air Conditioner
  • Parking
  • Child Friendly

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Orleans Court 318 ! From US $157
         

10.0 (4 Reviews)
Apartment
Orleans Court 318 !
  • Air Conditioner
  • Parking
  • TV

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2 Bdrm/2 Bath, Sleeps 6, Pool, Balcony, Wi-Fi, TVs From US $159
         

10.0 (3 Reviews)
Condo
2 Bdrm/2 Bath, Sleeps 6, Pool, Balcony, Wi-Fi, TVs
  • Air Conditioner
  • Parking
  • Pool

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Luxurious - uptown Ocean City condo w/elevated deck, shared pool & central air From US $200
         

10.0 (2 Reviews)
Condo
Luxurious - uptown Ocean City condo w/elevated deck, shared pool & central air
  • Air Conditioner
  • Parking
  • Pool

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Coastal and Beachy Condo with Pool and Hot tub access - steps from beach From US $131
         

10.0 (2 Reviews)
Condo
Coastal and Beachy Condo with Pool and Hot tub access - steps from beach
  • Air Conditioner
  • Parking
  • Pool

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Walkable Condo w/Pool Access in Ocean City! From US $195
         

10.0 (1 Review)
Condo
Walkable Condo w/Pool Access in Ocean City!
  • Air Conditioner
  • Parking
  • Pool

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Convenient first-floor condo with a fully stocked kitchen, WiFi & a private deck From US $175
         

10.0 (1 Review)
Condo
Convenient first-floor condo with a fully stocked kitchen, WiFi & a private deck
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Caine Woods

Over 210+ Instantly Bookable Vacation Homes in or Near Caine Woods
Quaint, but pristine 2-bedroom condo with free WiFi and an outdoor pool located uptown on the bayside in a peaceful, family-friendly neighborhood! From US $200
         

6.6 (12 Reviews)
Condo
Quaint, but pristine 2-bedroom condo with free WiFi and an outdoor pool located uptown on the bayside in a peaceful, family-friendly neighborhood!
  • Air Conditioner
  • Parking
  • Pool

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Beautiful, modernized four bedroom house located off the bay with sauna, and WiFi just a few blocks from the beach! From US $580
         

New
House
Beautiful, modernized four bedroom house located off the bay with sauna, and WiFi just a few blocks from the beach!
  • Air Conditioner
  • Parking
  • TV

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Cozy Home 3 Blocks From Beach w/Central AC, Deck, Private Washer/Dryer, WiFi From US $230
         

8.4 (20 Reviews)
House
Cozy Home 3 Blocks From Beach w/Central AC, Deck, Private Washer/Dryer, WiFi
  • Air Conditioner
  • Parking
  • TV

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NEW LISTING as of 5/30/24 with pool + tennis courts too!nSpacious and ALL new! From US $273
         

10.0 (5 Reviews)
Condo
NEW LISTING as of 5/30/24 with pool + tennis courts too!nSpacious and ALL new!
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating

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Serene condo with central AC, deck & washer/dryer - near golf From US $202
         

10.0 (4 Reviews)
Condo
Serene condo with central AC, deck & washer/dryer - near golf
  • Air Conditioner
  • Parking
  • TV

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New townhouse near the beach in Ocean City From US $298
         

10.0 (3 Reviews)
House
New townhouse near the beach in Ocean City
  • Air Conditioner
  • Parking
  • Pool

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Northside condo near the beach with private balcony, full kitchen, AC, & W/D From US $201
         

10.0 (3 Reviews)
Condo
Northside condo near the beach with private balcony, full kitchen, AC, & W/D
  • Air Conditioner
  • Parking
  • TV

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Lighthouse Bay 105F a Brand New Family escape a short walk to the beach! From US $383
         

10.0 (2 Reviews)
House
Lighthouse Bay 105F a Brand New Family escape a short walk to the beach!
  • Air Conditioner
  • Security/Safety
  • Sports/Activities

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About Caine Woods Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Irishridgecabins Caine Woods, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Caine Woods. Places to stay near Caine Woods with prices averaging $157 a night.

Irishridgecabins makes it easy and safe to find and compare vacation rentals in Caine Woods with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Caine Woods

Type Count
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Caine Woods

★ Pro Tip: Irishridgecabins makes it easy to compare the best listings on Irishridgecabins homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Irishridgecabins homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Caine Woods.

Weather in Caine Woods

View the weather forecast for Caine Woods before booking your Caine Woods Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Caine Woods, MD


Sea Watch Ocean City 10 Properties Fountain Road 3 Properties Barge Road 2 Properties Sandalwood 1 Properties