Ocean Pines Vacation Rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

🏖️ Downtown 🐶 Pet Friendly 🐳 2 Bedroom 🐬 Pool 🐚 WiFi 🦞 Beach - 2 blocks
8.4

Very good

·
Condo
·
2 br
·
Sleeps 8
·
Pool · Wifi · Oven ·
From
$156/night
Check availability
Property
Condo · 2 Beds · 1 bath
Amenities
Pool
Wifi
Oven
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
North OC-Ocean View Condo*** Discount Special Rate for 4th of July. Rent 7/2-7/9
9.4

Excellent

·
Condo
·
1 br
·
Sleeps 7
·
Assigned Parking · Fitness Center · Balcony ·
From
$63/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Assigned Parking
Fitness Center
Beach
Wifi
Oven
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Oceanfront Luxury Condo with 3 Pools,Tennis,Basketball+++
9.7

Excellent

·
Condo
·
2 br
·
Sleeps 6
·
Private Pool · Ocean · Waterfront ·
From
$233/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Private Pool
Ocean
Waterfront
Fitness Center
Beach
Pool
Wifi
Oven
Other spaces
Balcony, Kitchen
Sea Colony Oceanfront 2BR condo, FALL DISCOUNTS!!!
9.9

Excellent

·
Condo
·
2 br
·
Ev Charging · Ocean · Waterfront ·
From
$487/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Ev Charging
Ocean
Waterfront
Hot Tub
Fitness Center
Beach
Pool
Wifi
Other spaces
Balcony, Kitchen
Escape! Perfect location and abundant amenities in 4BR condo in Bethany Bay!
9.9

Excellent

·
House
·
4 br
·
Sleeps 10
·
High Ceilings · Outdoor Space · Beach ·
From
$225/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
High Ceilings
Beach
On Site Laundry
Pool
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen
Huge Home Situated on Golf Course; Close to Beach, Outlets, and Restaurants!
9.6

Excellent

·
House
·
3 br
·
Sleeps 8
·
Deck · Fireplace · Fitness Center ·
From
$254/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Fireplace
Fitness Center
Beach
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Deck, Kitchen
Beautiful Newly Re-Decorated 3BR Unit with Stunning Bay Views & Rooftop Pool!
9.5

Excellent

·
Condo
·
3 br
·
Sleeps 10
·
Waterfront · Balcony · Beach ·
From
$400/night
Check availability
Property
Condo · 3 Beds · 3 baths
Amenities
Waterfront
Beach
Pool
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Bright & Airy Waterfront Townhome W/ Bay Views, Private Dock & Free WiFi!
10

Excellent

·
House
·
2 br
·
Sleeps 6
·
Assigned Parking · Waterfront · On Site Laundry ·
From
$197/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Assigned Parking
Waterfront
On Site Laundry
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen

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Luxury Bayfront Condominium!
9.6

Excellent

·
House
·
4 br
·
Sleeps 10
·
Ev Charging · Waterfront · Fitness Center ·
From
$288/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
Ev Charging
Waterfront
Fitness Center
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
Condo Retreat with Balcony on Ocean City Beach!
9.8

Excellent

·
Condo
·
1 br
·
Sleeps 4
·
Ocean · Waterfront · Balcony ·
From
$355/night
Check availability
Property
Condo · 1 Bed · 2 baths
Amenities
Ocean
Waterfront
Beach
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Gorgeous/Spacious 3 BR Villa Community Amenities/Parking
9.7

Excellent

·
House
·
3 br
·
Sleeps 8
·
Ceiling Fan · Workspace · Waterfront ·
From
$300/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Ceiling Fan
Waterfront
Fitness Center
Beach
Pool
Wifi
Oven
Dishwasher
Other spaces
Workspace, Balcony, Kitchen
Million Dollar View! Waterfront oasis with Ocean City skyline view!
9.9

Excellent

·
House
·
3 br
·
Sleeps 9
·
Waterfront · Balcony · Outdoor Space ·
From
$293/night
Check availability
Property
House · 3 Beds · 4 baths
Amenities
Waterfront
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Spacious, well maintained, 4br 3bath home overlooking Golf Course.
9.8

Excellent

·
House
·
4 br
·
Sleeps 12
·
Fireplace · Fitness Center · Outdoor Space ·
From
$411/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Fireplace
Fitness Center
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Lovely 2Bedroom/2Bath Condo, Perfectly Located in Ocean City, MD
10

Excellent

·
Condo
·
2 br
·
Sleeps 4
·
Assigned Parking · Fireplace · Hot Tub ·
From
$250/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Assigned Parking
Fireplace
Hot Tub
Fitness Center
Pool
Oven
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
NEW LISTING.FLEX BOOKING. GREAT RATES! Dog friendly. Short drive to beach 415K
10

Excellent

·
House
·
4 br
·
Sleeps 10
·
Fireplace · Fitness Center · Beach ·
From
$264/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Fireplace
Fitness Center
Beach
On Site Laundry
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Relaxing Family Friendly Getaway in Ocean Pines
9.6

Excellent

·
House
·
3 br
·
Sleeps 5
·
Fitness Center · Outdoor Space · Pool ·
From
$161/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Fitness Center
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen
Alameda 5-Oceanfront 25th St, W/D, AC, WIFI
8

Very good

·
Condo
·
2 br
·
Sleeps 8
·
Deck · Ocean · Waterfront ·
From
$317/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Ocean
Waterfront
Beach
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Deck, Balcony, Kitchen
Radiant duplex with fast WiFi, central AC & private W/D - close to the beach
6

Good

·
House
·
2 br
·
Sleeps 6
·
Balcony · Beach · On Site Laundry ·
From
$170/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Beach
On Site Laundry
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Residents Lounge
Other spaces
Balcony, Kitchen
Ground floor condo with shared pool, fast WiFi, patio, & walkable location
8

Very good

·
House
·
2 br
·
Sleeps 6
·
On Site Laundry · Pool · Wifi ·
From
$184/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen
Remodeled wooded haven with firepit, yard, decks, ac, and two living areas
10

Excellent

·
House
·
4 br
·
Sleeps 9
·
Hardwood Floor · High Ceilings · Assigned Parking ·
From
$274/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Hardwood Floor
High Ceilings
Assigned Parking
On Site Laundry
Pool
Wifi
Oven
Dishwasher
Other spaces
Kitchen
1st floor end-unit condo with high-speed WiFi, screened porch, and shared pool
7

Very good

·
Condo
·
2 br
·
Sleeps 7
·
Balcony · Beach · On Site Laundry ·
From
$171/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Beach
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Bayside Resort townhouse with indoor and outdoor pools and hot tub - dogs OK
8.4

Very good

·
House
·
4 br
·
Sleeps 10
·
High Ceilings · Workspace · Fireplace ·
From
$175/night
Check availability
Property
House · 4 Beds · 4 baths
Amenities
High Ceilings
Fireplace
Hot Tub
Fitness Center
On Site Laundry
Pool
Oven
Dishwasher
Other spaces
Workspace, Balcony, Kitchen
Bayside Resort condo - fireplace, central AC & private W/D - pools, gym & golf
10

Excellent

·
Condo
·
3 br
·
Sleeps 8
·
Fireplace · Hot Tub · Fitness Center ·
From
$140/night
Check availability
Property
Condo · 3 Beds · 3 baths
Amenities
Fireplace
Hot Tub
Fitness Center
On Site Laundry
Pool
Oven
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
Great location with everything you need for a great week at the beach!
8.4

Very good

·
Apartment
·
3 br
·
Sleeps 10
·
Fitness Center · Beach · Pool ·
From
$329/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
Fitness Center
Beach
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Ocean Front Serene Coastal Views
9.7

Excellent

·
Condo
·
3 br
·
Sleeps 8
·
Assigned Parking · Ocean · Waterfront ·
From
$283/night
Check availability
Property
Condo · 3 Beds · 2 baths
Amenities
Assigned Parking
Ocean
Waterfront
Fitness Center
Beach
Wifi
Oven
Dishwasher
Other spaces
Balcony, Kitchen
BEST FAMILY VACATION RENTAL near Ocean City & Assateague National Seashore
10

Excellent

·
House
·
4 br
·
Sleeps 10
·
Free Parking · Workspace · Fireplace ·
From
$412/night
Check availability
Property
House · 4 Beds · 3 baths
Amenities
Free Parking
Fireplace
Beach
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Kitchen
Oceanfront Condo w/ Balcony, Great Views, Shared Indoor Pool
8.8

Very good

·
Condo
·
2 br
·
Sleeps 6
·
Ocean · Waterfront · Balcony ·
From
$128/night
Check availability
Property
Condo · 2 Beds · 2 baths
Amenities
Ocean
Waterfront
Beach
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
Tomlinson Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7, Non Group Rental
9.7

Excellent

·
House
·
3 br
·
Sleeps 7
·
Ceiling Fan · Pool · Oven ·
From
$250/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Ceiling Fan
Pool
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Swimming Pool
Other spaces
Kitchen
New Listing! Cute town home with water view and a grill!
9.5

Excellent

·
House
·
2 br
·
Sleeps 8
·
Balcony · On Site Laundry · Dishwasher ·
From
$233/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
On Site Laundry
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Package Service
Other spaces
Balcony, Kitchen
Cottage, Quiet Neighborhood, Short Walk to the Beach
9.6

Excellent

·
House
·
2 br
·
Sleeps 7
·
Workspace · Outdoor Space · Beach ·
From
$284/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Beach
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Residents Lounge
Other spaces
Workspace, Kitchen
South Beach 503 7th St Non Group rental
9.7

Excellent

·
Condo
·
3 br
·
Sleeps 8
·
Ocean · Waterfront · Balcony ·
From
$515/night
Check availability
Property
Condo · 3 Beds · 3 baths
Amenities
Ocean
Waterfront
Beach
Pool
In Unit Laundry
Air Conditioning
Furnished
Swimming Pool
Other spaces
Balcony, Kitchen
Sea Colony --- 401 Georgetowne House

No reviews

·
Hotel
·
3 br
·
Sleeps 7
·
Hot Tub · Balcony · Outdoor Space ·
From
$216/night
Check availability
Property
Hotel · 3 Beds · 2 baths
Amenities
Hot Tub
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Balcony, Kitchen
Town of Bethany Beach - 114 Campbell Place
7

Very good

·
Apartment
·
4 br
·
Sleeps 10
·
Balcony · Outdoor Space · On Site Laundry ·
From
$378/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
On Site Laundry
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Tower Shores --- 39567 Bay Road, Unit #5

No reviews

·
Apartment
·
5 br
·
Sleeps 13
·
Outdoor Space · On Site Laundry · Wifi ·
From
$253/night
Check availability
Property
Apartment · 5 Beds · 4 baths
Amenities
On Site Laundry
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen
Sea Colony --- 3201 Round Robin

No reviews

·
Apartment
·
3 br
·
Sleeps 8
·
Hot Tub · Outdoor Space · Beach ·
From
$131/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Hot Tub
Beach
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Sea Colony - 56053 Pinewood Dr
10

Excellent

·
Hotel
·
3 br
·
Sleeps 10
·
Workspace · Fireplace · Hot Tub ·
From
$104/night
Check availability
Property
Hotel · 3 Beds · 3 baths
Amenities
Fireplace
Hot Tub
Beach
On Site Laundry
Pool
Wifi
Oven
Dishwasher
Other spaces
Workspace, Kitchen
39609 Waterworks Ct

No reviews

·
Apartment
·
6 br
·
Sleeps 17
·
Private Pool · Outdoor Space · On Site Laundry ·
From
$292/night
Check availability
Property
Apartment · 6 Beds · 5 baths
Amenities
Private Pool
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
39276 Timberlake Court Unit 7801

No reviews

·
Apartment
·
2 br
·
Sleeps 4
·
Hot Tub · Outdoor Space · Beach ·
From
$119/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Hot Tub
Beach
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Bethany Beach 215 4th St

No reviews

·
Apartment
·
3 br
·
Sleeps 8
·
Outdoor Space · On Site Laundry · Wifi ·
From
$169/night
Check availability
Property
Apartment · 3 Beds · 2 baths
Amenities
On Site Laundry
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Kitchen
Wharton's Cove -- 29400 Salt Hay Drive

No reviews

·
Apartment
·
6 br
·
Sleeps 12
·
Fireplace · Outdoor Space · Beach ·
From
$513/night
Check availability
Property
Apartment · 6 Beds · 5 baths
Amenities
Fireplace
Beach
On Site Laundry
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Whartons Cove -- 29422 Salt Hay Drive

No reviews

·
Apartment
·
5 br
·
Sleeps 10
·
Fireplace · Outdoor Space · Beach ·
From
$569/night
Check availability
Property
Apartment · 5 Beds · 4 baths
Amenities
Fireplace
Beach
On Site Laundry
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Fully Renovated Ocean Front Condo at Sea Colony

No reviews

·
Apartment
·
4 br
·
Sleeps 6
·
Private Pool · Assigned Parking · Beach ·
From
$266/night
Check availability
Property
Apartment · 4 Beds · 2 baths
Amenities
Private Pool
Assigned Parking
Beach
Pool
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Kitchen
Town of Bethany Beach -116 Oakwood St

No reviews

·
Apartment
·
8 br
·
Sleeps 21
·
Balcony · Outdoor Space · On Site Laundry ·
From
$360/night
Check availability
Property
Apartment · 8 Beds · 8 baths
Amenities
On Site Laundry
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Elevator
Other spaces
Balcony, Kitchen
Sea Colony --- 56065 Pinewood Drive

No reviews

·
Apartment
·
4 br
·
Sleeps 8
·
Workspace · Fireplace · Hot Tub ·
From
$232/night
Check availability
Property
Apartment · 4 Beds · 3 baths
Amenities
Fireplace
Hot Tub
Beach
On Site Laundry
Pool
Wifi
Oven
Dishwasher
Other spaces
Workspace, Kitchen
Town of Bethany Beach --- 31 South Atlantic Ave

No reviews

·
Apartment
·
5 br
·
Sleeps 12
·
Ocean · Workspace · Fireplace ·
From
$352/night
Check availability
Property
Apartment · 5 Beds · 5 baths
Amenities
Ocean
Fireplace
Waterfront
On Site Laundry
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Workspace, Balcony, Kitchen
Sea Colony - 4301 Tie Breaker

No reviews

·
Hotel
·
1 br
·
Sleeps 4
·
Workspace · Hot Tub · Outdoor Space ·
From
$141/night
Check availability
Property
Hotel · 1 Bed · 1 bath
Amenities
Hot Tub
Beach
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Workspace, Kitchen
Sea Colony --- 7001F Brighton Trail

No reviews

·
Hotel
·
3 br
·
Sleeps 10
·
Hot Tub · Outdoor Space · Beach ·
From
$196/night
Check availability
Property
Hotel · 3 Beds · 2 baths
Amenities
Hot Tub
Beach
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Kitchen
Sea Colony - 51020 Southwinds Ct

No reviews

·
Hotel
·
3 br
·
Sleeps 8
·
Workspace · Hot Tub · Outdoor Space ·
From
$142/night
Check availability
Property
Hotel · 3 Beds · 2 baths
Amenities
Hot Tub
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Other spaces
Workspace, Kitchen
Town of South Bethany --- 108 Brandywine Dr

No reviews

·
Apartment
·
4 br
·
Sleeps 9
·
Workspace · Outdoor Space · On Site Laundry ·
From
$161/night
Check availability
Property
Apartment · 4 Beds · 4 baths
Amenities
On Site Laundry
Wifi
Oven
Dishwasher
In Unit Laundry
Air Conditioning
Furnished
Other spaces
Workspace, Kitchen
Sea Colony - 22004 Summerwalk

No reviews

·
Apartment
·
3 br
·
Sleeps 8
·
Fireplace · Hot Tub · Balcony ·
From
$216/night
Check availability
Property
Apartment · 3 Beds · 3 baths
Amenities
Fireplace
Hot Tub
On Site Laundry
Pool
Wifi
Oven
Dishwasher
In Unit Laundry
Other spaces
Balcony, Kitchen
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Home > Destinations Vacation Rentals > Ocean Pines Vacation Rentals
Updated: March 26, 2023

Learn about vacation rentals in

Ocean Pines

Explore 8468 vacation rentals near Ocean Pines, Maryland. This beach community has lots to offer from sandy beaches to the blue ocean. Use our interactive map to locate Ocean Pines properties on the beach or more inland. Whether you’re looking for a nightly stay, weekend getaway, or week long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price near Ocean Pines is $63 per night and goes up to as much as $569 per night.
4525 of the vacation rentals near Ocean Pines are apartments or condos. The average bathroom count for this property type is 2. The median price for these vacation units is $266 per night. There are currently 3284 vacation units under this price. 3365 of the vacation rentals near Ocean Pines are houses. The average bathroom count for a vacation house near Ocean Pines is 3. The average price for vacation houses near Ocean Pines is $272 per night. There are 1863 vacation homes under this price. The most common amenities for vacation rentals near Ocean Pines are: furnished, kitchen, and air conditioning. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

1008 available

2 bed rentals

2893 available

3 bed rentals

2632 available

4+ bed rentals

1835 available

Getting around Ocean Pines

Walking

2/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).

Car

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest in Ocean Pines

Groceries

0/10
No grocery stores within walking distance

Shopping

1/10
Few or no shops within walking distance

Cafes

1/10
Few or no cafés within walking distance

Restaurants

3/10
Few or no restaurants within walking distance

Nightlife

0/10
Few or no bars within walking distance

Ocean Pines Vacation Rentals FAQ

How many Ocean Pines vacation rentals are available?

As of March 26, 2023, there are 8468 Ocean Pines vacation rentals available. Use the filters on Vacations by Zumper to find your next Ocean Pines vacation spot.

Are there vacation rentals near Ocean Pines that have more than 2 bedrooms?

Currently, there are 7360 vacation rentals near Ocean Pines that have more than 2 bedrooms. Check each listing to view photos, pricing, and amenities, and contact the listing manager to begin your next vacation today.

How many Ocean Pines vacation rentals have internet access?

There are currently 6633 Ocean Pines vacation rentals that have internet access. See a full list of property features, photos, pricing, and check availability today.

How many vacation rentals near Ocean Pines have more than 1 bathroom?

Right now, there are 8413 vacation rentals near Ocean Pines that have more than 1 bathroom. View vacation spots and check availability for different properties today.

Are there any pet friendly Ocean Pines vacation rentals?

As of March 26, 2023, there are 707 pet friendly vacation rentals near Ocean Pines. Pet friendly rental policies are managed by the owner. We recommend contacting the listing agent for dog, cat, and other pet policies.

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