
Vacation rentals in Princess Anne
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Princess Anne
Guests agree: these stays are highly rated for location, cleanliness, and more.

Johnna's House
Two story dwelling in a prime location on the Eastern Shore of Maryland. It is conveniently located 32 miles from Ocean City. It is equipped with central air and heat, a two car garage, WiFi and cable. It is centrally located and is within walking distance of eateries and Super Wal-Mart. Pharmacies are in close proximity. It is also in walking distance from the local college, Salisbury University. And is less than a 1/2 mile from Salisbury City Limits. The local mall is only a 10 minute drive.

Charming Home in a Neighborhood
Our home is well loved and is a great place to spend some quality family time. It is close to the Salisbury Airport (SBY), Salisbury University (SU), Perdue Stadium (Delmarva Shorebirds) and short drives to University of Maryland Eastern Shore (UMES), the beaches in Ocean City MD, Asseteauge Island, Md and some Delaware beaches too. Winterplace Equestrian Park is within 4 miles and Pemberton Historical Park is just across town. Price includes parking in the attached oversized 2 car garage.

1900's Modern Farmhouse on 7.5 private acres
Welcome to our 1900's farmhouse. This home has been lovingly updated and maintained over the past century, and sits on 7.5 acres. While it is private and peaceful, its location is minutes away from everything making it easy to get around. Enjoy spacious living and endless outdoor fun in our dedicated game barn (ping pong, cornhole!) and large pastures (frisbee golf, soccer!). This family-friendly home blends historic charm with modern comforts, perfect for creating unforgettable memories.

Luxe Zen Retreat
Welcome to our Urban Luxury Minimalist Zen Retreat . Modern and luxurious house located in the heart of Salisbury. This stunning property offers a stylish and comfortable home away from home, perfect for your next urban adventure. One of the best features is location. You’ll be just steps away from some of the best restaurants, bars and breweries, shops, parks in the city. You can easily explore the local sights and attractions, or just take a ride to the beach which is just 30 min away.

Stylish 2 bed, 1 bath with riverfront views
High ceilings, elegant kitchen, off a spacious living and dining area. Both bedrooms feature riverfront views with large windows filling each room with natural light. This loft features a fully equipped kitchen and an open living area with classic accents. Walkable to downtown and just thirty minutes from the beach this apartment is ideally located for anyone looking for convenient stay in Salisbury. Downstairs you will find excellent dining at the Mad Hatter and scenic riverwalk.

Amazingly convenient yet secluded.
Our place has views; the yard has beautiful shade trees that set the mood for deep relaxation. One can walk to Walmart, Denny's, Hampton Inn Suites, Ruby Tuesdays and many other business's in minutes. Ocean City is about a 35minute drive. Salisbury University is a five minute drive. UMES is a 13 minute drive.This home is ideally located. A retired teacher on one side is your closest neighbor; on the other property is a caregiver. Needless to say this is a very safe place; enjoy.

Salisbury Cottage
Relax in a quiet part of Salisbury in this cozy, 3 bedroom, 2 full bath home. A farmhouse feel welcomes you home after a long day at work, a sports trip, or vacation. Enjoy all new furniture including luxury bedding and smart TVs. Centrally located and close to downtown for shopping and dining at one of the many local restaurants. Only 30 minutes from the beaches of Ocean City & Assateague Island. One mile from Tidal Health PRMC and a half block away from Salisbury University.

Farmhouse located on a horse farm
Farmhouse located just minutes off of Route 13 in Princess Anne, MD. Enjoy a peaceful farm experience while staying in a charming farmhouse with lots of character. You can walk the grounds of the farm, including a trail through the woods, or take a swim in the pool. We do not offer horseback riding lessons but you can interact with the horses. We are minutes to shopping, groceries, restaurants, UMES, and a short ride to Chincoteague (32 miles) and Ocean City (40 miles).

Stella
Welcome to Stella! She has been lovingly restored by our family and carefully designed by our son who owns JoonMoon Design with his beautiful wife. We are a family who loves to travel and discover places of rest. Stella was designed with that in mind. She is approachable, comfortable and invites you to kick off your shoes and relax. She is walking distance to Salisbury University and close to many restaurants and stores.

2 Bedroom Apartment
Centrally located between Chincoteague Island and Ocean City, MD. This pet friendly two bedroom apartment which offers laundry and a spacious kitchen is only steps away from Shad Landing state park and Public Landing. This ground level guesthouse apartment is located 200 feet from our main house is on an over 12 acre partially wooded parcel. Plenty of privacy and room for boat trailer parking.

Rumbley Cottage on the Tangier Sound-Private Beach
Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. Many amenities: WE PROVIDE THE FIREWOOD AND STARTERS, kayaks, paddle boards, MB toiletries.

Cozy Modern Escape w/ Private Patio
Looking for a peaceful getaway? This stylish guest home offers the perfect mix of modern comfort and quiet relaxation. Enjoy a fully equipped kitchen, cozy living spaces, high-speed internet, and a private atmosphere perfect for couples, families, work trips, or weekend escapes. Conveniently located near local attractions while still giving you that peaceful retreat feeling.
Popular amenities for Princess Anne vacation rentals
Other great vacation rentals in Princess Anne

Beautiful Renovated Home, Perfect Getaway!

Countryside Home in Princess Anne

Peaceful Home Away from Home

Ye Ole Pirate House

Waterfront Historic Gem w/ Kayaks & Fire Pit

Waterfront Cottage in Mt. Vernon

Mary’s Cottage•at Old Beauchamp Homestead•

Nature retreat with water view
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Ocean City Vacation rentals
- Pittsburgh Vacation rentals
- Virginia Beach Vacation rentals
- Raleigh Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Richmond Vacation rentals
- Atlantic City Vacation rentals
- Chincoteague Island
- Assateague Island National Seashore
- Ocean City Beach
- Rehoboth Beach
- Bethany Beach Boardwalk
- Assateague State Park
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Funland
- Ocean City Boardwalk
- Bear Trap Dunes
- Gerry Boyle Park
- Dewey Beach Access
- Calvert Marine Museum
- Old Pro Golf
- Trimper Rides of Ocean City
- Salisbury Zoo
- Midway Speedway Park
- Gordons Pond State Park Area
- Holts Landing State Park





