Search Vacation Homes in Princess Anne

Most properties are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Exterior
Beautiful furnished home in Salisbury, MD.
10.0 out of 10, Exceptional, (110)
"The location was very convenient to the downtown area. The house was very clean and neat and had a lot of conveniences to make our stay comfortable. The area was quiet and quite beautiful."
Beautiful furnished home in Salisbury, MD.
Fridge, microwave, oven, stovetop
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
10.0 out of 10, Exceptional, (26)
"Hi we stayed at the beach house and loved it. Easy booking process, great host, great accommodations and location was perfect!"
The price is HK$1,094
per night
16 May - 17 May
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
Fridge, microwave, oven, stovetop
The Brass Crab - Check in/out any day!
10.0 out of 10, Exceptional, (133)
"Overall the space was great. With the money and fees paid, the beds should be made upon arrival. Also more towels for the kitchen area would be helpful. It was a lovely stay"
The Brass Crab - Check in/out any day!
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Fridge, microwave, oven, stovetop
Cozy Barn Loft: Country Views & Central to Beaches
10.0 out of 10, Exceptional, (8)
"Sarah and her family did such a wonderful job with this loft it was beautiful and comfy. Loved how much they had in this place for your stay, they thought of everything! We would book this again and stay longer to meet the animals, family and just to get away from it all. You want a quite, peaceful night sleep with the sound of frogs and crickets this is your place!!!"
The price is HK$1,164
per night
16 May - 17 May
Cozy Barn Loft: Country Views & Central to Beaches
Fridge, microwave, oven, stovetop
Breezy Corner in the heart of Chincoeague!
10.0 out of 10, Exceptional, (1)
"Great place to make memories. Everyone in family liked it. Cozy spaces!"
Breezy Corner in the heart of Chincoeague!
Fridge, microwave, oven, stovetop
Kick back and relax at “Knot Stressed” in total comfort.
10.0 out of 10, Exceptional, (18)
"We were visiting family in Pocomoke City and this was the perfect place for us to stay. Comfortable beds. Bright and spacious. Great area! We enjoyed nice walks in the morning."
Kick back and relax at “Knot Stressed” in total comfort.
Property grounds
Everyday should be a Beach Day!
10.0 out of 10, Exceptional, (1)
"Great location...scenic view of lighthouse from the deck...clean, comfy, nicely decorated & well supplied...communication was excellent...neighbors were very friendly...enjoyed our stay immensely!!!"
Everyday should be a Beach Day!
Cookware/dishes/utensils
‘Beach Bay Pony Place’ w/ Ponies: 1 Mi to Water!
10.0 out of 10, Exceptional, (3)
"The host was friendly, the ponies on site were friendly and social. This place could not have worked out better for us. Location is a mile from anything and everything. We came for somber reasons and having everything we needed close by made everything more bearable and gave us time to do what we needed to grieve."
‘Beach Bay Pony Place’ w/ Ponies: 1 Mi to Water!
Interior
At the Water's Edge - is there anywhere you'd rather be?!
10.0 out of 10, Exceptional, (33)
"Beautiful, well maintained property that is comfortable and in an excellent location. Will return nexg year."
At the Water's Edge - is there anywhere you'd rather be?!
Fridge, microwave, oven, stovetop
A Shore Joy - Private Pool - Waterfront with Pier!
10.0 out of 10, Exceptional, (1)
"I would recommend this property to anyone looking for a vacation home in Chincoteague. The sunsets from the dock were beautiful and we were constantly surprised by the little features, from the tiki bar, to the pool, to the charming decor. We hope to be back next September."
A Shore Joy - Private Pool - Waterfront with Pier!
Property grounds
East Side Breezes on Chincoteague Island - Stupendous Views!
10.0 out of 10, Exceptional, (11)
"We had a wonderful time with an exceptional view of the lighthouse. The upper deck was amazing where we decided to say our vows. Our stay had the purpose of getting married but it was extra special with the comfort of the house and time spent with family. Thank you so much for making our special day so much more special. We hope to use the house again for a longer vacation. Best wishes to all and thank you again."
East Side Breezes on Chincoteague Island - Stupendous Views!
Property grounds
Tranquil Shores - Relaxation With a Water View!
9.8 out of 10, Exceptional, (116)
"love the house, the location and it is the perfect size. Deck and screened porch are perfect too. Nice neighborhood also. Very clean and comfy. Thank you for allowing well behaved dogs too :)"
Tranquil Shores - Relaxation With a Water View!
Exterior
Quaint Cottages Near Everything on Beach Road
9.6 out of 10, Exceptional, (24)
"Jimmy worked hard to meet our ever need. Location is very central fir restaurants and getting to Assateague Island. Unit is basic with all the essentials, comfortable bed."
Quaint Cottages Near Everything on Beach Road
Property grounds
Water's Edge on Chincoteague Island!
9.6 out of 10, Exceptional, (9)
"Water’s Edge was just the place to unwind. Walking distance, 6 minutes, to our favorite restaurants. Bills Prime and Rope Walk. We sat back and watched the shore birds from our deck. The place was spotless on our arrival. Will definitely be back. Thankyou for sharing your wonderful home with us."
Water's Edge on Chincoteague Island!
Fridge, microwave, oven, stovetop
To the Lighthouse (formerly Epiphany) is a breathtaking 3 Bedroom/3 Full Bath Va
9.6 out of 10, Exceptional, (52)
"We stayed at this beautiful little home during spring break. The view was stunning! The house was very clean and had everything we needed. It is located right on the water and we could see the ponies on Assateague shores. The neighborhood was quiet and safe. We walked or biked everywhere we needed to go. I highly recommend this stay!"
To the Lighthouse (formerly Epiphany) is a breathtaking 3 Bedroom/3 Full Bath Va
Beach
Miss Agnes - Water Front 3BR home w/large screened in porch, Pet friendly!
9.6 out of 10, Exceptional, (46)
"The property was well-kept and had everything we needed. The kitchen was spacious and well-equipped. It was very convenient to have a fenced in backyard for pets. We would definitely stay again!"
Miss Agnes - Water Front 3BR home w/large screened in porch, Pet friendly!
Exterior
Head of the Harbor Greenbackville, quaint fishing village on Chincoteague Bay
9.6 out of 10, Exceptional, (43)
"The house was a great location right by the bay with kayaks and bicycles to use. Convenient to both Chincoteague, a half hour drive to the refuge and Assoteague within 45 minutes. Watched the Wallops rocket launch from the balcony. House was very clean and the renovation was well done down to the detail. The kitchen facilitated everything we needed for daily meals. The neighborhood is quiet and quaint. A great experience for our whole family."
Head of the Harbor Greenbackville, quaint fishing village on Chincoteague Bay
Beach nearby
The purple door at the bay.
9.4 out of 10, Exceptional, (36)
"Had an Awsome 8 days , views were amazing from just about everywhere in the house. Fishing was good from dock, crabbing was slow, a little late in the season. Beds were comfortable, and the kitchen had everything we needed. The restaurant just down the street had very good food, especially the fish tacos. No issues at all during our stay. Beautiful club house, indoor pool and golf course."
The price is HK$2,148
per night
16 May - 17 May
The purple door at the bay.
Fridge, microwave, oven, stovetop
Lighthouse Overlook - Amazing Views!
9.4 out of 10, Exceptional, (3)
"Comfortable and updated property close to Main Street, Maddox, Memorial Park and the beach. Beautiful view of the lighthouse from spacious screened front porch. Lovely!"
Lighthouse Overlook - Amazing Views!
Outdoor dining
Beautiful Bayfront with Sanctuary Private Beach
9.2 out of 10, Wonderful, (10)
"House was exactly as advertised and expected. Would stay agian for sure"
The price is HK$1,867
per night
16 May - 17 May
Beautiful Bayfront with Sanctuary Private Beach
Don't see what you're looking for?
See all available properties in Princess Anne
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.

Other property types in Princess Anne