Holiday Homes in Princess Anne

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Featured Holiday Homes in Princess Anne

Blufin Bungalows & Marina
On the beach
Blufin Bungalows & Marina
3.0 star property
9.4 out of 10, Exceptional, (61)
"Cute. Clean. Unique experience. "
Blufin Bungalows & Marina
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
Fridge, microwave, oven, stovetop
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
10.0 out of 10, Exceptional, (34)
"Sir Whelk a Lot worked out great for the 4 of us. The upstairs has 3 beds and its own bathroom, so it was like having a separate suite. The steps are narrow, so you have to be careful. Great location "
The price is AU$415
includes taxes & fees
30 Sept - 1 Oct
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
The purple door at the bay.
Beach nearby
The purple door at the bay.
9.4 out of 10, Exceptional, (39)
"We enjoyed our stay at the Purple Door. The views were spectacular and we enjoyed sitting on the deck. My husband taught my daughter to fish and she loved the dock area. We did use the amenities at Captain’s Cove and drove out to Assateague Island to see the horses. The location is tucked away from major attractions but we got used to the drive after the first day. The neighbors were friendly. Enjoyed our stay !"
The price is AU$877
includes taxes & fees
30 Sept - 1 Oct
The purple door at the bay.
Blake's Purple Point - Waterfront splendor!
Property grounds
Blake's Purple Point - Waterfront splendor!
10.0 out of 10, Exceptional, (1)
"This house was fantastic for two families of four! The view is INCREDIBLE, and everything is comfortable and well-thought-out. Close enough to everything you need, but far enough to be quiet!!"
Blake's Purple Point - Waterfront splendor!
Whispering Pines on Chincoteague - Dog Friendly!
3 bedrooms, free WiFi, bed sheets
Whispering Pines on Chincoteague - Dog Friendly!
10.0 out of 10, Exceptional, (6)
"Whispering Pines was a wonderful home with plenty of space! It was super cozy and definitely home away from home! We appreciate the owners cleanliness of the space as well! "
Whispering Pines on Chincoteague - Dog Friendly!
Creek House - Waterfront Oasis on Holden's Creek
Fridge, microwave, oven, stovetop
Creek House - Waterfront Oasis on Holden's Creek
9.8 out of 10, Exceptional, (6)
"The location, accommodations and the quality of the amenities were stellar. The best vacation we have spent as a family! The whole experience was best in class!"
Creek House - Waterfront Oasis on Holden's Creek
Quaint Cottages Near Everything on Beach Road
Exterior
Quaint Cottages Near Everything on Beach Road
9.6 out of 10, Exceptional, (34)
"Jimmy was an excellent host and was very helpful with information about the property and the area in general. Communication was excellent. Location was great and a great spot to stay. Highly recommend. "
Quaint Cottages Near Everything on Beach Road
The Brass Crab - Check in/out any day!
Fridge, microwave, oven, stovetop
The Brass Crab - Check in/out any day!
10.0 out of 10, Exceptional, (140)
"I stayed at the Brass Crab with 7 friends and we had an excellent stay. The property was in great shape and we got great use out of the huge backyard. There was plenty of space and the location was convenient to everything on the island. "
The Brass Crab - Check in/out any day!
Cottage near the Bay
Fridge, microwave, oven, stovetop
Cottage near the Bay
9.0 out of 10, Wonderful, (24)
"My family had a great trip ! If you are visiting the area, this house is comfortable, quiet neighborhood, and close to everything. Everything was as described and next time we visit we will stay here."
The price is AU$290
includes taxes & fees
30 Sept - 1 Oct
Cottage near the Bay
Island Retreat - Lovely Marsh Views and Pet Friendly!
Outdoor dining
Island Retreat - Lovely Marsh Views and Pet Friendly!
8.0 out of 10, Very good, (3)
"We loved the view from both the screened porch and the balcony. The property is close to many attractions, restaurants, and the Chincoteague refuge."
Island Retreat - Lovely Marsh Views and Pet Friendly!
Duck's Delight - Pet friendly rentals within walking distance to Maddox Blvd!
Fridge, microwave, oven, stovetop
Duck's Delight - Pet friendly rentals within walking distance to Maddox Blvd!
9.8 out of 10, Exceptional, (118)
"We have stayed multiple times at chincoteague, but my family and I quite enjoyed Ducks Delight. It was roomy, clean and a cute house to vacation at! Lots of beach supplies in the shed that helped lend to the experience and limit needs to carry extra items on vacation. When we visit chincoteague again we will be back!"
Duck's Delight - Pet friendly rentals within walking distance to Maddox Blvd!
Beautiful furnished home in Salisbury, MD.
Exterior
Beautiful furnished home in Salisbury, MD.
10.0 out of 10, Exceptional, (121)
"Beautiful, clean property with plenty of room for 3 couples. Nice amenities. Great communication and easy check-in/out. "
Beautiful furnished home in Salisbury, MD.
The Blackwater refuge country house on a quiet 12 acres
Exterior
The Blackwater refuge country house on a quiet 12 acres
10.0 out of 10, Exceptional, (7)
"Very happy with this place, quiet, clean, all good. "
The Blackwater refuge country house on a quiet 12 acres
‘Beach Bay Pony Place’ w/ Ponies: 1 Mi to Water!
Fridge, microwave, oven, dishwasher
‘Beach Bay Pony Place’ w/ Ponies: 1 Mi to Water!
10.0 out of 10, Exceptional, (6)
"Owner had 3 horses and our grandsons enjoyed seeing them."
‘Beach Bay Pony Place’ w/ Ponies: 1 Mi to Water!
Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!
Outdoor dining
Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!
10.0 out of 10, Exceptional, (20)
"This was our second visit and we loved it as much as last year's trip. Super clean and very well equipped as well as great location. we will definitely be back again!"
Lighthouse Pointe - Spectacular Waterfront on Chincoteague Island!
Casa Playa - Only 25 min. to Chincoteague!
A heated pool
Casa Playa - Only 25 min. to Chincoteague!
10.0 out of 10, Exceptional, (2)
"Clean, well equipped, and comfortable."
Casa Playa - Only 25 min. to Chincoteague!
Sea Pines - 2BR island home close to Maddox Blvd & shopping-screened porch
Fridge, microwave, coffee/tea maker, toaster
Sea Pines - 2BR island home close to Maddox Blvd & shopping-screened porch
9.2 out of 10, Wonderful, (13)
"We thoroughly enjoyed this house. Solid construction weathered the storm that blew through one day. Sparkling clean throughout, carpet was new, sofa was super comfy for sitting or lounging on. There was a stool in the closet for reaching higher cabinets so I was glad to see previous complaints in reviews had been addressed. It was just my husband and myself but this would be a good choice for a small family too. We enjoyed the quiet and the privacy of the screened porch. There were no basic...
Sea Pines - 2BR island home close to Maddox Blvd & shopping-screened porch
Belle Vue - Waterfront with Lighthouse Views!
Interior
Belle Vue - Waterfront with Lighthouse Views!
2.5 star property
10.0 out of 10, Exceptional, (1)
"Our family of 7 + grandparents found this the perfect house for us this week! The constant view of the waters & lighthouse from both inside & outside the house was amazing. It's tucked away from the hustle & bustle of tourist areas, but not a far drive to the seashore or shops. Great area for crabbing & boating. Even on the rainy days, being in the house was a comfort with board games + puzzles available, lots of space for kids to play and the open windows. Everything was clean & neatly...
Belle Vue - Waterfront with Lighthouse Views!
Stacked Deck - Spectacular Bay Views - Waterfront!
A heated pool
Stacked Deck - Spectacular Bay Views - Waterfront!
3.0 star property
The price is AU$925
includes taxes & fees
6 Oct - 7 Oct
Stacked Deck - Spectacular Bay Views - Waterfront!
To the Lighthouse (formerly Epiphany) is a breathtaking 3 Bedroom/3 Full Bath Va
Fridge, microwave, oven, stovetop
To the Lighthouse (formerly Epiphany) is a breathtaking 3 Bedroom/3 Full Bath Va
9.6 out of 10, Exceptional, (60)
"The house was very good for our family. Private space as needed. We used all 3 bedrooms bathrooms. I sat out on the dock in the evenings and enjoyed the view. Hosts were very prompt to reply and kept in touch"
To the Lighthouse (formerly Epiphany) is a breathtaking 3 Bedroom/3 Full Bath Va
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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.
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Other property types in Princess Anne

Blufin Bungalows & Marina
On the beach
Blufin Bungalows & Marina
3.0 star property
9.4 out of 10, Exceptional, (61)
"Cute. Clean. Unique experience. "
Blufin Bungalows & Marina
Key West Cottages
Exterior
Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (276)
"Very beautiful."
The price is AU$236
includes taxes & fees
30 Sept - 1 Oct
Key West Cottages
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
9.8 out of 10, Exceptional, (273)
"This cottage had everything we needed for our mini trip to Chincoteague. We purchased lots of seafood from local markets and cooked all of our meals at home. Nicely equipped kitchen. The front porch was a gem. No bugs and a constant breeze. constant tropical breeze. a a con"
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
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.