
Accommodations in Princess Anne
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Top-rated accommodations in Princess Anne
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Vacation rentals for every style
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Popular amenities for Princess Anne accommodations
Other great vacation rentals in Princess Anne
Superhost

Home in Pocomoke City
5 out of 5 average rating, 5 reviewsVacation home near the beaches
NelsonRating, 5 stars9 months ago
Amazing Getaway!! Plenty of indoor and outdoor space, comfortable beds and all around just a wonderful stay. Highly recommend anyone looking for a place to stay with plenty of room and don’t mind a small commute to Chincoteague.
Guest favorite

Home in Cambridge
4.98 out of 5 average rating, 126 reviewsWaterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms
RobertRating, 5 stars4 days ago
Excellent host! Great communicator and went out of her to make sure we didn't have any issues. Lovely place for a family get away!
Superhost

Home in Chincoteague
4.9 out of 5 average rating, 112 reviewsChincoteague Island Creekside Cottage
MelissaRating, 5 stars4 days ago
Kathleen’s place was just what we needed for a short trip away from the city. Very peaceful. Comfy beds and a well stocked kitchen. Kathleen was very communicative and checked in regularly, which we really appreciated.
Guest favorite

Home in Tilghman Island
4.97 out of 5 average rating, 30 reviewsRelax by the Water - Summer Dates Available!
RonnieRating, 5 stars3 months ago
Absolutely beautiful home! highly recommend!
Superhost

Home in Chincoteague
4.66 out of 5 average rating, 89 reviewsChincoteague beach house, Sleeps 10, pet friendly
KaraRating, 5 stars7 months ago
We were in chincoteague for my father’s final send off since he passed in May. Jeff’s place was an amazing place for us all to stay as a family Some of our best memories were made in chincoteague and we are hoping to stay at Jeff’s again
Top guest favorite

Home in Dagsboro
5 out of 5 average rating, 23 reviewsSunset Cottage,
TroyRating, 5 stars7 months ago
Hosts were very polite and friendly the location is perfect for going to all the beaches its centralized so you can easily get around yet have a peaceful stay also the fishing was good easy access to the bay and short drive to indian river inlet
Superhost

Cottage in Heathsville
4.83 out of 5 average rating, 75 reviewsRiverfront Retreat with PRIVATE POOL and BEACH!!
AllyRating, 5 stars8 months ago
This was a wonderful getaway for my family and friends. We had two toddlers that loved the river beach and pool. There were plenty of toys to keep the kids and adults busy!
Top guest favorite

Home in Newark
5 out of 5 average rating, 62 reviewsWaterfront w/ Kayaks|Firepit|150Mbs Inet|EV Chrgr!
MichelleRating, 5 stars1 day ago
Excellent stay! I would highly recommend this location if you’re looking to visit places in the area- Assateague Island, OC, downtown Berlin, etc. we had a lovely time, had everything we needed and then some. Can’t wait to come back!
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- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Dewey Beach Access
- Northside Park
- Heritage Shores
- Bayside Resort Golf Club
- Delaware Seashore State Park
- Gerry Boyle Park
- Jolly Roger at the Pier
- Towers Beach
- Wallops Beach
- Langford Sand
- Trimper Rides of Ocean City
- Poodle Beach
- Plantation Lakes Golf and Country Club
- Peninsula Golf & Country Club
- Assateague State Park
- Parramore Beach
- Snead Beach
- Guard Shore
- Sound Beach
- Vir-Mar Beach
- Lane Beach
- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes