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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Top Holiday Rentals in Princess Anne

Our top choices for Princess Anne holiday rentals

Blufin Bungalows & Marina
Exterior

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (168)
"excellent place to stay on the water"
Blufin Bungalows & Marina
Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (435)
"Great place to stay!"
Key West Cottages
Strawberry Crossroads
Exterior

Strawberry Crossroads

2.0 star property
8.8 out of 10, Excellent, (6)
"My family really enjoyed the stay, its close enough drive to ocean city while being out of the way. Even after having a double booking issue the property owner made it work for us all. The kids were begging us to stay longer it was so peaceful!"
Strawberry Crossroads
Salisbury Riverfront Lofts
Apartment D: Riverfront Grand | In-room dining

Salisbury Riverfront Lofts

3.0 star property
9.2 out of 10, Wonderful, (22)
"Very nice place clean & roomy."
The price is 1.836.098 ₫
6.658.536 ₫ total
includes taxes & fees
26 Aug - 27 Aug
Salisbury Riverfront Lofts
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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Top Princess Anne Hotel Reviews

Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

10/10 Excellent
"Cleanliness's, friendliness’s. Ease to check in and check out. Option to check in early or check out late (applicable fee was worth it). Also if you forget any amenities they will provide you with complementary size at no charge. Also, being that my family and I don’t eat pork. They accommodated us with a non pork option meat. Having an indoor, outdoor pool and continental breakfast was a big plus for us. Almost forgot I also received a call to the room from the front desk ensuring we were settling in good and was asked if we needed anything. Thank you for the great service"
Sandra 2-night trip
Posted 16 hours ago
Comfort Suites Chincoteague Island Bayfront Resort

Frequently asked questions

Can I find a holiday rental in Princess Anne?

Yes, there are holiday rentals close to the most popular sights in Princess Anne, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Princess Anne has a good selection of restaurants. Make sure you have time to check out the beaches and shopping during your trip.

What can I see and do in Princess Anne?

Manokin Park and Wellington State Wildlife Management Area are a couple of lovely local spots to get outside and enjoy nature. Somerset County Library and Princess Anne Town Hall are other places to visit while you're in town.

What are holiday rentals like in Princess Anne?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Princess Anne. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips.