Princess Anne Vacation Rentals

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Vacation Rentals in Princess Anne

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (161)
"It was a very clean, comfortable place to stay in on vacation "
The price is CA $383
CA $430 total
includes taxes & fees
Aug 7 - Aug 8
Blufin Bungalows & Marina

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (419)
"Key West Cottages is absolutely wonderful!"
The price is CA $288
CA $324 total
includes taxes & fees
Sep 2 - Sep 3
Key West Cottages

Strawberry Crossroads

2.0 star property
8.4 out of 10, Very good, (5)
"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

2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

9.6 out of 10, Exceptional, (46)
"Lovely , peaceful mini vacation"
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

9.6 out of 10, Exceptional, (42)
"We enjoyed our stay at Waterside. Location was perfect and host was very responsive to questions. A great rental for a few friends and/or family."
The price is CA $198
CA $622 total
includes taxes & fees
Sep 2 - Sep 3
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

10.0 out of 10, Exceptional, (54)
"An instant nervous system reset."
The price is CA $193
CA $441 total
includes taxes & fees
Sep 4 - Sep 5
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Waterfront on Marsh Island!

8.8 out of 10, Excellent, (32)
"Small Cozy condo for couples. Very quiet and relaxing with great sunrises and sunsets! Great location with being on the water!"
Waterfront on Marsh Island!

Cabin at Holdens Creek on Eastern Shore of VA

9.6 out of 10, Exceptional, (170)
"I like the fact that we were away from the hustle and bustle. The beaches are near by. And it was an overall great experience. Especially if you like secluded areas "
Cabin at Holdens Creek on Eastern Shore of VA

Historic home on Smith Island w/ dock!

9.6 out of 10, Exceptional, (43)
"This property was perfect for a family of 4. It was very clean, the kitchen was well stocked and the neighbors were amazing and helpful. Visit the arcade by the marina right before sunset!"
Historic home on Smith Island w/ dock!

5 minutes to Assateague National Seashore!

8.8 out of 10, Excellent, (16)
"There was enough space for 3 adults and to children. The bathroom in the hall has not been updated. The shower was crudy and no towel rack. The spicket for shower/bath in the 2nd bathroom was almost impossible to use. The rental was okay."
The price is CA $180
CA $317 total
includes taxes & fees
Aug 18 - Aug 19
5 minutes to Assateague National Seashore!

Only 5 min to Assateague National Seashore!

9.6 out of 10, Exceptional, (17)
"Nice place. "
The price is CA $204
CA $346 total
includes taxes & fees
Sep 4 - Sep 5
Only 5 min to Assateague National Seashore!

NEW PET FRIENDLY LISTING ALERT!!

9.4 out of 10, Exceptional, (12)
"Lovely home right on the river- fishing to your hearts content Clean, lots to do very peaceful!!! Would definitely come back! Mia is great to work with"
NEW PET FRIENDLY LISTING ALERT!!

Salisbury Riverfront Lofts

3.0 star property
9.2 out of 10, Wonderful, (21)
"Very nice place clean & roomy."
The price is CA $103
CA $355 total
includes taxes & fees
Aug 19 - Aug 20
Salisbury Riverfront Lofts

Small cottage for those little getaways

10.0 out of 10, Exceptional, (110)
"Quiet, romantic getaway in a pretty setting. The cottage is lovely with nice furnishings. I loved the screened in porch."
Small cottage for those little getaways

3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind

10.0 out of 10, Exceptional, (1)
"The property was lovely. The host so very accommodating, The neighborhood close to restaurants and stores. The flowers, beverages and goodie basket was really a nice touch and very much appreciated. The beds were very comfortable as well. There is access to the community Pool too. The weather did not permit us to use it. Thank You."
The price is CA $233
CA $949 total
includes taxes & fees
Aug 10 - Aug 11
3-bedroom townhome in tranquil Delmar with WiFi, AC. Relax and unwind

Cottage near the Bay

9.0 out of 10, Wonderful, (39)
"First time trying this style rental and I’m absolutely happy with the decision. The host was very accommodating and available to answer questions I had plenty of local information on hand to do things very family-friendly fun. "
The price is CA $112
CA $258 total
includes taxes & fees
Aug 7 - Aug 8
Cottage near the Bay

At the Water's Edge - is there anywhere you'd rather be?!

10.0 out of 10, Exceptional, (48)
"Great property! Very clean"
At the Water's Edge - is there anywhere you'd rather be?!

Daisey Cottage - Pet friendly w/ Fenced yard!

9.6 out of 10, Exceptional, (51)
"Will stay again if available on our next trip"
Daisey Cottage - Pet friendly w/ Fenced yard!

Stunning waterfront panoramic view getaway house

10.0 out of 10, Exceptional, (53)
"The roundhouse was amazing on many levels, figuratively and literally. There are many creature, comforts throughout this sprawling home and the views were serene and relaxing, and the couches and beds were comfy! And the host was very helpful and accommodating. Highly recommend would definitely stay here again."
The price is CA $348
CA $916 total
includes taxes & fees
Sep 3 - Sep 4
Stunning waterfront panoramic view getaway house

The Brass Crab - Check in/out any day!

10.0 out of 10, Exceptional, (150)
"Nice property with lots of space."
The Brass Crab - Check in/out any day!
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

Frequently asked questions

Can I find a vacation rental in Princess Anne?

Yes, you can find vacation rentals close to top local attractions in Princess Anne, or you can go with a more secluded option if you're looking for a relaxing stay. Our travelers 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 are some of the best vacation home rentals in Princess Anne?

Blufin Bungalows & Marina: This vacation home rental near Princess Anne is on the beach and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

How many vacation rentals are there in Princess Anne?

Expedia has 3 vacation rentals for your stay in Princess Anne.

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 vacation rentals like in Princess Anne?

Vacation rentals are private properties you can stay in for several days or more in Princess Anne. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for small groups.