Princess Anne Vacation Rentals

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Vacation Rentals in Princess Anne

Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, 249 reviews
"Beautiful property. The cottages, the pool, the fire pit on the beach were all fantastic. Would recommend & will definitely return"
The price is ¥51,541
¥57,880 total
includes taxes & fees
Jun 23 - Jun 24
Key West Cottages
Blufin Bungalows & Marina
3.0 star property
Blufin Bungalows & Marina
Cozy Little Cottage on chincoteague island va.
9.2 out of 10, Wonderful, 19 reviews
"Accurate listing, small cottage but had everything we needed. We rode the Pony Express one night to dinner which was easy - we picked it up only a few steps from the house. Thanks for a great weekend."
Cozy Little Cottage on chincoteague island va.
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
9.8 out of 10, Exceptional, 260 reviews
"We enjoyed our stay at Jesse's place! It was a short walk down to the water, had some good amenities, and when something unforeseen happened he was communicative and prepared for it and helped us out along the way. We didn't try out any of the appliances and I'm not sure this space is going to be comfortable for more than the 2 of us but since it was just 2 of us we enjoyed it very much. Will definitely plan to come back another time!"
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
Waterfront on Marsh Island!
9.2 out of 10, Wonderful, 9 reviews
"We enjoyed waking every day to the water at our doorstep. The sunroom was a great place to sit. The place is a bit worn and could use some care, but it was clean and comfortable."
Waterfront on Marsh Island!
The Hideaway Cottage
10.0 out of 10, Exceptional, 68 reviews
"Enjoy Don's cottage - the screened in patio was lovely to enjoy coffee and do some light office work. Kitchen had enough of everything to heat or prepare simple meals. Hot water was plentiful and pressure good in the shower. Bed was comfortable. The area is very quiet at night but during the day there is a small business next door that you do hear light people chatter/deliveries. I would say this location is like a modern cabin - just enough of everything but still feels rustic."
The Hideaway Cottage
2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse
9.6 out of 10, Exceptional, 39 reviews
"Nice"
2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse
Quaint Cottages Near Everything on Beach Road
9.6 out of 10, Exceptional, 25 reviews
"Quiet neighborhood. Conveniently close to the refuge and restaurants."
Quaint Cottages Near Everything on Beach Road
Only 5 min. from the Beach!
9.0 out of 10, Wonderful, 9 reviews
"Easy to find and access. The dock was enjoyable with wildlife. Tha accommodation was clean and spacious for 3 adults. Nice walking paths to food and fun and shops. Definitely plan to stay again."
Only 5 min. from the Beach!
SeaLaVie!!!
10.0 out of 10, Exceptional, 24 reviews
"Nice little rental. However, it needs a memory foam mattress. The old spring one has to go!!"
SeaLaVie!!!
Cabin at Holdens Creek on Eastern Shore of VA
9.6 out of 10, Exceptional, 146 reviews
"We get together once a year, 5 guys, to hang out, catch up, shoot skeet, target shoot and fish. We do this at a different location every year. This location worked out great. It was private, allowed shooting and had enough room to sleep 5. We would use this cabin again!"
Cabin at Holdens Creek on Eastern Shore of VA
5 minutes to Assateague National Seashore!
9.4 out of 10, Exceptional, 6 reviews
"Has everything you need."
5 minutes to Assateague National Seashore!
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
10.0 out of 10, Exceptional, 28 reviews
"This Island House meets all expectations for anyone looking for a beach getaway including a couple, couples, or a family. The addition of bikes, kayaks, and everything needed for a day at the beach adds to the value. The house is an easy 5 mile drive or bike ride from the beach and the neighborhood is in an imminently walkable area of town. You will have plenty of walkable options for eating and sightseeing from this house."
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
Small cottage for those little getaways
10.0 out of 10, Exceptional, 90 reviews
"Perfect for a couple or a family with young children. Kitchen was well stocked with dishes and everything you need to cook and eat in. Close to everything. Screened in porch was lovely, especially in the morning and evening. Don’t forget to bring your own linens."
Small cottage for those little getaways
Salisbury Riverfront Lofts
3.0 star property
9.4 out of 10, Exceptional, 14 reviews
"Really cute unit. We loved how it was decorated. "
The price is ¥15,826
¥45,209 total
includes taxes & fees
Jun 17 - Jun 18
Salisbury Riverfront Lofts
Only 5 min to Assateague National Seashore!
9.4 out of 10, Exceptional, 6 reviews
"Thoroughly enjoyed our stay! Very clean, close to everything yet off in a natural setting very quiet. Kitchen had everything we needed, ice machine and just really enjoyed our stay. Air/fan wouldn’t turn on and they came very quickly and fixed. Would definitely stay here again, perfect mom and daughter trip!"
Only 5 min to Assateague National Seashore!
Tranquil Shores - Relaxation With a Water View!
9.8 out of 10, Exceptional, 117 reviews
"Best place to stay in Chincoteague !!!!"
Tranquil Shores - Relaxation With a Water View!
Cottage near the Bay
8.8 out of 10, Excellent, 15 reviews
"The owner was quick to respond, informative, and polite. The property did the job we were asking from it by being near by our family, close to the bay, and being pet friendly. I was not impressed by the cleanliness, but it was not out right dirty or unsanitary. You get what you pay for. Over all we were pleased with our stay!"
The price is ¥14,136
¥31,467 total
includes taxes & fees
Jun 24 - Jun 25
Cottage near the Bay
Beautiful Bayfront with Sanctuary Private Beach
9.2 out of 10, Wonderful, 11 reviews
"The house is beautiful and very clean, not as isolated as we thought based on listing. View amazing, needed lots of bug spray- but were notified of this by owner ahead of time, so it was all good."
The price is ¥39,110
¥64,274 total
includes taxes & fees
Jun 24 - Jun 25
Beautiful Bayfront with Sanctuary Private Beach
Hidden Gem ! Clean & Cozy and Family Friendly !
9.4 out of 10, Exceptional, 50 reviews
"The property lies a couple of streets back from the water front. The drive to the house is via an eclectic variation of trailer homes. The campsite is really quite large. The house was lovely - very clean and spacious. There are three bedrooms, one downstairs powder room and a jack-and-Jill bathroom accessible from the master bedroom and the upstairs hallway. On our day of arrival, we were treated to 2 2-hour training shows, at 3pm and 8pm, from the nearby Naval base, where Hawkeye aircraft...
Hidden Gem ! Clean & Cozy and Family Friendly !
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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.

Other types of properties in Princess Anne you may be interested in

Econo Lodge Princess Anne
2.0 star property
6.6 out of 10, 550 reviews
"I enjoyed my stay here. I arrived @ 10:30 am and check in was 2pm so happy that they let me check in @ 11am. Drove from new york for the crab and cruise event. My room was clean towels smelled great. I absolutely enjoyed my stay. Thank u guys for being so nice 💓 "
The price is ¥14,135
¥15,690 total
includes taxes & fees
Jun 19 - Jun 20
Econo Lodge Princess Anne
Best Western Salisbury Plaza
2.5 star property
6.2 out of 10, 618 reviews
"it was much better than my last visit"
The price is ¥14,154
¥15,852 total
includes taxes & fees
Jun 20 - Jun 21
Best Western Salisbury Plaza
Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
9.6 out of 10, Exceptional, 1,006 reviews
"Staff was beyond friendly"
The price is ¥38,107
¥42,960 total
includes taxes & fees
Jul 8 - Jul 9
Comfort Suites Chincoteague Island Bayfront Resort
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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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 has 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?

While exploring the area, visit family-friendly sights like Delmarva Discovery Center, or get outside and enjoy nature at Pocomoke River State Park. University of Maryland Eastern Shore and Hytche athletic Center are a couple of places you'll find in the larger area.

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.

Recent reviews of Princess Anne properties
Expedia verified reviews