A sunset over a lake with a dock and a small settlement.

Search Condos Rentals in Princess Anne from CA $366

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Princess Anne condo rentals

TV, DVD player

Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (29 reviews)
"Convenient location with everything we needed"
United States
John S.
The price is CA $216
CA $366 total
includes taxes & fees
Jul 15 - Jul 16
Assateageue Inn 104 by Seaside Vacations & Sales
Exterior

Assateague Inn 100 by Seaside Vacations & Sales

Assateague Inn 100 by Seaside Vacations & Sales
Chincoteague
8.8 out of 10, Excellent, (10 reviews)
"Quiet area and close to all attractions. Very fast response with any questions before and during stay. Would recommend!"
United States
Sue S.
Assateague Inn 100 by Seaside Vacations & Sales
Exterior

Assateague Inn 111 by Seaside Vacations & Sales

Assateague Inn 111 by Seaside Vacations & Sales
Chincoteague Island
8.2 out of 10, Very good, (33 reviews)
"It’s a good location. Property is clean. We enjoyed our visit. "
United States
Aysegul M.
Assateague Inn 111 by Seaside Vacations & Sales
Exterior

Assateague Inn 204 by Seaside Vacations & Sales

Assateague Inn 204 by Seaside Vacations & Sales
Chincoteague Island
7.4 out of 10, Good, (3 reviews)
"We had short trip for the oyster festival but really enjoyed our stay. It was quiet and cozy. Beautiful views off the deck. "
United States
Jen E.
Assateague Inn 204 by Seaside Vacations & Sales
TV, DVD player

Assateague Inn 110 by Seaside Vacations & Sales

Assateague Inn 110 by Seaside Vacations & Sales
Chincoteague Island
9.2 out of 10, Wonderful, (9 reviews)
"Close to everything, quiet, clean"
United States
Eileen D.
The price is CA $297
CA $469 total
includes taxes & fees
Jul 17 - Jul 18
Assateague Inn 110 by Seaside Vacations & Sales
Exterior

Bella's Beach Retreat by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales
Chincoteague Island
8.0 out of 10, Very good, (8 reviews)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
The price is CA $276
CA $442 total
includes taxes & fees
Jul 17 - Jul 18
Bella's Beach Retreat by Seaside Vacations & Sales
Exterior

Assateague Inn 107 by Seaside Vacations & Sales

Assateague Inn 107 by Seaside Vacations & Sales
Chincoteague Island
8.8 out of 10, Excellent, (6 reviews)
"We had a wonderful time! The location was convenient to restaurants and shopping but still nice and quiet. Communication was easy and questions were answered quickly. "
United States
Katelyn W.
The price is CA $312
CA $486 total
includes taxes & fees
Jul 17 - Jul 18
Assateague Inn 107 by Seaside Vacations & Sales
Outdoor dining

Sunset Bay Villas at Chincoteague Island Virginia - direct water front

Sunset Bay Villas at Chincoteague Island Virginia - direct water front
Downtown Chincoteague
9.8 out of 10, Exceptional, (128 reviews)
"Great place with excellent views! Check in was effortless and the condo was one of the cleanest I’ve seen. This was our first time visiting Chincoteague and we will definitely be back!"
United States
Danielle B.
The price is CA $923
CA $1,467 total
includes taxes & fees
Jul 26 - Jul 27
Sunset Bay Villas at Chincoteague Island Virginia - direct water front
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Princess Anne Hotel Reviews

Waterside Inn

Waterside Inn

10/10 Excellent
"very nice sized room very clean nice breakfast staff great pool!"
Rebecca 1-night trip
Posted 3 hours ago
Waterside Inn

Find out more about Princess Anne

Princess Anne Condo Rentals information

Number of reviews
226
Accommodation
65 Condo Rentals
Lowest Price
CA $366
Highest Price
CA $1,467

Frequently asked questions

Why book your condo in Princess Anne with Expedia?
We think that getaways should be a walk in the park, so if you're seeking condos at a competitive price, Expedia has your back. Save cash and select something cheap and cheerful, or splurge on a high-end condo and spoil the ones you love most. Take advantage of our search filters to secure a property in Princess Anne that checks your boxes.
How can I find cheap condos in Princess Anne?
An excellent way to uncover cheap condos in Princess Anne is with Expedia's filter tool. Refine your search results by star rating, amenities and budget to secure awesome prices with only a few clicks.
What is there to do in Princess Anne near my condo?
If you'd like to see the sights of Princess Anne, make your way to Hytche athletic Center. It's a hit with locals and tourists alike.

Explore a world of travel with Expedia