What are the top rated Cottage Rentals in Princess Anne?

There are a lot of options in Princess Anne. If you plan on staying in the Princess Anne area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Princess Anne: <a href="/property/breath-taking-family-retreat-on-the-water/HA-3213907188" class="class="static-page-link"">Breath-Taking Family Retreat On The Water!</a> <a href="/property/kingsbay-mansion-bayhouse/HA-1214132606" class="class="static-page-link"">Kingsbay Mansion Bayhouse</a> <a href="/property/salisbury-cottage/HA-3213215141" class="class="static-page-link"">Salisbury Cottage</a> <a href="/property/salisbury-hideaway/HA-3213569210" class="class="static-page-link"">Salisbury Hideaway</a> <a href="/property/relax-on-river-just-south-of-salisbury-recently-updated/HA-3211276620" class="class="static-page-link"">Relax on River just south of Salisbury- Recently updated!</a> <a href="/property/secluded-waterfront-getaway-with-hot-tub-fire-pit-and-private-dock/HA-3213881638" class="class="static-page-link"">Secluded waterfront getaway with hot tub,fire pit, and private dock.</a> <a href="/property/promise-point-bay-front-home-with-dock-3br-2ba-surrounded-by-water/HA-3212946867" class="class="static-page-link"">Promise Point, Bay Front home with dock 3BR 2BA surrounded by water</a> <a href="/property/the-cozy-yellow-cottage/HA-3212944135" class="class="static-page-link"">The Cozy Yellow Cottage.</a> <a href="/property/kingsbay-dockside-waterfront-house/HA-1219090843" class="class="static-page-link"">Kingsbay Dockside Waterfront House</a> <a href="/property/home-in-historic-whitehaven-village/HA-3213020830" class="class="static-page-link"">Home in historic Whitehaven Village.</a>

How much does it cost to rent a cottage in Princess Anne?

The average cost for a cottage rental in Princess Anne is $276 per night. Theislandsadvisors has a wide list of great cottages near Princess Anne that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Princess Anne that allow pets?

Yes, here are the top cottage rentals in Princess Anne that allow you to bring your pet: Dog-Friendly Westover Cottage w/River Access! Salisbury Cottage Deal Island Bay Cottage Dog-Friendly Westover Cottage with River Access! Kingsbay Mansion Bayhouse Riverfront Gem with Fire Pit in Eden Kingsbay Mansion & Vacation Houses Salisbury Cottage <a href="/all/usa/maryland/princess-anne" class="class="static-page-link"">See all pet-friendly vacation rentals in Princess Anne on Theislandsadvisors</a>

Do you have any rental cottages in Princess Anne that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Princess Anne to find one that works for you.

Are there quality cottages in Princess Anne that have indoor swimming pools?

As of 2025, the data from Theislandsadvisors shows that there are Over 8 private swimming pools or cottages with indoor pools in the Princess Anne area along with other great amenities.

Princess Anne Cottage Rentals By Owner

Dog-Friendly Westover Cottage w/River Access!

From US $289

10.0 (13 Reviews)

Cottage

Dog-Friendly Westover Cottage w/River Access!

Air Conditioner
Parking
Pet Friendly

Princess Anne Cottage Rentals & Holiday Homes

Find the best cottages in Princess Anne - We found 8 exact matches

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