
Holiday houses in Choptank River
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Choptank River
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Choptank River holiday rentals
Other great holiday rentals in Choptank River
Top Guest favourite

Apartment in Saint Michaels
5 out of 5 average rating, 43 reviewsSaint Michaels Luxury Get Away
VaughanRating, 5 stars6 days ago
Best place to stay in St Michaels! Pristine and right in the heart of the town. Walkable to everything. We loved every bit of our stay. Michelle was easy to communicate with and allowed us to check in early. We arrived to a bottle of champagne and thoughtful snacks and treats. Incredibly comfortable and newly renovated. Highly recommend. Will be staying here again next time we’re in the area!
Top Guest favourite

Apartment in Saint Michaels
4.97 out of 5 average rating, 89 reviewsBlue Crab Lodge
RhondaRating, 5 stars1 week ago
Brian, we really enjoyed our stay even though it w has only one night. We celebrated my sister’s birthday and the walkable location was perfect. Thanks.
Guest favourite

Home in Cambridge
4.87 out of 5 average rating, 62 reviewsHigh St. Art Gallery Suite
NadineRating, 5 stars1 month ago
My husband and I had a nice peaceful retreat from city life. Kristin’s cute place was just what we needed. Highly recommend!
Top Guest favourite

Guesthouse in Stevensville
5 out of 5 average rating, 33 reviewsPrivate | Near BayBridge | Wedding Venue Proximity
SusanRating, 5 stars5 days ago
Karin was a very friendly and accommodating host. She got back to me super fast with questions. The apartment was clean and well equipped and furnished with small touches very welcoming. You can walk from the apartment to a very nice nature park and the historic Stevensville (with a great Italian restaurant).

Home in Cambridge
4.87 out of 5 average rating, 127 reviewsDorothy's Chesapeake Delight
Amy HRating, 5 stars1 week ago
This location was absolutely stunning. Being on the water, having a fire in the fire pit, watching the sunset…everything was amazing! The shower in the bathroom is super vintage and cute. I had never seen one like it in person. Since we went in late spring there were a lot of mosquitoes so bring bug spray or wear long clothes. The house was very cozy and clean. Check in was a breeze. There are a lot of restaurants and stores within 30 mins of the house. Overall, it was a very memorable stay and I would absolutely book again!
Top Guest favourite

Farm stay in Centreville
5 out of 5 average rating, 37 reviewsNo Fees~Historic Lansdowne Manor
AndrewRating, 5 stars1 month ago
I had a wonderful stay at the Manor. Alex was an exceptional host—very responsive and accommodating throughout my visit. The manor is beautiful, featuring a charming vintage appeal perfectly complemented by modern amenities. It felt both timeless and comfortable. Conveniently, grocery stores and restaurants are just a short drive away, which made my stay even more enjoyable. Overall, it was a fantastic experience, and I would love to stay again.
Top Guest favourite

Home in Chester
5 out of 5 average rating, 39 reviews*Waterfront Sunset Bayview* sleeps 6
KellyRating, 5 stars1 week ago
The perfect mom and teen boy getaway! The house is on the water with gorgeous sunsets and super clean! My boys attempted fishing daily even without any luck. Altho we didn't kayak because of the choppy water, its great location (there's a ladder at the private pier or a public launch a few yards away) We cooked and ate in a few nights and also enjoyed a local spot on the water (The Narrows). The neighborhood was quiet, relaxing and peaceful. We enjoyed a visit to the Chesapeake Environmental center (abt a 12 min drive) which was a hidden treasure. The Chesapeake Outdoors (recommended by our host Jeremiah) was a great find for bait and info from the locals. Morning coffee on the patio and evening sunsets on the pier were some of my favorites, along with the spacious open floor plan (yet privacy with bedrooms). Jeremiah was super responsive and kind! We'll be back to kayak, fish more, enjoy the hot tub coming soon, the serenity and gorgeous sunsets! (maybe we'll even bring dad -LOL)
Guest favourite

Bungalow in Queen Anne
4.95 out of 5 average rating, 74 reviewsPrivate bungalow with fire pit near Easton, Denton
DanielRating, 5 stars1 week ago
Ross was awesome and we will be staying when in the area again for sure!!!
Destinations to explore
- Washington Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- Outer Banks Holiday rentals
- Hudson Valley Holiday rentals
- The Hamptons Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Broadkill Beach
- Betterton Beach
- Hampden
- Oriole Park at Camden Yards
- M&T Bank Stadium
- Sandy Point State Park
- Patterson Park
- Crystal Beach Manor, Earleville, MD
- Peninsula Golf & Country Club
- Maryland Renaissance Festival
- Killens Pond State Park
- Flounder Pavilion Beach Front - Sandy Point State Park
- Quiet Waters Park
- Baywood Greens Golf Maintenance
- Heritage Shores
- Plantation Lakes Golf and Country Club
- Nassau Valley Vineyards
- Breezy Point Beach & Campground
- Gerry Boyle Park
- Brownies Beach
- Idlewilde Restoration Project
- Rose Haven Memorial Park
- Chesapeake Beach Water Park
- Six Flags America