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Compare 148 Vacation Homes in East New Market with updated reviews, rates, and availability.

Dollhouse in Central Historic St Michaels
Front of House

Dollhouse in Central Historic St Michaels

9.6 out of 10, Exceptional, (46)
"This was a comfortable home, and a nice location. We were staying mostly for business, so didn’t do much in town, but the main restaurant and shopping areas are two short blocks away. We did use the nearby nature trail to walk our dogs. The only concerns others might have with the house, and the reason for four stars instead of five, were: minimal kitchen equipment (few pots/pans etc.), steep narrow stairs to the second floor, and low water pressure in the shower. That said, none of these things...
Dollhouse in Central Historic St Michaels
Walk to Everything House
Front of House

Walk to Everything House

10.0 out of 10, Exceptional, (74)
"House was centrally located in town. We parked the car and walked! Beds were very comfortable it was wonderful to have seperate beds for everyone. Well stocked kitchen. Washer & dryer a plus. We will be back. "
Walk to Everything House
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Exterior

Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was very clean and was great for our home base while visiting family in St. Michael’s. The owner was very response and friendly. The house included all basic amenities and then some! The owner really took the time and care preparing this place for guests. Downtown Cambridge is a short drive and a cute little town with shops and restaurants. We didn’t have a ton of time to explore downtown but plan to on our next stay! "
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Living Area

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

9.8 out of 10, Exceptional, (33)
"Four of my friends and I stayed at this cute home for a ladies' weekend (two nights) in St. Michaels. We are in our early 40's and all agreed that the location of this home is superb. We walked to dinner each night (Limoncello and Ruse, both great) and enjoyed the wonderful shops in the lovely downtown area. The location of this home cannot be beat if you want to park your car upon arrival and not have a need to use it again during your stay. We had three cars, two of which fit in the driveway...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Cambridge Vacation Rental | 7BR | 5.5BA | Stairs Required | 10,333 Sq Ft

Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!

9.6 out of 10, Exceptional, (19)
" October 11-14, 2024, we rented the “Willoughby” for a family reunion. Let me start out by saying this home is amazing. It looks exactly as pictured based on the website photos. It was even better than I expected. If you are considering this property, I highly recommend booking it! Believe me when I say the Willoughby is a rare gem. The location of the home is perfect and extremely private. The grounds are pristine and the view of the water is breathtaking. The home sits on the Hudson...
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Cottage on Cabin Creek
Beach

Cottage on Cabin Creek

10.0 out of 10, Exceptional, (102)
"Lovely quaint property for two. Exactly as described loved our stay. "
The price is AED 918
AED 1,324 total
includes taxes & fees
10 Jan - 11 Jan
Cottage on Cabin Creek
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
5/17/2022- Just updated!!

RANCH AT ROYAL OAK- Exclusive waterfront pool pier

10.0 out of 10, Exceptional, (24)
"The Ranch at Royal Oak was a fantastic property. The property was exactly as advertised - gorgeous waterfront estate with a large lawn. Incredibly peaceful. We were looking for a getaway to hit pause and just relax and the ranch Royal Oak was exactly what we needed. Marissa was a great host - incredibly responsive, check in instructions are very clear.and easy to follow. I highly recommend this property for your next getaway."
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock
Pool

Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock

10.0 out of 10, Exceptional, (1)
"This property is a phenomenal place to spend time with family and enjoy beautiful St. Michael’s. The house is well stocked and convenient to town. We’d love to come back. "
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock
Stylish Home on the Choptank River (with Tidal Beach)
Living area

Stylish Home on the Choptank River (with Tidal Beach)

10.0 out of 10, Exceptional, (30)
"We enjoyed the beautiful views, nature and clean comfortable house with all amenities. Will definitely book again on our next trip to Eastern shore."
Stylish Home on the Choptank River (with Tidal Beach)
Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals
Exterior

Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals

9.6 out of 10, Exceptional, (19)
"The house was just as it was listed!! Our annual family vacation was so much fun here! Plenty of room, very clean, and fully stocked! Peddle boats, kayaks, and pool used daily!! Fire every night!!! Thank you for the wonderful hospitality!!!"
Waterfront Home, Large Property with Pool, Discount for Monthly/Seasonal Rentals
Newly built riverfront home with dock, kayaks, basketball court, & game room

Newly built riverfront home with dock, kayaks, basketball court, & game room

9.0 out of 10, Wonderful, (4)
Newly built riverfront home with dock, kayaks, basketball court, & game room
Beautiful Peaceful Home
Living area

Beautiful Peaceful Home

10.0 out of 10, Exceptional, (2)
"I was deciding between booking a hotel or a home and thankful that we decided on this home for our weekend getaway. After visiting the museums in Cambridge, we were welcomed to our home away from home. Very relaxing, comfortable and spacious for our family. Conveniently located to downtown and nice neighborhood. If looking for a home to stay when in the Cambridge area, this is an excellent choice."
Beautiful Peaceful Home
Cozy 2BR Home near Idlewild Park
Living area

Cozy 2BR Home near Idlewild Park

10.0 out of 10, Exceptional, (3)
"This property was in a great location for attending the Waterfowl festival. The host thought about each detail and our stay was more than comfortable. "
Cozy 2BR Home near Idlewild Park
Waterfront Cambridge Home: Pool & Dock!
Cambridge Vacation Rental | 4BR | 5BA | Steps to Enter | 4,200 Sq Ft

Waterfront Cambridge Home: Pool & Dock!

3.0 star property
Waterfront Cambridge Home: Pool & Dock!
Relaxing, spacious 5BR house on the Hudson Creek in charming Cambridge
Room

Relaxing, spacious 5BR house on the Hudson Creek in charming Cambridge

2.0 star property
The price is AED 441
AED 1,631 total
includes taxes & fees
6 Jan - 7 Jan
Relaxing, spacious 5BR house on the Hudson Creek in charming Cambridge
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
Pool

Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F

10.0 out of 10, Exceptional, (2)
"This was the most peaceful and perfect property. I felt like I was on vacation and able to relax! We would definitely return if we are in the area again."
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
Beautiful Waterfront Retreat in Cambridge!
Exterior

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (33)
"The perfect Thanksgiving. House was just right for family of three although more people would have been fine too. Lived the crab shack and played lots of pool and ping pong. Kitchen well stocked. Owners were prompt in responding to any questions. We would come back in a heartbeat."
The price is AED 1,010
AED 1,884 total
includes taxes & fees
6 Jan - 7 Jan
Beautiful Waterfront Retreat in Cambridge!
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Our home blends into towering pines, lawns & hundreds of feet of waterfront

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

9.8 out of 10, Exceptional, (71)
"We stayed at Saddle House during 2024 Ironman Maryland, with 2 Ironmans competing and lots of support traveling to stay. I was concerned choosing a house about 20 minutes from the start/finish but it was an amazing choice with great bike route access. House is secluded and serene, amazing cleanliness, kitchen with everything you could ever need. Pictures are very accurate to the product you get. Jon was a great help finding things to do, house has incredible resources that support you during...
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Amazing Waterfront Retreat On The Chesapeake Bay Private Pool Private Beach
Aerial property view

Amazing Waterfront Retreat On The Chesapeake Bay Private Pool Private Beach

9.8 out of 10, Exceptional, (55)
"The original home is unique and gorgeous and the additions, the sunroom facing sunrises and the lodge style master chef kitchen gave us plenty of room to spread out. The large lawn and driveway gave us plenty of areas to walk the dogs and the beach was a daily swim spot for the dogs. The pool was one of the nicest we have had yet. We love the places with nice pools facing the boats out on the water. We will be back again for sure"
Amazing Waterfront Retreat On The Chesapeake Bay Private Pool Private Beach
Modern St. Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks & More
Baja Deck with umbrella- sit in pool on plastic adirondack chairs and read!

Modern St. Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks & More

10.0 out of 10, Exceptional, (129)
"Wonderful home for our girl's weekend getaway. Beautiful property on the water and close to Easton and St Michael's"
Modern St. Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks & More
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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Other property types in East New Market

Cottage on Cabin Creek
Beach

Cottage on Cabin Creek

10.0 out of 10, Exceptional, (102)
"Lovely quaint property for two. Exactly as described loved our stay. "
The price is AED 918
AED 1,324 total
includes taxes & fees
10 Jan - 11 Jan
Cottage on Cabin Creek
Warwick Farms Waterfront Retreat! Solitude and relaxation on the Warwick River
Exterior

Warwick Farms Waterfront Retreat! Solitude and relaxation on the Warwick River

10.0 out of 10, Exceptional, (10)
"Awesome "
Warwick Farms Waterfront Retreat! Solitude and relaxation on the Warwick River
Dollhouse in Central Historic St Michaels
Front of House

Dollhouse in Central Historic St Michaels

9.6 out of 10, Exceptional, (46)
"This was a comfortable home, and a nice location. We were staying mostly for business, so didn’t do much in town, but the main restaurant and shopping areas are two short blocks away. We did use the nearby nature trail to walk our dogs. The only concerns others might have with the house, and the reason for four stars instead of five, were: minimal kitchen equipment (few pots/pans etc.), steep narrow stairs to the second floor, and low water pressure in the shower. That said, none of these things...
Dollhouse in Central Historic St Michaels
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.