Photo by Lisa Warmouth Strusowski

Earleville Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Earleville

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, 36 reviews
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, 20 reviews
"Thoroughly enjoyed our stay! Betty is such a great host. Beautiful area...GREAT sunsets and close to the beach! Very comfortable weekend stay! Also close to some great wineries and Alpaca farms!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
9.4 out of 10, Exceptional, 30 reviews
"The property is well appointed, near several nice features (Chesapeake City, hiking, wineries etc.) and has beautiful views of the bay. Overall, we really enjoyed!"
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
Stunning waterfront villa with indoor pool and kids swing set and play area.
10.0 out of 10, Exceptional, 4 reviews
"Wonderful location, lots to do, close to Chesapeake City, excellent host"
Stunning waterfront villa with indoor pool and kids swing set and play area.
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
9.4 out of 10, Exceptional, 11 reviews
"Great"
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, 90 reviews
"Myself, mom, sister, and friend came down for the weekend to participate in the Mammoth March held at the Fair Hill Park. The house was nice and close, clean, and comfortable."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Cozy home with fenced in yard-Pet Friendly. 2 block walk to historic downtown!
9.6 out of 10, Exceptional, 45 reviews
"Owner very helpful to anything we needed. Was within walking distance to everything in town which has wonderful shops and places to eat."
Cozy home with fenced in yard-Pet Friendly. 2 block walk to historic downtown!
Chesapeake City Overlook: Breathtaking View!
10.0 out of 10, Exceptional, 5 reviews
"Lovely home and hostess! Very clean and responsive. Beautiful water views. Excellent vacation home"
Chesapeake City Overlook: Breathtaking View!
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, 89 reviews
"Our Family decided to take a last minute Spring Break trip and had a fantastic time. Matt was a great host and easy to communicate with. We were pleasantly surprised by all of the local dining options. Despite terrible weather that we experienced, we made the best of our trip and had a great time."
Waterfront house with amazing views. Top of the Chesapeake
Rambling Victorian Beach House on Maryland's Eastern Shore
10.0 out of 10, Exceptional, 13 reviews
"Our group of couples + kids enjoyed our getaway to the Eastern Shore. Betterton was a great home base to visit our alma mater, Washington College, in Chestertown. There, we visited the farmers market and waterfront park & playground with the kids. Back in Betterton, the house fit our group well. Plenty of bedrooms, bathrooms and space for each family. The kids & adults enjoyed spending time lounging in the third floor living room. We were pleased that the house had plenty of games, kids toys,...
Rambling Victorian Beach House on Maryland's Eastern Shore
Waterfront Oasis w/ Private Dock, 3BR/2BA
9.8 out of 10, Exceptional, 20 reviews
"The kids joined us for a weekend on our sailboat, this was the perfect spot to get together after a long day on the water. My one son set a new record on the PAC Man and the other caught a beautiful bass off the dock. The river view from the sunroom is spectacular! Everyone always migrated there. Great time had by all. We will be back in the fall."
Waterfront Oasis w/ Private Dock, 3BR/2BA
First Floor Studio Apartment in Historic Chestertown
9.8 out of 10, Exceptional, 60 reviews
"It was a nice room in a nice neighborhood. Only complaint would be the coffee maker was awful."
The price is MXN$1,994
per night
8 Jul - 9 Jul
First Floor Studio Apartment in Historic Chestertown
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
9.6 out of 10, Exceptional, 4 reviews
"Tv channels were sparse"
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Clean and Cozy 2 BR home blocks away from downtown
10.0 out of 10, Exceptional, 15 reviews
"Great house, very clean. Only a short few minute walk to restaurants and shops and parks."
Clean and Cozy 2 BR home blocks away from downtown
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, 36 reviews
"House was very clean and in an excellent location. However the grounds were in need of weeding to the point that the advertised upper bay view was blocked or partially blocked from many areas. Host was prompt in responding when I reached out."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.4 out of 10, Exceptional, 28 reviews
"Truly an unobstructed view of the bay. Property was very clean, and had plenty of space for 9 people (7 adults, 2 teens.) Excellent communication w/ host and well-stocked with kitchen supplies, linens, and outdoor equipment for your stay. The front porch was missing some screens and needed a little cleaning and sprucing up for the summer season. Overall, a wonderful stay, and our family made a lot of great memories at Buena Vista!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, 128 reviews
"Three generations from PA, CO and VT all converged on the "Top of the Chesapeake" and had a lovely time. This is a stellar place for bird watching since it's between a creek and the upper Bay ("river".) Kayaks were a hit with 12 year olds and their parents. The owner's very reasonable rules and guidelines were so easy and he was available for help. Highly recommend this place!"
The price is MXN$6,509
per night
8 Jul - 9 Jul
Top of the Chesapeake - Minutes from Historic Charlestown
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, 28 reviews
"Pretty house with plenty of room. Easy check in and out."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, 155 reviews
"This River property is a little bit of Paradise away from home! It is everything and more as advertised! My husband and I leased the property for 5 nights for a family reunion, ages 1 to 89 years old! My family of 5, my Mom, Dad and Grandmother, my brothers family of 4 and my nieces family of 3. The house was big enough for all of us to be together or everyone could have their own space. We enjoyed the pool, the hot tub, the playground and the sunsets across the river were amazing. My...
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
10.0 out of 10, Exceptional, 53 reviews
"Good location. House well stocked. Great pool. Short hike to river. Lots of kayaks ,a canoe and paddle boards"
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Don't see what you're looking for?
See all available properties in Earleville
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 Earleville you may be interested in

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, 36 reviews
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, 20 reviews
"Thoroughly enjoyed our stay! Betty is such a great host. Beautiful area...GREAT sunsets and close to the beach! Very comfortable weekend stay! Also close to some great wineries and Alpaca farms!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 star property
7.4 out of 10, Good, 1,003 reviews
"I was impressed with the cleanliness!"
The price is MXN$1,133
per night
15 Jul - 16 Jul
Quality Inn & Suites Bel Air I-95 Exit 77A
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.

Frequently asked questions

Can I find vacation rentals in Earleville?

Yes, you can find vacation rentals near popular sights in Earleville, or you can choose a more remote option if you want a relaxing place to stay. Earleville is known for its museums.

How many vacation rentals are there in Earleville?

Expedia has 4 vacation rentals for your stay in Earleville.

What can I see and do in Earleville?

Explore the area and family-friendly sights such as Havre de Grace Maritime Museum, or get out into nature at a spot like Elk Neck State Park. Bohemia Vista Marina and Betterton Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Earleville?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Earleville. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.

Recent reviews of Earleville properties
Expedia verified reviews