Vacation rentals in Earleville

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Top-rated vacation rentals in Earleville

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Forest Hill

5.0 out of 5 average rating, 107 reviews

Scenic, private 2 room-guest suite, near Bel Air

Relax and enjoy the scenic view of the countryside in this spacious (3 room) guest suite. The sunset is gorgeous! Spend the weekend enjoying the local activities: Dance under the stars at Boordy Vineyard Taste the craft beers at local breweries Hiking at Rocks State Park Biking nearby at the old railroad trail Explore the shops and restaurants on Main Street in historic Bel Air Spend a work trip in this peaceful, quiet space, located close to Aberdeen Proving Grounds, Peach Bottom Plant.

Feb 2 – 9

G$21,409 GYD per night
Guest favorite

Apartment in Frederica

4.96 out of 5 average rating, 253 reviews

Smokefree Lakeside Relaxation

Quiet smoke free lakefront Carriage House studio over garage with separate entrance. Mini Fridge, microwave, dishes. Use of fire pits, canoe, SUP, dock. Lake is fishable and swimmable. Flatscreen HDTV with Premium Channels. WiFi to use with your own device or use my laptop in unit. 45 min from beach. 20 minutes to Dover. 4 parks with walking paths within 10 miles. Close to Dover Air Force Base but not in flight path. Well behaved social pets with responsible owners are welcome!

Dec 22 – 29

G$15,695 GYD per night
Guest favorite

Guest suite in Chestertown

4.99 out of 5 average rating, 190 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.

Sep 14 – 21

G$29,365 GYD per night

Popular amenities for Earleville vacation rentals

Other great vacation rentals in Earleville

Superhost

Cottage in Betterton

4.8 out of 5 average rating, 51 reviews

Cottage By the Chesapeake

May 13 – 20

G$25,954 GYD per night
Guest favorite

Cottage in Charlestown

4.98 out of 5 average rating, 43 reviews

Long Beach Cottage, (romantic couple’s getaway)

Nov 26 – Dec 3

G$96,854 GYD per night
Guest favorite

Apartment in Chesapeake City

4.95 out of 5 average rating, 63 reviews

hygge haven: hygge= happy + cozy

May 30 – Jun 6

G$27,675 GYD per night
Guest favorite

Cottage in Chesapeake City

5.0 out of 5 average rating, 52 reviews

Bohemia Bungalow

Feb 3 – 10

G$48,024 GYD per night
Guest favorite

Home in Elkton

5.0 out of 5 average rating, 24 reviews

Elk River Cottage

Jun 12 – 19

G$52,991 GYD per night
Guest favorite

Apartment in Elkton

4.98 out of 5 average rating, 53 reviews

Short Term Water Oriented Furnished Apartment

Aug 28 – Sep 4

G$27,867 GYD per night
Guest favorite

Home in Charlestown

4.91 out of 5 average rating, 66 reviews

Cozy cape cod in water oriented Community near I95

May 1 – 8

G$28,342 GYD per night
Guest favorite

Home in North East

4.94 out of 5 average rating, 71 reviews

Red Point Lighthouse

Feb 17 – 24

G$165,306 GYD per night
Guest favorite

Cabin in North East

4.92 out of 5 average rating, 25 reviews

Sunset Bay Waterfront cottage on Chesapeake Bay

May 7 – 14

G$56,178 GYD per night
Guest favorite

Home in North East

4.94 out of 5 average rating, 84 reviews

The Cove at Hance Point waterfront home North East

Dec 12 – 19

G$90,386 GYD per night
Guest favorite

Apartment in Clayton

4.95 out of 5 average rating, 40 reviews

Quaint 1 BR apt in Historic Firehouse

Sep 6 – 13

G$22,188 GYD per night
Guest favorite

Guesthouse in Elk Mills

4.97 out of 5 average rating, 37 reviews

Private Country Guesthouse Getaway Minutes from UD

Aug 5 – 12

G$27,573 GYD per night

Destinations to explore

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  5. Earleville