Family-friendly vacation rentals in Dover

Entire Home in Quiet Country Setting. Dover, DE

Home is close to restaurants, family-friendly activities, Dover AFB and BAYHEALTH HOSPITAL. Home is good for Healthcare students, couples, solo adventurers, business travelers, and families w/kids. 10 minutes from Bombay Hook Wildlife Refuge, Dover Downs Speedway and Bayhealth Hospital. 15 minutes from Dover Air Force Base. 20 minutes from DE Turf Sports Complex. 50 miles from DE beaches. High speed internet, Verizon Fios w/140+ TV channels. Coffee provided. We look forward to hearing from you.

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront guest suite conveniently located less than 10 minutes from historic Chestertown and Washington College. Beautiful views of our tidal creek, full kitchen, wooded lot, quiet neighborhood, bird watching, kayaking, great biking & running options. Friendly pets (indoor cats and dogs who can share the yard with us and our dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice.

Sunny& Zen Home

Welcome, this lovely & charming 2-bedroom home is the perfect escape for couples or small families looking to relax & explore all that the CM has to offer. Located minutes from the Delaware Bay, Cape May Point, Cape May beaches, & the area’s best shopping & dining, you’ll enjoy easy access to it all—without the crowds. Cozy patio off the kitchen – the perfect spot for your morning coffee or an evening glass of wine This home offers everything you need for a relaxing & memorable stay.

Charming Bayfront Tranquility

Bayfront location! Just 20 steps to the beach! My place is close to restaurants and dining, amazing views, the city center, art and culture, and parks. You’ll love my place because of the beachfront access, and the ambiance. My place is good for couples, solo adventurers, and furry friends (pets). Please NOTE: Minimum stays of (2 days or more are required.) Special consideration for longer or shorter stays can be discussed upon booking. PLEASE read over all instructions when booked

Beach Sunrise * Walk & Bike * Culinary Coast

Explore Lewes (loo-iss) from our walkable in-town spot. ✔ Walk Downtown - Restaurants, shops, parks - 2 minute walk ✔ Walk or bike to Lewes Beach - Less than a half mile ✔ Bike Trails - Plenty of options at your fingertips ✔ Cape Henlopen State Park - Less than 2 miles ✔ Easy electronic keypad entry ✔ Fast Gigabit Speed Wi-Fi (950/880 Mpbs) ✔ Roku Smart TV - includes free YouTube TV with cable channels ✔ Parking is plentiful *Bonus* Two complimentary bicycles provided

Beautiful Beach House in Rehoboth

Now Available during Summer Season for the first time! Few spots still open: July 13-16; Aug 25-28. Gorgeous modern spacious house in Rehoboth Beach with large open floor plan on quiet street. Five bedrooms/3.5 baths. Walk to town/beach - four blocks from beach right off Rehoboth Ave. Private pool with two levels of decks, grill and table/umbrella on top deck. Big open kitchen/dining/living area, over 3000 square feet of space overall.

Direct Oceanfront close to Northside Park!

Location, location, location! 2 bed, 2 bath direct oceanfront condo, with incredible ocean sunrise views from your private enclosed patio. Master bedroom features unbelievable views of the ocean, glass slider out to the patio & in suite full bath! Walking distance to Northside Park, restaurants & shopping. 2 assigned parking spaces. Elevator or steps - you pick. Washer/dryer in unit.

Ebb & Flow Beach House - Lewes Bay Beach Retreat

Booking thru Nov 1, 2025. Ebb & Flow Beach House is a 4 bedroom, 3 full bath multi-family retreat with an airy open floor plan. It is tastefully decorated and fully stocked. You will feel relaxed just walking in the door. 5 min walk to the beach. 10-15 minute walk to historic downtown Lewes. Lewes Short Term Rental License R2300082