Holiday rentals in Millsboro

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Top-rated holiday rentals in Millsboro

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

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Guest favourite

Guest suite in Lincoln

4.92 out of 5 average rating, 210 reviews

Nicencozy, near DE Turf, Bayhealth, beaches, AFB

Stay in peace at this smoke-free, quiet abode. Within 10 mins of Milford (Bayhealth Sussex, Walmart, shopping, pharmacies, restaurants, etc.). 15 mins: DE Turf, Milton, breweries. 20-30 mins: Bowers Bch, Pickering Bch, Sports at the Bch, Dover & Georgetown, theaters & casinos. 30-45 mins: other beaches and outlets. Please review Guide Book and House Manual after booking, and call us after a last minute booking, so we can tell you how to get in. Snacks, water, etc. provided while supplies last.

Top guest favourite

Flat in Greenwood

4.97 out of 5 average rating, 584 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Top guest favourite

Cottage in Frankford

4.99 out of 5 average rating, 163 reviews

19th Century Coastal Cottage with Modern Amenities

Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

Guest favourite

Townhouse in Millsboro

4.94 out of 5 average rating, 18 reviews

Cozy Coastal Condo 2BD, 2.5BR

Welcome to this charming 2-bedroom retreat, perfect for a nice coastal getaway! Nestled just 15 miles from the DE beaches, our inviting condo offers a tranquil escape. This lovely river town offers visitors delicious food, outdoor activities, and historical sites. Whether you're seeking a romantic getaway, a family adventure, or a friends' retreat, our 2-bedroom condo offers the perfect blend of comfort, convenience, and coastal charm. *We also offer monthly rentals and 3-month stays!*

Top guest favourite

Tiny home in Parsonsburg

4.98 out of 5 average rating, 45 reviews

Cozy Cottage Hideaway

This memorable place is anything but ordinary. Our tiny cottage was designed for a peaceful retreat or romantic getaway. It has a full size bed and also a twin that is suitable for a younger child. Step outside to enjoy the peaceful surroundings on the front deck, you may even see some fox, deer, or other wild life roaming the area. There is also a campfire and picnic area on site. The location is just a short drive to local beaches. This little gem offers the best of both worlds.

Top guest favourite

Bus in Frankford

4.95 out of 5 average rating, 118 reviews

Delightful Skoolie Near Bethany Beach

Try tiny living! Come to the Delaware beach for a unique glamping experience. The Coastal Cruiser is a 1985 Thomas School Bus turned tiny home. Spend your days exploring the Delaware Coast and come home to a rustic Skoolie with a full kitchen & outdoor area. You have access to fire pit, grill, and outdoor seating area. We’ve renovated- there is a bunk bed, and a full bathroom with toilet, shower, and sink. The bathroom is in a separate building about 20 ft from the bus.

Guest favourite

Flat in Rehoboth Beach

4.97 out of 5 average rating, 565 reviews

Cozy condo / 3,5 miles from the beach.

Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

Guest favourite

Apartment in Dewey Beach

4.94 out of 5 average rating, 65 reviews

Luxury Bay & Oceanview Condo in the Heart of Dewey

Escape to this stunning 4th-floor, 2BR, 2BA condo, just steps from the ocean in Dewey Beach. Enjoy breathtaking views of Rehoboth Bay and the Atlantic from your private terrace. This family-owned condo is fully stocked with all the essentials and offers exclusive access to the rooftop deck, pool, and more. Unit 452 at The Residences Lighthouse Cove is the ideal spot for family vacations, getaways, or business trips. Your dream stay is just one click away!

Top guest favourite

Guest house in Milton

4.97 out of 5 average rating, 182 reviews

The Book Nook - A Private Downtown Retreat

In the heart of downtown Milton, you will find a newly renovated guest cottage less than 10 miles to the beach! If you plan on staying local, simply park your car at the designated off-street parking space and travel by foot to the many shops, restaurants, and attractions offered in historic Milton. Whether you're walking the few short blocks to Dogfish Head Brewery or spending an evening at the theater, The Book Nook will serve as the perfect location!

Top guest favourite

Home in Lewes

4.98 out of 5 average rating, 189 reviews

Beautiful Waterfront Home-Private, Clean, Relaxing

A beautiful and peaceful get-away all year round! Bright and sunny 3 bed/2 bath waterfront home with wrap-around deck. Fully stocked, community pool, walking trails, kayaks and more! Visit Rehoboth or Lewes Beaches (10 miles away), Cape Henlopen and tax-free outlet shopping (6 miles away)! Great for families, water lovers, and bird lovers! Sunday to Sunday weekly rentals *only* from Memorial Day to Labor Day.

Guest favourite

Apartment in Lewes

4.94 out of 5 average rating, 102 reviews

Cozy condo in the Villages of Five Points, Lewes

Located in the Villages of Five Points Lewes, east of route 1, our condo is the perfect spot for your weekend gateway or a family beach vacation. Lewes beach is about 3 miles, biking paths and trails that connect to downtown Lewes are in close proximity. Within walking distance from the property enjoy the restaurants, have a splash in the pool in the summer time, or hit the tennis courts for some fun.

Guest favourite

Flat in Frankford

4.88 out of 5 average rating, 33 reviews

Suite As Pie- Apartment #3

Located only 20 minutes from Bethany Beach, “Suite As Pie” is tucked into the little town of Frankford, Delaware. This beautiful suite is one of three and overlooks several acres of land with goats and chickens. Listen at night to the sounds of the bull frogs in the distance, and enjoy a quiet evening on the patio. You’re sure to find some peace and tranquillity in this charming little spot!