Holiday rentals in Milton

4.92 out of 5 average rating, 210 reviews

Guest suite in Lincoln

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.

4.96 out of 5 average rating, 130 reviews

Near Dogfish, DE Turf Sports@Bch Linen-towels incl

Discount Rates Mon-Thurs. Chestnut Retreat is a historic farm style home located in historic town of Milton, DE (12 miles from local beaches). DE Turf is 25 minutes away & Sports @ Beach is 10 minutes away. This home has been renovated. Relax in the screened in porch with 2 reclining chairs & swing. Home has 3 bedrooms (1 bedroom downstairs, 2 upstairs) & queen sleeper sofa in living room. Patio has grill and fire pit. Short walk to Dogfish Head Restaurant. Easy walk/bike ride to downtown.

4.97 out of 5 average rating, 583 reviews

Flat in Greenwood

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)

Superhost

4.82 out of 5 average rating, 243 reviews

Glennie's Place Quiet Historic Street/Town

A small historic home in the city of Milton, De. Milton offers small USA hometown charm that is close the world famous Delaware beaches. This home was lovingly upgraded, renovated by Glennie's grandson. Enjoy the sunshine off of the back deck while preparing your BBQ. Take a short walk to Milton's city park which is a few minutes from the house off of the Broadkill River. Check out some of the gift shops, eateries, The Milton Theatre, or a tour of the world renown Dogfish Head Brewery.

5 out of 5 average rating, 35 reviews

Holiday home in Milton

Serene Cozy Couples Getaway

Forget your worries in this lovely private getaway that's close to numerous attractions: The upstairs apartment is comfortable with all the amenities needed to make your stay relaxing and enjoyable. We're close to beaches, dining, shopping, and outdoor activities. The charming deck is the perfect spot to relax and enjoy reading a book, having breakfast, dinner, or a nice evening drink. Not suitable for children, pets, Not handicap accessible. No one under 20. No Smoking on premises.

Apartment in Rehoboth Beach

4.96 out of 5 average rating, 113 reviews

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

This spacious, clean, and modern 2-bedroom, 2-bath condo is the perfect place to unwind after a road trip or a sun-soaked day at the beach. With a King bed, Queen bed, beach parking pass, and bikes included, getting to Rehoboth Beach is as easy as it gets. And when you're back home, parking is a breeze — with hundreds of open spots right outside the condo. We even provide you recommendations to restaurants, fun activities and even what to order! Beach, Outlets, Parks and Good Food.

4.93 out of 5 average rating, 181 reviews

Broadkill Beach, seafood, fishing, beach, birds

If you have never been to Broadkill, this is a must. If you are looking for a quiet place to relax, read your favorite book on an empty beach, fish or crab, visit the famous Rehoboth Boardwalk or shop at the outlets, this is the place for you. Located only 1 1/2 block from the beach. Bird watchers paradise. Home on dead end street with very little to zero traffic. Located next to Prime hook National Wildlife Refuge. The extra person charge is for adults only exceeding 4 guest.

4.95 out of 5 average rating, 162 reviews

Tiny home in Lewes

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

4.97 out of 5 average rating, 565 reviews

Flat in Rehoboth Beach

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.

4.99 out of 5 average rating, 314 reviews

Apartment in Lewes

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

4.96 out of 5 average rating, 176 reviews

Flat in Milton

Beachin' Inn Milton

Welcome to Beachin' Inn Milton! This cozy apartment located in the quaint, historical town of Milton, DE is the perfect getaway. Our apartment is light and airy with a beach theme. Enjoy the entire apartment to yourself with a keyless private entrance, full bath, washer/dryer, free Wifi and stocked assorted coffee pods. There is no stove/oven, however, we offer a microwave, toaster oven, Air Fryer and induction burner.There is private parking right out front.

4.97 out of 5 average rating, 181 reviews

Guest house in Milton

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!

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Other great holiday rentals in Milton

Superhost

4.97 out of 5 average rating, 37 reviews

Pets Friendly Waterfront Large backyard with grill

StephanieRating, 5 stars1 month ago

FANTASTIC place if you want to be close to the beach. The house is dog friendly as is Broadkill beach. Would be great for families too but it was set up so nicely for someone who travels with their dog. Very clean and has everything you need. I plan to return to this rental whenever I visit the beach!

5 out of 5 average rating, 10 reviews

Flat in Lewes

Bubba & Banjo’s

LindaRating, 5 stars1 week ago

Jacki's place was a beautifully decorated and super clean 1 bedroom apartment with lots of space. The kitchen was nicely supplied with dishes, cooking items, and even coffee for the coffee machines! The bathroom shower was exceptional with it's tiled surface! A great place that we'd rent again! It was a great location for Lewes, Rehoboth, and Dewey Beaches!

4.95 out of 5 average rating, 99 reviews

Flat in Ellendale

Near Beaches and outlets.

HeatherRating, 5 stars1 week ago

This place was perfect! It was clean, nice amenities, and Jose and his family were so nice, flexible and accommodating to us and our pups. We will definitely be back if planning to stay in this area again!

5 out of 5 average rating, 9 reviews

Heidi’s Milton Farmhouse

MichelleRating, 5 stars1 week ago

The home is about 4 minutes away from such a cute little town. The neighborhood is quiet and the house was wonderfully stocked.

5 out of 5 average rating, 5 reviews

Small wonders

WalterRating, 5 stars1 day ago

I can’t say enough positive about Jennifer’s cottage. First off it looked & even smelled brand new. Not just the house but everything inside, from the furnishings, bedding, decorations, appliances did as well. It was immaculate. Comfortable. Convenient to so many local attractions. Jennifer also was a perfect host. Proactive and communicative. Probably the only place I’ve stayed where I didn’t need to contact the host for a question or issue after arrival. Her instructions and information were complete and clear. We are hoping that all her future guests take care of this gem so that it remains as pristine as it is now.

Superhost

4.83 out of 5 average rating, 46 reviews

Coastal Cottage - 15 Mins to Beach + Bike Trail

DruRating, 5 stars9 months ago

Place was very clean and organized. Host responds pretty quickly and answers all your questions

4.88 out of 5 average rating, 86 reviews

Guest suite in Milford

Studio apt near DE turf, beaches, &hospital

JessicaRating, 5 stars4 weeks ago

We enjoyed a weekend with our 2 year old golden retriever at Jennifer’s place. We were able to take some time out at local restaurants/activities that allowed dogs as well as visiting dewy beach that was only a 30 min drive. We all were very comfortable and relaxed.