Holiday rentals in Milton

4.87 out of 5 average rating, 86 reviews

Cheerful Country Bungalow - Near Dogfish Brewery

Welcome to our cozy retreat on the outskirts of Milton, where simplicity meets comfort! Ideal for a small group of family & friends seeking a peaceful getaway. Our charming 2-bedroom, 1 sofa bed, 1-bathroom home offers a tranquil escape from the hustle + bustle of city life. Our home is located within walking and/or bicycling distance of downtown Milton attractions, including Dogfish Head Brewery, amazing restaurants, Milton Theatre, a library, and a plethora of other family-oriented activities.

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, 112 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.

4.97 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

4.95 out of 5 average rating, 22 reviews

Horseshoe Haven-Roof Deck, Beach Views, Game Room

Feng-YingRating, 5 stars2 weeks ago

There are many nice features about the rental. Being by the Beach, the living spaces are on the second and third floor, so the dumbwaiter is helpful to transfer your luggage items to the top floors. With board games, bumper pool, shuffle board, arcade, 2 TV areas, large dining table and roof deck, there is plenty of entertainment in the house and plenty of nooks for everyone to occupy. All the bathrooms are inside the bedrooms except one. Roof deck has a great view of sunrise and sunset. On the ground floor, there are beach chairs, wagon, and kayaks available. We were there for Memorial weekend and horseshoe crabs were supposed to be beaching to mate at high tide, but unfortunately we didn't catch them at the right time. We still saw plenty of crabs and collected plenty of shells. The beach access is easy and feels so private. we love being away from the crowd. Rehoboth, Lewey, and Cape Henlopen state Park are only a short drive away for half day excursions. We all loved this trip!

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, 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!

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 starstoday

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

5 out of 5 average rating, 7 reviews

Flat in Georgetown

Apartment near Rehoboth/Lewes beach, sports & shop

StephanieRating, 5 stars1 week ago

Our family spent two nights there and loved it! Plenty of space for my husband and two young kids. Everything was new and clean. The neighborhood was quiet and the host was kind and responded quickly. Would absolutely stay again. Often you find that pictures are a little deceptive and places end up smaller than you imagined from the pictures, the opposite is true this time. It was a lot bigger and roomier than I expected.