Holiday houses in Milton

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Top-rated holiday rentals in Milton

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Guest favourite

Home in Milton

4.88 out of 5 average rating, 93 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.

Top Guest favourite

Guest suite in Lincoln

4.93 out of 5 average rating, 228 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.

Guest favourite

Home in Milton

4.96 out of 5 average rating, 133 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.

Top Guest favourite

Home in Milton

5 out of 5 average rating, 42 reviews

The Atlantic House

Welcome to our home located in the historic town of Milton. Our home located on a quiet corner lot, plenty of room for outdoor activities. You'll be in walking distance to restaurants, grocery stores, coffee & antique shops. A short drive to: Lewes beach (12mi ), Rehoboth (15 mi), Sports @ the Beach (7mi), Sandhill Fields (6mi), DE Turf (19mi) Milton Theatre - 0.6 miles Enjoy coffee on the back patio & S'mores at the fire pit. We know you'll enjoy your stay....we will make sure of it!

Top Guest favourite

Home in Milton

5 out of 5 average rating, 13 reviews

Heidi’s Milton Farmhouse

Welcome to this single-family home in our quiet residential neighborhood. The peaceful property is a short drive to Rehoboth, Dewey and Lewes beaches. It’s a three bed / two bath that can sleep up to 8. Washer dryer is available for laundry. Large fully stocked kitchen with center island. 5 minutes from Milton’s picturesque historic downtown and super close to Dogfish Head Brewery’s main Milton location. Strategically located between Dogfish and Dewey Beer Co. and close to Nassau winery.

Top Guest favourite

Apartment in Greenwood

4.97 out of 5 average rating, 603 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)

Superhost

Home in Milton

4.82 out of 5 average rating, 253 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.

Top Guest favourite

Home in Milton

4.94 out of 5 average rating, 33 reviews

Luxury getaway close to beach

This brand new home is designed with your comfort and joy in mind. It is a 3BR 2BA with a spacious great room for relaxing in, nestled in a quiet street, overlooking farmland. The home has indoor and outdoor space and is located in the historic town of Milton. Stroll through the town for antique shopping & dining & end your evening at the famed Dogfish Brewery. Take a 4 mile drive to our local Broadkill Beach or go further afield to the first town of Delaware, Lewes, or Rehoboth Beach.

Top Guest favourite

Holiday home in Milton

5 out of 5 average rating, 42 reviews

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.

Superhost

Home in Milton

4.86 out of 5 average rating, 86 reviews

Teeny's Place: A Historic Milton Home.

Family friendly get-away filled with fun. All the amenities of a single family home, plus a backyard made for life at the beach. Proudly offering an in-ground pool, air-conditioned pool house with changing room, 3 season entertainment space, fire pit and deck spaces. The Pool is opened May 1st-October 1st. Walking distance to Downtown Milton's shops, restaurants, and -of course- Dogfish Head Brewery. Just a short drive to the Delaware Beaches. Newly renovated Pool House in 2024.

Guest favourite

Apartment in Rehoboth Beach

4.97 out of 5 average rating, 577 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.

Top Guest favourite

Apartment in Milton

4.96 out of 5 average rating, 185 reviews

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.