Holiday rentals with a patio in Milton

Tranquil Times-Pet Friendly 5 mi to Bethany Beach

Why go "Glamping" when you can vacation in this newly renovated cottage? Spend "Tranquil Times" relaxing on the screened porch by a firepit, or riding bikes down the quiet lane. Peaceful. Wi-fi and smart TVs. The outdoor shower is perfect for your return trip from the beach. The Hosts have been hosting another vacation property for over 15 years with great reviews. Conveniently located near the beaches, bays, activities, & dining. We now have window blinds in all bedrooms and Living Room.

First Floor Comfort and Convenience

This first floor condo is conveniently located in a family-friendly community with all you need within walking distance, including several restaurants and a grocery store. A short and easy 3-mile drive to Lewes Beach and the charming town of Lewes makes this an ideal location. Amenities include access to two pools, tennis courts, pickle ball courts and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

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.

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.

1 BR The Blue Bird Tree Tiny House cabin!

Tiny Home with mature trees in the middle of the nature but close to the beaches! Tranquil woodsy getaway located on 3 acres of mature trees, 8 miles to beaches, and shopping! The Blue Bird is an older 1950's style tiny cottage, 900sq ft, on the 2nd floor (garage on 1st floor), with 1 bedroom Queen Bed, Den, 2 baths, fully equipped kitchen, large deck for relaxing. There is an entry exterior door Security Camera for safety. Not suitable for toddlers due to 14 steep stairs.

Hobbs & Rose | A Peaceful Cottage Escape

Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

Maplewood - Simply Comfortable, Dog Friendly

Have fun with the whole family at this stylish place in the center of it all. Near the beach, away from the crowds. Local attractions: Sandhill Fields - .5 miles Sports at the Beach - 1 mile Dogfish Head Brewery - 5 miles Lewes Beach -8 Cape May Lewes Ferry Terminal Cape Henlopen State Park Tanger Outlets - 12.4 miles - 13.9 miles And lots of other tax free shopping. Rehoboth Beach Boardwalk - 17.5 miles Dover Downs - 39.1 miles Many other attractions nearby.

Hot tub, Relax, Shop & Dine, Sleeps 8, Games

A convenient central location between Rehoboth/Dewey and Lewes Beaches. You can walk to the neighborhood pool (available Memorial Day- Labor Day). Stylish, clean and comfortable, our house is an entertainer's dream. A huge 11 ft island and open concept living space is perfect for gatherings. Each bedroom is curated for comfort. The peaceful, private back deck is perfect to layout. We go above and beyond to ensure the best experience for our guests.

Beach Getaway•Hot Tub + EV Charger•4 mi to Beach

Relax in our stylish 2 BR / 1 BA Rehoboth Beach getaway! This top-floor coastal farmhouse duplex is bright, comfortable, and perfectly located—just 3.7 mi to the beach, moments to outlet shopping and dining. Sip coffee on the sunny deck with lounge seating, then unwind in the hot tub after a beach day. Enjoy a fully stocked kitchen, fast WiFi, on-site laundry, EV charger, free parking, and tasteful décor designed for the perfect coastal escape.

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

CoastalBoho-Spacious 4BDtownhouse 3 mi from beach

Great energy and a calmness through out our newly renovated end-unit townhouse. Located only 3 miles from the beach, this home boasts two master bedrooms with ensuite bathrooms, one of which is located on the first floor. Fully equipped kitchen for the nights you may want to cook, comfortable accommodations for adults and children, and a relaxing atmosphere that welcomes you to the "slower, lower way of living".

Mid-Century Milton w/heated Pool, POOL OPEN MAY 15

Mid-Century Modern Retreat with Pool – Beaches, Breweries & Parks Unwind in style at this mid-century modern escape at Red Mill Pond. With its private pool, open design, and curated retro décor, the home is as comfortable as it is eye-catching. Perfectly located near the breweries, beaches, and bike paths! 9 mins - Dogfish Brewery 12 mins - Lewes Beach 16 mins - Rehoboth Beach Boardwalk 19 mins - Dewey Beach