Vacation rentals with a patio in Milton

Sunrise Studio - Ocean Front, on Boardwalk, Pool!

Our quiet ocean front studio has all the comforts of home with amazing views, a balcony hovering over a serene stretch of the Boardwalk, and is just steps away from restaurants, shops, arcades, rides and all of the best boardwalk foods! Walkable to everywhere in town! If you want to venture out further, a bike rental shop is just a few doors away! Enjoy a bike ride through town or to Dewey Beach. If you are looking for a scenic ride, enjoy the bike trails to Cape Henlopen State Park and Lewes.

The Red Maple Studio minutes from Salisbury!

Red Maple Studio is a private 1 bedroom studio centered on a quiet street in historic Delmar, MD. Kylan Barn - 6 min. Venue 54 - 7 min. Downtown Salisbury - 15 min. SU - 20 min. OCMD - 45 min. Sleeps (4). Queen bed and full size pull-out couch. Workspace, fast WIFI, kitchenette, private laundry. Safe neighborhood, off-street parking, well lit walkways. Inviting backyard patio with 6' tall privacy fence all just for you. Stylish, super clean and comfortable. Sorry no pets or smoking.

Lewes Carriage House : Luxury Bathtub & Spa Robes.

Lewes Carriage House offers a one-of-a-kind, architecturally designed boutique luxury stay nestled on a picturesque 4-acre estate. Ideally located just a 5-10 minute drive from downtown Lewes and Cape Henlopen beaches, the property offers the perfect balance of proximity and seclusion for romantic retreats, special occasions, or a unique escape. The grounds feature lush perennial gardens, an old-growth forest, native wetlands, and a serene 1-acre pond. Estate sized pool & private spa/hot tub.

19th Century Cottage with Modern Amenities

Book your Hallmark Christmas stay today, fully decorated by Thanksgiving until the end of January!! Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. 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!

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.

Elegant 3-Bedroom Condo in Lewes with Pond Views

You will love this bright open condo, with a vaulted ceiling in the family room.There are gleaming wood floors throughout the main living areas. The large wrap around 3 season room has a large sitting area along with a table for dining with beautiful pond views. The master suite features a large walk in closet and master bath with the guest bedrooms & bathroom on the opposite side. Plantations is a beautiful community with green space, ponds, mature landscaping and walking paths.

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.

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 and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

1st Floor Beach-town Condo in Lewes

Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

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.

Relax, Party, Beach, Repeat!

The whole group will enjoy easy access to everything from this centrally located home. This private property is close to Rehoboth, Dewey and Lewes beaches. It is adjacent to Hopkins Farm Creamery and Hopkins Heartland. Sports at the Beach is a short drive. This private 6-bedroom home has a full game room and bar in the finished basement. The full outdoor deck with a wrap-around porch is perfect for entertaining. Beach chairs and an umbrella are provided.

Historic home, great yard & walk to Dogfish!

The Lank House—a Milton landmark 3 blocks from Dogfish Head Brewery and a short drive to Broadkill, Lewes and Rehoboth Beaches. The 1st floor of this fairytale home is available and has a separate entrance with keyless entry: 2 bedrooms and 1 bath, a full kitchen, designated office, large living room, private deck, a patio and a flagstone firepit area with a Solo stove. Walk to restaurants, bars, parks, theater, shops, playgrounds or fishing & kayaking.