Holiday rentals with a patio in Bowers

Tiny Living: The Blue Bird Tree House 1BR/Den

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 cabin on the 2nd floor (locked garage on 1st floor), with 1 bedroom Queen Bed, Den with single bed, 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. Must be 21.

Villas/DelHaven Private Guesthouse 1 night minimum

Retreat to this comfortable Villas beach Bungalow nestled in a private garden. Close to all the local action. Linger in the Adirondack chairs or take advantage of the kayaks and/or Paddle Boards to soak in beautiful sunsets on the bay. This getaway was meticulously renovated in 22 with an interior designer's eye for clean lines and comfort. Quiet and perfect for those looking to partake in the area's multitude of activities. Ideal for a solo or couples get away to take in life's simple pleasures

River House on the Choptank

Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.

Coastal 2BR • 10 min to Beach & Trails

Welcome to The Loft, a cozy Rehoboth Beach retreat. Feel right at home in this spacious 2BR, 2BA condo conveniently located East of Rt. 1 between Rehoboth Beach and Lewes Beach. The condo is also just minutes from Junction & Breakwater Trail, Georgetown Lewes Trail and Cape Henlopen State Park... perfect for walks and biking. Love shopping? There are 3 Tanger Outlets and an abundance of other stores. Explore endless dining options in downtown Rehoboth Beach, Lewes and all along Coastal Highway.

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.

Luxury Stay EV Charger~ DE Turf~Dover Raceway~ABB

Panoramic views of the gorgeous Delaware Bay. Floor to ceiling windows & that allows natural light to flood the home. Modern coastal decor with a Hamptons vibe, natural materials & comfortable furnishings. Private deck to enjoy your morning coffee or a glass of wine. Experience spectacular sunrises, stargaze at night, or enjoy the outdoor fire pit with game night. Grill outside or cook up a gourmet meal in a kitchen featuring GE Cafe appliances & dine in comfort at a space that seats 10 guests.

The Beach Cabin, NO WI-FI

This private room is small, basic and rustic. Nestled in the back of the property, it offers a comfy queen bed, AC, small heater, a mini fridge, Keureg style coffee maker, in room toilet, outside shower and sink with hot water, private patio, clean linens and towels. Backyard has sitting areas and chimnea with firewood provided. Quiet neighborhood. Bethany Beach -10 min drive, Rehoboth-25 min. Beach gear available. TY. For current backyard blooms check on insta: glamping_with_the_flowers

Waterfront historic district 1BR Apartment

Take it easy at this unique and peaceful riverfront getaway. Third floor, one bedroom apartment with its own private rooftop deck and beautiful views of the Chester River. Located at the end of a street on the water, but still in the historic district offering convenience and privacy. A short stroll to everything Chestertown has to offer. Off street parking. Kayaks or canoe available with notice or bring your own. Enjoy coffee and sunrise from deck or Adirondacks. NO CLEANING FEE!

Red Point Lighthouse

Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.

Stylish 2 BR, Steps to the Ocean

Newly renovated from top to bottom, our place invites you to visit! With 2 comfy bedrooms upstairs, 1 stylish bathroom, and a fully equipped kitchen, you'll have everything you need to feel right at home, perfect for your Wildwood getaway. Enjoy your private deck where you can drink the morning coffee! Only 2 blocks from the beach and right in the heart of town, you’ll be close to all the action! Whether you're here to relax or explore, we’ve got you covered for a an awesome stay!

Cozy 2 bedroom home on wooded private lane

Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

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.