Guesthouse vacation rentals in Delaware

Crow's nest! Guest house-bike trail-3.7mi to beach

Lovely 1 bed/1 bath detached upstairs guest apartment. The space provides privacy & convenience to Lewes activities with serene garden landscaping. It boasts beachy decor with locally sourced touches, a fully stocked kitchen, and a beautiful bedroom complete with a desk and a canopy bed to provide guests with the perfect escape. Enjoy al fresco dining under a pergola & lawn games. Just 3.7 mi to Lewes beach: walk or bike to Old World Bread Bakery, Beach Time Distilling & Lewes Brewing Company!

Pelican's Loft Beach Retreat- (two story)

Newly built stylish private loft promises a perfect retreat for a romantic couple's escape. Access to inviting pool, enjoy refreshing dip or lounge soaking in the sun. Gather around the fire pit for a cozy and romantic atmosphere. The loft provides a comfortable queen bed with high-quality linens and kitchen. Our Airbnb includes a workout room, allowing you to maintain your fitness routine while enjoying your getaway. Experience modern coastal charm, creating memories that last a lifetime.

Beachfront Bliss-Quiet Bay Condo

This cozy beachfront cottage offers a perfect blend of comfort and entertainment with stunning views of the Delaware Bay. Enjoy a tranquil beach, breathtaking sunrises/sunsets, and various indoor/outdoor activities. Features a Roku Theater Sound TV, High-Speed Wi-Fi, game room with air hockey, foosball, and Ping-Pong, plus kayak, fishing poles, and beach toys. Easy access walkway to a quiet beach (sand newly replenished March 2025!). Great way to enjoy the bay and National Wildlife Refuge!

Idyllic carriage house private 2 car garage W/D

This is a one-of-a-kind space perched on a hill along a peaceful stretch of country-like road, surrounded by lush green space. Enjoy the convenience of your own private 2-car garage with an interior walk-up to the spacious 825 sq ft apartment above. The property also features a handicapped ramp at the front for easy access. Inside, you’ll find a washer and dryer, EV charger, dual-head walk-in shower, and a fully equipped kitchen for all your needs. Ideal for comfort and privacy.

Freddy's B & B

Freddy’s B and B Welcomes you! . We are in a quiet tree lined neighborhood where you can relax after a day at the beach. 6 miles from the Delaware Turf right off route 1. Close to all amenities. Freddy is our 20 month old Border Collie. He’s hilarious and lovable. We have a garage parking spot for your vehicle with private entrance access to Freddy’s. We have very competitive rates. We strive to make your stay the best! When you are at Freddy’s B and B you are family. 🐾

Romantic Get-Away Near the Beach

5-acre country estate, away from traffic and congestion, 5-7 miles from Bethany Beach, Fenwick Island and Ocean City. Lush gardens, orchard, picnic area and grill. Cable/WiFi, fully equipped kitchen, linens and towels. We are in our 5th year of operation and have hosted more than 200 different parties at our guesthouse. Our guests are thoughtful, considerate and respectful of each other and the environment. If you appreciate nature and beauty, you will love our property.

Country Guest House

Relax with the whole family at this peaceful place to stay on the farm. You will see horses, cows, goats, chickens & ducks. Family friendly. Animals roam the property & are safe to pet. You will hear many farm noises such as roosters crowing, cows mooing & more. This home is located in the country & a min of 5 miles from stores and shopping. Full kitchen, 1 full bathroom & 1 queen bed included. Upon request Queen Air Mattress or Twin Bed can be provided.

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!

Brand New N. Wilmington Comfort Apartment

Bring the whole family to this great place with lots of room for fun. This one bedroom, one bathroom basement Guest Suite, with laundry and kitchen is perfect for anyone needing a longer stay or just a few days away. This unit has its own downstairs backyard entrance. Complete with your own laundry, stocked coffee and tea bar, living room & dining room. A young family does live upstairs so you will see and hear them from time to time.