Guesthouse vacation rentals in Delaware

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Delaware

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Superhost

Guesthouse in Rehoboth Beach

4.91 out of 5 average rating, 43 reviews

Casa Cottage | Classic Cottage, 1 block to beach!

Welcome to Casa Delaware! Our Casa Cottage is located in the heart of Rehoboth Beach with 2 onsite parking spots and 2 additional parking permits. One short block from the beach and around the corner from the best restaurants/shops, you are literally just steps from the best Rehoboth has to offer and the best part is that you will never need to move your car! Note: May 15 - Sept 15 we primarily rent weekly from Friday to Friday, but please contact us to see if we can accommodate a shorter stay

Top guest favorite

Guesthouse in Milton

5 out of 5 average rating, 12 reviews

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.

Guest favorite

Guesthouse in Lewes

4.94 out of 5 average rating, 100 reviews

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

Lovely 1 bed/1 bath fully detached upstairs guest apartment. This space provides privacy and convenience to Lewes activities. It boasts beachy decor filled with many 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. We are just 3.7 mi to Lewes beach. Walk or bike to Old World Bread Bakery, Beach Time Distilling or Lewes Brewing Company.

Guest favorite

Guesthouse in Milford

4.98 out of 5 average rating, 62 reviews

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!

Guest favorite

Guesthouse in Lewes

4.93 out of 5 average rating, 321 reviews

Pied a Mer- Downtown Lewes Cottage!

Adorable cottage in Lewes! Located a mere 10 minute-walk from the downtown shopping area and a 20 minute-walk from Lewes Beach, this cute and cozy cottage is both convenient and comfortable. It's best suited for 1 or 2 guests. Included in your stay are off-street parking (no cost!) luxury sheets and towels, washer/dryer, a wood stove and beach chairs. If you're looking for an easy way to get around town, or even to Rehoboth (via the path), Sea Green www.seagreenbicycle.com has it all

Guest favorite

Guesthouse in Rehoboth Beach

4.89 out of 5 average rating, 267 reviews

Private In-Town Garden Cottage

One of a kind cozy private cottage in one of Rehoboth's best in-town neighborhoods. Away from the crowds, but still an an easy walk to the beach, restaurants, and shops. Dedicated free parking for 1 car. Loft with double bed. Sorry, no pets. Owner oversees cleaning. Freshly laundered bed and bath linens are provided for each reservation -- bedspread, mattress pad, pillow coverings, pillow cases, sheets, towels, bathroom rugs, kitchen rugs and towels. 48" TV. Wifi modem updated 2020.

Superhost

Guesthouse in Rehoboth Beach

4.8 out of 5 average rating, 5 reviews

Rehoboth Cottage 1 block to Beach-Weekly Discount

With a fabulous location just footsteps to the sand, boardwalk, and Rehoboth Avenue, this renovated beach cottage features 1 bedroom and 1 bath and can comfortably sleep up to four guests. This charming haven is ideal for those who want to enjoy a variety of relaxing activities; from early morning walks on the beach to upbeat evenings on the town, the possibilities at Bradford Cottage are endless! Take pleasure in the modern amenities and spacious living area that this oasis provides.

Superhost

Guesthouse in Frankford

4.76 out of 5 average rating, 96 reviews

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.

Guest favorite

Guesthouse in Dover

4.87 out of 5 average rating, 112 reviews

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.

Top guest favorite

Guesthouse in Milton

4.97 out of 5 average rating, 174 reviews

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!

Top guest favorite

Guesthouse in Camden

5 out of 5 average rating, 30 reviews

The little backyard guest house

A little hideaway only a few miles away from Dover, Dover Air Force Base, Dover Speedway and Dover Downs. The beaches are only 45 mins away with great restaurants and shopping. This AirBnB is located in the historic district of Camden situated in the backyard of a private home. You have your own private building! There are stairs up to the deck as the guest house is on the second floor. Please note there is no WiFi or TV.

Guest favorite

Guesthouse in Lewes

4.95 out of 5 average rating, 187 reviews

Very private and cozy, Country Cottage

You’ll love my place because of the outdoors space and relaxing country feel. The cottage is best for couples. A maximum of two dogs is allowed. Distances from my place to Cape Henlopen Park (9.9miles), Rehoboth Beach (10 miles), Dewey Beach (11 miles). Tanger Outlets (7.8 miles). Please keep in mind that, although the above distances are accurate, driving time may be longer due to seasonal traffic.