Guesthouse vacation rentals in Sussex County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Sussex County

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

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Superhost

Guesthouse in Rehoboth Beach

4.89 out of 5 average rating, 44 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

Guest favorite

Guesthouse in Milford

4.98 out of 5 average rating, 43 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. Guests can enjoy a tranquil beach, breathtaking sunrises/sunsets, and various indoor/outdoor activities. The cottage features a Roku Theater Sound TV, High-Speed Wi-Fi, game room with air hockey, foosball, and Ping-Pong, plus a garage stocked with a kayak, fishing poles, and beach toys. Easy access walkway to a quiet beach with views of the bay and National Wildlife Refuge.

Guest favorite

Guesthouse in Lewes

4.88 out of 5 average rating, 49 reviews

Life is better at the beach!

Enjoy a stylish experience at this centrally-located tiny house. 2 miles from the beach! Has everything you need for a relaxing beach getaway. Private fenced in yard. Sleeps up to 4 but is most ideal for 2 adults. It is also kid friendly for small families. Some of the best restaurants in Delaware are within 2 miles. Under 4 miles to Cape Henlopen State Park. Private parking for 2 vehicles. Bus stop 50 yards away which offers a $4 all day pass. Bed sheets, pillow cases and towels not provided.

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

4.93 out of 5 average rating, 322 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.

Guest favorite

Guesthouse in Lewes

4.95 out of 5 average rating, 95 reviews

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

Lovely private 1 bed/1 bath upstairs detached garage apartment. This space provides the utmost privacy. It boasts beautiful 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 outdoor dining under a pergola, lawn games, and more! Level 1 EV available! We are less than .4 mi away from the Lewes Georgetown Bike trail and 3.7 mi to Lewes beach.

Guesthouse in Greenwood

5 out of 5 average rating, 3 reviews

Guest Suite, Private Entrance

One bedroom guest suite w/ private coded entrance. The space is complete with full kitchen stocked with the essentials, including microwave and Keurig coffee maker. Queen size bed in bedroom w/ extra pillows and blankets. Sofa queen size pull out bed complete w/linens. 12 miles to DE Turf, 7 miles to First State BMX, 26 miles to Lewes, 29 miles to Rehoboth, 27 miles to Dover Downs, 16 miles to Dogfish Brewery. Our home is attached and we are happy to answer any questions.

Guest favorite

Guesthouse in Ocean View

4.93 out of 5 average rating, 126 reviews

Surf Shack with Private inground pool

*** Note*** Pool opens May 2022! New "surf shack" private beach cottage. Part of a restored 1940's cottage. Best sunset views around & just steps from your door! Close to Bethany Beach (6-10 minute ride) away from the noise of traffic & beach crowds. Within easy walking/biking distance of James Farm ecological park & beach. Community bay access is steps from the house. Beach chairs, towels, surfboards, boogie boards are available. 2 adults and 2 children max capacity

Guest favorite

Guesthouse in Milford

4.96 out of 5 average rating, 25 reviews

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. 🐾

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 Lewes

4.95 out of 5 average rating, 189 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. Pets are welcomed at no additional charge. We've just added a fenced backyard for your convenience. 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.