Guesthouse vacation rentals in Delaware

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouses in Delaware

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

0 of 0 items showing

1 of 3 pages

Superhost

Guesthouse in Lewes

4.86 out of 5 average rating, 57 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 favourite

Guesthouse in Lewes

4.94 out of 5 average rating, 105 reviews

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!

Top guest favourite

Guesthouse in Milton

5 out of 5 average rating, 15 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.

Top guest favourite

Guesthouse in Milford

4.99 out of 5 average rating, 74 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 favourite

Guesthouse in Rehoboth Beach

4.89 out of 5 average rating, 274 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.

Top guest favourite

Guesthouse in Newark

5 out of 5 average rating, 39 reviews

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.

Top guest favourite

Guesthouse in Milford

4.98 out of 5 average rating, 42 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.

Top guest favourite

Guesthouse in Rehoboth Beach

4.85 out of 5 average rating, 316 reviews

The Winkler

The Winkler is a comfortable fully equipped 1BR / 1 BA apartment above our detached 3 garage @ The Tree House. Nestled in lush trees and landscaping in the Rehoboth Beach Country Club. Named after Henry Winkler who played the Fonz on Happy Days, (because he lived in the apt. over the Cunningham's garage). The apartment offers privacy and separation from the main house. Giving you an opportunity to make it your home away from home at the beach. Come Enjoy!!

Guest favourite

Guesthouse in Dover

4.88 out of 5 average rating, 123 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 favourite

Guesthouse in Milton

4.97 out of 5 average rating, 185 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!

Guest favourite

Guesthouse in Wilmington

5 out of 5 average rating, 18 reviews

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.