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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.

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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 favourite

Guesthouse in Milford

4.98 out of 5 average rating, 49 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 favourite

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 favourite

Guesthouse in Lewes

4.95 out of 5 average rating, 96 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 favourite

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 favourite

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 favourite

Guesthouse in Newark

4.99 out of 5 average rating, 95 reviews

Charming Fully Equipped Private Guesthouse

Relax in a stylish guesthouse in a quiet, safe neighborhood. Its private entrance and parking for 2 vehicles makes the cozy space all the better. Enjoy the full kitchen, work space, high speed internet (1200mbps), 50” TV, full bathroom, and more. Perfect for the business professional on-the-go, or getaway. Take a stroll through White Clay Creek Park with your furry friend. Just a short 5 minute drive from Main St.'s restaurants, local bars, and UD. Only 10 minutes from Christiana Mall.

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 favourite

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!

Guest favourite

Guesthouse in Camden

5 out of 5 average rating, 28 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 favourite

Guesthouse in Wilmington

4.85 out of 5 average rating, 436 reviews

Beautiful Modern Fully Equipped Private Guesthouse

Beautiful and modern brand new private apartment. This space is brand new and fully sanitized at all moments. Completely separate space with private entrance, patio, bathroom and kitchenette. Enjoy Netflix on our extra large living room tv or a glass of wine from our honor bar! Location is excellent in a beautiful safe neighborhood with convenient access to I-95, downtown Wilmington and shopping centers.

Guest favourite

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. 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.

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Popular amenities for Delaware guesthouses

Free parking on premises

Air conditioning

Family-friendly guesthouses

Guest favourite

Guesthouse in Lewes

4.95 out of 5 average rating, 189 reviews

Very private and cozy, Country Cottage

Guesthouse in Rehoboth Beach

4.89 out of 5 average rating, 44 reviews

Casa Cottage | Classic Cottage, 1 block to beach!

Guest favourite

Guesthouse in Rehoboth Beach

4.77 out of 5 average rating, 61 reviews

Rehoboth's Best Kept Secret

Guesthouse in Frankford

4.76 out of 5 average rating, 96 reviews

Romantic Get-Away Near the Beach

Guesthouses with a patio

Private room in Newark

4.57 out of 5 average rating, 21 reviews

Peaceful, Private in-law suite.

Guest favourite

Guesthouse in Frankford

4.71 out of 5 average rating, 14 reviews

Bethany Beach Vacation Home!

Guest favourite

Guesthouse in Dover

4.86 out of 5 average rating, 83 reviews

Country Guest House

Guest favourite

Guesthouse in Wilmington

5 out of 5 average rating, 9 reviews

Brand New N. Wilmington Comfort Apartment

Guesthouse rentals with a washer and dryer

Guest favourite

Guesthouse in Wilmington

5 out of 5 average rating, 23 reviews

Tiny House Apt in Little Italy w OffStreet Parking

Guesthouse in Rehoboth Beach

4.8 out of 5 average rating, 5 reviews

Rehoboth Cottage 1 block to Beach-Weekly Discount

Private room in New Castle

4.38 out of 5 average rating, 8 reviews

Single private room with a window.

Guesthouse in Georgetown

New place to stay

Ohana Guest House

Guesthouse in Rehoboth Beach

5 out of 5 average rating, 10 reviews

Cozy cottage 1.5 blocks to Beach.

Guest favourite

Guesthouse in Newark

5 out of 5 average rating, 30 reviews

Idyllic carriage house private 2 car garage W/D

Destinations to explore