
Guesthouse vacation rentals in Delaware Bay
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Top-rated guesthouse rentals in Delaware Bay
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Crow’s Nest • 1 BR Lewes Guest Apt – Bike 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!

New Complete-Living 2-Bedroom Cottage
Rates thru 2/28/26 $120/day & $60 cleaning fee. Minimum age renter 21 / ID Verified; NO PETS. Renter must stay for rental duration. Capacity 5 adults; adult/child/infant exceptions if equivalent to 5 adults; extra person charge $40/person/day; max 7 adults (snug). Please provide ALL guest's first names/ages (approximate ok as needed) via message to receive self check-in (even if above 5 people). Infant Crib/Playpen with sheets available upon request. Cape May National Golf Club 1 mile away.

The Little House
The Little House is a quaint place to stay during your time in the South Jersey area while visiting friends/family, wineries & breweries, the beaches or the city of Philadelphia - also close to the soccer fields that host many East Coast leagues. The Little House is perfect for a business traveler, couple or an adult & child for weekend tournaments. We live on the property in the main house coined the Brown House. You will have complete privacy, but you may see us around eating al fresco!

The Roost, Strawbale Construction
You will be staying in picturesque Northern Bucks County in a Strawbale constructed home. We are located on 25 acres with a 4 acre organic orchard. Our property abuts 5286 acre Nockamixon State Park which has mountain biking, boating, fishing and hiking. We are out in the country but only an hour from Philadelphia and 1 1/2 hours to New York City. You will be located in walking distance of a coffee shop, Italian restaurant and within 20 to 30 minutes of Doylestown, Frenchtown and New Hope.

Chill in The Crib! Easton, Maryland
Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

Countryside-Stablehouse-Open Studio-Perfect for 2!
Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

Shore Cottage~minutes to beach, breweries,wineries
The Shore Cottage is a cozy one bedroom guest house with vaulted ceilings and abundant natural light nestled in quiet Ocean View - just 5 minutes from Sea Isle City beaches and less than 10 minutes from the beaches of Avalon & Stone Harbor. In addition to the beaches, Abbie Homes Estate, local breweries, wineries, and golf courses are within minutes of the Shore Cottage. Situated in a centrally located neighborhood, kick back and experience all that the shore has to offer.

Cute cottage studio with full kitchen and laundry
Warm and inviting private upstairs studio with off-street parking, full kitchen, laundry, electronic fireplace, rainhead shower and deck with tranquil garden in the Riderwood area of Towson. Studio is situated next to owner's stone cottage, and is tucked away at the back of 2.5 acres with private bridge and creek. Centrally located to shops, galleries, walking and biking trails, Lake Roland, Baltimore, DC and PA. Especially suitable for a restorative or romantic getaway.

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!!

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!

Private, above-ground studio
This space was just renovated and now has its own private bathroom on the same level! The above-ground rental has a full bathroom, queen size bed and kitchenette (small fridge, microwave and coffee maker) making sure you have the basics needed for exploring the area. Keyless access makes for easy check in. Located on a quiet residential street, you’ll get the rest you need for your time working or exploring the area.
Popular amenities for Delaware Bay guesthouse rentals
Family-friendly guest house rentals

Cozy Private Cottage Near The Beach

Waterfront Guesthouse II on the Rappahannock

Fox Cottage *Pet Friendly*

The Urban Equine-pet friendly w/off street parking

Cozy Retreat w/Private Beach Access

Private Sunny Cottage with King Bed + Yard / Patio

The Summer House

Guest cottage with pool in historic Bucks County
Guest house rentals with a patio

Historic 1 bedroom guesthouse with parking.

Casita Del Ray — Alexandria Studio Apartment

Modern 4 Bedroom House with Farm Views

Private Country Guesthouse Getaway Minutes from UD

Adorable studio cottage near Princeton

Gorgeous Two-Story Guesthouse w/ Driveway & W/D

DC Treehouse - Charming, private 1-bdrm ADU in DC

Adorable English Basement on 15th St
Guest house rentals with a washer and dryer

Calico Cottage Guest House, king bed, free parking

Cozy Carriage House

Cape Cottage

Blue Lotus - a luxe cottage in Kennett Square

Urban Cottage, MD minutes from DC/National Harbor

Sandcastle By The Sea

Garden View, a spacious 1 bedroom with loft.

Rosses Chance Guest House
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