Places to stay near Nassau Valley Vineyards & Winery

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Top-rated vacation rentals near Nassau Valley Vineyards & Winery

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Top guest favorite
Guesthouse in Lewes
4.95 out of 5 average rating, 124 reviews

Crow’s Nest • 1 BR Lewes Guest Apt – Bike to Beach

Lovely 1 bed/1 bath detached upstairs guest apartment right off the bike trail. The space provides privacy & convenience to Lewes activities with tropical 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: bike to Old World Bread Bakery, Vino Del Mar & Lewes Brewing Company

Top guest favorite
An aerial view of the Blue Bird Cottage is presented, surrounded by a lush expanse of mature trees. The quaint cottage sits on a spacious green lawn, illustrating the serene and private setting within a forested area.
Cabin in Lewes
4.95 out of 5 average rating, 108 reviews

Tiny Living: The Blue Bird Tree House 1BR/Den

Tiny Home with mature trees in the middle of the nature but close to the beaches! Tranquil woodsy getaway located on 3 acres of mature trees, 8 miles to beaches, and shopping! The Blue Bird is an older 1950's style tiny cabin on the 2nd floor (locked garage on 1st floor), with 1 bedroom Queen Bed, Den with single bed, 2 baths, fully equipped kitchen, large deck for relaxing. There is an entry exterior door Security Camera for safety. Not suitable for toddlers due to 14 steep stairs. Must be 21.

Top guest favorite
A private balcony features two gray adirondack chairs positioned around a small table, offering a view of the surrounding green landscape. The space is enclosed by a white railing and has sliding glass doors leading into the interior.
Condo in Lewes
4.99 out of 5 average rating, 205 reviews

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

2 Bedroom Condo Top Floor (3rd Floor) - Waterfront in Lewes/Rehoboth Beach DE Great Scenery Views - The Residence at Rehoboth Bay. Each bedroom has 1 king size bed and 1 queen size air mattress (in closet) *Community Pool available during in-season (8am-8pm) *No cleaning fee Nearby amenities and attractions include: Rehoboth Beach Boardwalk (6 Miles) Cape Henlopen State Park (8 Miles) Dewey Beach, DE (7 Miles) Bethany Beach, DE (18 Miles) Ocean City, MD (32 Miles) Shopping Outlets (4 Miles)

Top guest favorite
The spacious kitchen features a large island with four barstools. Brightly lit pendant lamps hang above the island, and a farmhouse sink is positioned under the window. Cabinets are stylishly finished in navy blue, complemented by light countertops and backsplash.
Cottage in Rehoboth Beach
4.96 out of 5 average rating, 230 reviews

Hot Tub, Fire Pit, Private Back Yard, Relaxing

Stylish, beautifully appointed, spacious home with original paintings by local artist, Laura Erickson. 4 Bedroom/2 Bathroom with brand new hot tub & very private large back yard located in Rehoboth Beach 3 miles from the downtown strip. 1 mile to grocery & liquor stores, pharmacies etc. Dewey Beach, Lewes Beach and Rehoboth Beach all within 5 miles. Driveway that can accommodate up to 5 vehicles. We go above and beyond to ensure the best experience. See our reviews on our other properties.

Top guest favorite
An open concept living space is depicted, featuring a spacious kitchen with modern appliances and a large dining table with seating for eight. Light floods in through multiple windows, illuminating the wood flooring and an area rug beneath the table. A cozy sectional sofa is visible in the background.
Home in Lewes
5 out of 5 average rating, 35 reviews

New Modern Beach Home, Close to Beaches

This home is perfect for everyone, centrally located in a beautiful beach town with local shops, outlets, family-friendly restaurants, activities, and access to multiple beaches all with in a 10 mile radius. Enjoy a vibrant nightlife or relax at home with board games, ping pong, cornhole, & an outdoor gas fire pit. Third floor balcony seats 10 & offers stargazing & sunset views. Enjoy our heated community pool or take our bikes for a spin on 17-mile bike trail located steps from our door.

Top guest favorite
A cozy living area features a comfortable gray sofa and an armchair, complemented by a coffee table and decorative plants. Natural light filters through sliding glass doors, revealing a view of the outdoors. A mirror and wall art add visual interest to the neutral walls.
Condo in Lewes
4.95 out of 5 average rating, 66 reviews

Charming Two Bedroom Condo on Bike Trail

Conveniently located 2-bedroom/2-bath condo in Lewes, Delaware. The Georgetown Lewes Biking/Walking Trail is steps from the condo. A short 5-mile drive to the Lewes Beach that does not require getting on the highway makes this an ideal location. Fabulous bakery on the corner of the development and entrance of the trail. Close to outlet shopping and delicious restaurants. Quaint community pool. This third floor unit utilizes an outdoor stairwell. This is the perfect vacation get-away.

Top guest favorite
A bright living area features a light-colored sofa and armchair with coastal patterns. A wooden coffee table sits on a textured rug, while a mounted television is visible on the wall opposite. The open layout allows for glimpses of a dining area with a table set for six.
Condo in Lewes
4.98 out of 5 average rating, 117 reviews

First Floor Comfort and Convenience

This first floor condo is conveniently located in a family-friendly community with all you need within walking distance, including several restaurants and a grocery store. A short and easy 3-mile drive to Lewes Beach and the charming town of Lewes makes this an ideal location. Amenities include access to two pools, tennis courts, pickle ball courts and kids play area. The Georgetown Lewes Biking/Walking Trail, that connects to the town of Lewes, is literally steps from our front door.

Top guest favorite
Condo in Lewes
4.94 out of 5 average rating, 305 reviews

Modern & Cozy Retreat | Pool | Close to Beaches

Enjoy a relaxing Lewes getaway nestled just off Coastal Highway, with easy access to beaches, dining, and local attractions. Less than 5 miles to Lewes Beach and less than 7 miles to Rehoboth and Dewey Beach, making it easy to enjoy the ocean, boardwalk, and everything the area has to offer. Just minutes from Nassau Valley Vineyards, Georgetown-Lewes Trail, Cape Henlopen State Park, historic downtown Lewes, great restaurants, breweries, and tax-free shopping at Tanger Outlets.

Top guest favorite
A cozy sleeping area features a spacious bed with a quilted grey coverlet. Two decorative yellow pillows are positioned at the head of the bed. A small bedside table holds a lamp and books, while a colorful area rug adds warmth to the space.
Tiny home in Lewes
4.95 out of 5 average rating, 206 reviews

Cozy Woodland Cottage

Enjoy the sounds of nature when you stay in this unique place. Located less than 5 miles from downtown Lewes and Delaware Beaches. The cottage guest house is nestled in the woods adjacent to a tree house overlooking a tranquil pond with a calming fountain sounds. On the main property guests have access to a in ground swimming pool (seasonal) with a 60 foot lap lane and slide, schedule times with hosts.. The backyard also includes an organic garden, playground and 🐔 chickens.

Guest favorite
A spacious bedroom features a large bed with dark bedding, complemented by wooden nightstands and lamps on either side. A world map accent wall adds visual interest, while natural light from a window with sheer curtains brightens the room. An adjoining bathroom is visible in the background.
Apartment in Rehoboth Beach
4.97 out of 5 average rating, 647 reviews

Cozy condo / 3,5 miles from the beach.

Cozy condo in a perfect location, close to Rehoboth and Lewes. This is a spacious and bright ground level condo 2bedrooms/2 full bathrooms in Sandpiper Village. Is a perfect spot for having a great time with family, friends or couples. Sandpiper Village its located between Rehoboth Beach (3.5miles) and Lewes (4 miles). Our condo unit includes free parking, full kitchen, living room, dining room, washer/dryer, dishwasher, Youtube TV /wi-fi. We supply sheets and towels.

Top guest favorite
A spacious living area features a comfortable sectional sofa with decorative pillows, complemented by a large area rug. A television is positioned on a stylish media console, while large glass doors provide access to a private patio, framed by blue curtains. A ceiling fan is present above.
Condo in Lewes
4.96 out of 5 average rating, 122 reviews

1st Floor Beach-town Condo in Lewes

Come stay at our favorite little beachtown condo in Lewes! This 1st floor 2 bedroom, 2 bath condo has everything you need for an enjoyable and relaxing vacation! You will be just a few miles to the beach and outlet malls, have access to the community pools (May-Sept), park, and sport courts, and will be within walking distance to several great restaurants and shops. While we are "pet friendly" only 1 pet (dog or cat, 40lb maximum) is allowed per the HOA rules.

Top guest favorite
A serene primary bedroom features a spacious bed adorned with a light blue comforter against a dark accent wall with wooden geometric designs. Two bedside lamps provide soft illumination, while natural light enters through a window dressed with light curtains. A wooden coffee table completes the space.
Condo in Rehoboth Beach
5 out of 5 average rating, 105 reviews

Stylish Coastal Loft Minutes to Rehoboth & Lewes

Escape to a stylish coastal 2 bedroom 2 bath condo designed for relaxing beach vacations, family trips, and weekend getaways. Conveniently located just minutes from Rehoboth Beach and Lewes, The Loft offers the perfect combination of comfort, convenience, and coastal charm. Whether you're planning a family beach trip, a couples retreat, shopping weekend, or exploring Delaware’s beautiful coastline, you'll have everything you need for a memorable stay.

Popular amenities for vacation rentals near Nassau Valley Vineyards & Winery