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, 137 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
A light-filled living room features a cozy seating arrangement with two patterned chairs and a soft sofa. A coffee table with a checkerboard design sits atop a textured area rug, with a flat-screen TV positioned nearby. Soft blue walls complement the space.
Townhouse in Lewes
4.98 out of 5 average rating, 103 reviews

Spacious, Conveniently Located Townhouse

Beautifully updated townhouse located in quiet community of Eagle Point offers 4 bedrooms, 2.5 bathrooms and 2,500 SF. The 1st floor offers open concept layout with living and dining rooms, large set up kitchen with breakfast area, 1/2 bath, laundry room, and master suite with king bed. The 2nd floor offers 3 bedrooms (2 queen beds and 1 full size bunk bed) and full bath. In addition, the 2nd floor presents another living space with TV and pullout sofa. Plenty of room for cozy family gatherings!

Top guest favorite
A spacious living area features a large sectional sofa adorned with yellow accent pillows, providing ample seating. A coffee table sits in the center, and a colorful wall art piece adds a focal point. Natural light filters through the window, enhancing the inviting environment.
Condo in Lewes
4.98 out of 5 average rating, 288 reviews

Beach Retreat: Easy Walkable Living, Bikes, Coffee

Your basecamp for the best of the Delaware. From the pristine dunes of Cape Henlopen to the gentle waves of Lewes Beach, adventure starts at your front door. We’ve stocked this single-level retreat with everything you need: a pair of cruiser bikes for the trails, beach chairs for the sand, and a curated local coffee bar to fuel your day. Explore the wildlife of the state park by afternoon and walk to world-class restaurants by evening. It’s more than a stay; it’s your key to living like a local.

Top guest favorite
A bright living area features a comfortable sofa and a blue accent chair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a white media unit. Natural light enters through sliding glass doors, leading to a small balcony with outdoor seating.
Condo in Lewes
4.99 out of 5 average rating, 177 reviews

Mimi’s Place @ The Villages of 5 Points in Lewes

Enjoy this 3rd floor (no elevator) renovated condo with amenities-tennis courts, walking & biking paths connecting to downtown Lewes & 2 outdoor pools in season. The condo is east of route 1, 3 miles to Lewes beach & 12 restaurants, 4 you can walk to, nail & a hair salon, grocery store and a CVS (3 blocks). We need pictures of everyone’s license per our condo association & the person booking must be at least 25 years of age. There are 4 beach chairs and a large umbrella & 2 chair umbrellas.

Top guest favorite
A charming two-story house features a red exterior with white trim and a welcoming front porch. A manicured lawn surrounds the property, complemented by neatly landscaped flower beds and green foliage. The driveway leads to a garage on the right side, providing ample parking space.
Home in Lewes
4.98 out of 5 average rating, 106 reviews

Covered Bridge Cottage East of Rt. 1, Bed Linens!

LUXURIOUS NEWER HOME W/GOURMET KITCHEN, FIREPLACE. BRIGHT AND OPEN! Tons of natural light! House is adjacent to Sussex County's only covered bridge. You’ll be minutes from the beaches and close to everything you love about beach life. Lewes Beach is located on the bay and perfect for the little ones with very small waves. Cape Henlopen State Park is on the ocean with larger waves. Both beaches feature restrooms and a snack stand. Home is located about 20 mins. south of DE Turf complex!

Top guest favorite
The spacious living area features two comfortable gray couches and a central coffee table, surrounded by natural light from large windows. A textured accent wall and decorative plants enhance the room's ambiance, while neutral-toned stools provide additional seating.
Home in Milton
4.96 out of 5 average rating, 132 reviews

Gracious & Spacious- Near DE Turf Complx & Beaches

🏡✨ Welcome to our charming home with Modern French decor, tucked just off Coastal Highway (SR1) in Milton. 🌿 A tranquil coastal retreat with easy access to DE Turf 🥍, Lewes Beach 🏖️, and Rehoboth Beach 🌊 — convenience meets calm. Two bedrooms 🛏️, two sofa beds 🛋️, and two bathrooms 🛁 anchor a sunlit, spacious living area that feels warm, refined, and inviting. The kitchen is made for gathering 🍽️🥂, with a washer and dryer for added ease. Coastal living at its absolute finest! 🌅

Top guest favorite
The living area features a neutral sofa with decorative pillows, complemented by two armchairs. A wooden coffee table sits atop a colorful area rug. Natural light floods the space through large windows, and wall decor adds a touch of personality.
Home in Rehoboth Beach
4.99 out of 5 average rating, 290 reviews

Midway Magnolia-3BR/2BA Home, dog-friendly

Less than a mile away from the movies, go-kart track and the outlets, this dog-friendly home is a 3 bedroom, 2 full bath, newly renovated property. Located behind Midway Movies in a quiet community close to everything Lewes, Rehoboth, and Dewey Beach have to offer! It comes with FREE Wifi and XFinity TV as well as linens, towels, a sunroom, outdoor patio and a fenced-in backyard for outdoor entertaining. Everything you need to make your home away from home as comfortable as possible!

Top guest favorite
Condo in Lewes
4.95 out of 5 average rating, 320 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
4.94 out of 5 average rating, 229 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.

Top 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, 666 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 comfortable living area is highlighted by a sectional sofa with neutral tones. A round dining table for four is set next to large windows, inviting natural light. Artwork depicting coastal scenes decorates the walls, enhancing the home's airy ambiance.
Cottage in Lewes
5.0 out of 5 average rating, 111 reviews

Hetty's House - Your Cozy Retreat

Hetty’s House offers a quaint standalone home in a peaceful and quite wooded setting, conveniently situated between Rehoboth, Lewes, and Long Neck. The location offers easy access to a multitude of great local restaurants, shopping at the Tanger Outlets, and Delaware's wonderful beaches and inland bays. Take advantage of the large private backyard, patio with fire-pit and outdoor dining. Plenty of parking, feel free to bring your boat, jet skis, etc.

Top guest favorite
A spacious living area features two large sofas, one being a queen sleeper bed. A wooden coffee table sits on a neutral area rug. A dresser and smart TV are positioned along the wall, with a dining area visible through an open layout.
Condo in Rehoboth Beach
5.0 out of 5 average rating, 120 reviews

The Loft 2B/2BA minutes to Rehoboth & Lewes Beach

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