
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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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!
4.98 out of 5 average rating, 107 reviews
Villa Del Sol, Beautiful stay near beaches/outlets
This bright and beachy 3 br/2 bath stay in Lewes, De comfortably sleeps 6 to 8 people. Just a short drive (10-15 min) to Lewes Beach and Cape Henlopen Park. Villa del Sol is a great beach escape with plenty of parking, as well as a community pool (open 5/27 - 9/5). Rehoboth Beach is also just 5 miles away, or you can go shopping at the nearby outlets. Walk to Bushel’s or Crooked Hammock for dinner, or cook something up with enough room to seat the whole family! At least 25 years old to book.
4.97 out of 5 average rating, 243 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.
4.95 out of 5 average rating, 327 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.
4.94 out of 5 average rating, 240 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.
4.97 out of 5 average rating, 674 reviews
McKinley Duplex
Enjoy the Ocean and Bay Views from the roof top deck of this Pet Friendly duplex located in the ocean block in the heart of Dewey Beach! Just steps to the beach with a large enclosed porch, open living area, 6 bedrooms and 3.5 baths (2 King, 1 Queens, 6 Twins and a sofa bed), ample parking and much more. Walk to all the restaurants and nightlife - take the Jolly Trolley into Rehoboth to enjoy the beach, boardwalk and some of the finest dining in the area!
4.91 out of 5 average rating, 139 reviews
Modern Coastal Condo | Minutes To Beach | Pool
Nestled in the Sandbar Village community, just minutes from historic downtown Lewes, Delaware, this home offers the perfect blend of relaxation and convenience. With easy access to Coastal Highway, you’ll be just a short drive from Lewes and Rehoboth Beach, as well as the charming Historic Downtown Lewes. Explore nearby bike trails for a scenic ride and enjoy fine dining and tax-free shopping at the Tanger Outlets—your perfect coastal getaway is waiting!
4.91 out of 5 average rating, 116 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.
5.0 out of 5 average rating, 127 reviews
Beautiful condo in Villages of Five Points, Lewes
Welcome to our beautiful condo in the desirable family friendly community of The Villages of Five Points ! Our 2 bedroom, 2 bath condo is the perfect place for your beach vacation or any occasion. The condo has been newly painted and new flooring has been installed as well. The condo is right off east of route 1 and about 3 miles from Lewes beach. Biking trails are close by and Cape Henlopen State Park is a short ride of about 3 miles.
4.95 out of 5 average rating, 162 reviews
BnB’s Dog-Friendly Garden Cottage
YOU MADE IT! Look no further. This comfy cozy little cottage is located along the outskirts of our quaint and busy town. Whether you are looking to jump into the happenings of multiple thriving beach towns (beaches, bike trails, outlets, restaurants, bars, breweries, etc.) or are seeking some peace & quiet, this cottage is for you! We are so excited to share our little piece of Lewes with visitors from near & far!
4.86 out of 5 average rating, 225 reviews
Woodsey Beach House - Beach, Lake, Woods!
Beach? Check Cabin? Check Lake? Check Have it all at our home near the beach, in a beautiful wooded setting with a lake view! Quiet neighborhood makes you feel right at home. Newly renovated with new appliances and furnishings. The house has an upside-down layout, so most of the living spaces, including the kitchen, dining, and living rooms are on the second floor. The home is unique, bright and comfortable.
4.95 out of 5 average rating, 150 reviews
Charming, Historic Lewes Cottage
This charming cottage is a great romantic getaway. It is cozy and an easy walk into the historic town of Lewes ~ many great restaurants are nearby. It is not good for tall people because the doors of the Cottage have low head jams and the stairs are compact. There is some noise from the nearby road ~ a white noise machine is provided. The cottage is compact, the refrigerator for the Cottage is a small one.
4.97 out of 5 average rating, 313 reviewsPopular amenities for vacation rentals near Nassau Valley Vineyards & Winery
Condo rentals with wifi

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE
4.98 out of 5 average rating, 222 reviews
Beach Escape Condo w/ Pool - Lewes Beach 3.5 Miles
4.97 out of 5 average rating, 133 reviews
First Floor Comfort and Convenience
4.98 out of 5 average rating, 130 reviews
Mimi’s Place @ The Villages of 5 Points in Lewes
4.99 out of 5 average rating, 179 reviews
Renovated Condo Near Outlets, 3.5 Miles to Beach
4.98 out of 5 average rating, 226 reviews
2BR Coastal Escape with Pool Near Rehoboth Beach
4.95 out of 5 average rating, 123 reviews
1st Floor Beach-town Condo in Lewes
4.95 out of 5 average rating, 133 reviews
Beautiful Updated Condo Waterfront, Pool, Sunsets
4.91 out of 5 average rating, 101 reviewsFamily-friendly house rentals

Breakfast at Tiffany - Spacious Home w/ Deck
4.96 out of 5 average rating, 228 reviews
Perfect Rehoboth Beach Getaway with Hot Tub
4.94 out of 5 average rating, 109 reviews
Beachfront Home with Unobstructed Water Views
4.91 out of 5 average rating, 106 reviews
"Sandy Feet" Broadkill Beachfront Home
4.93 out of 5 average rating, 143 reviews
The Jungalow - Dog Friendly, Fenced in & Pool
5.0 out of 5 average rating, 101 reviews
Vintage 1929 Rehoboth Beach House - Adelmare
4.93 out of 5 average rating, 160 reviews
REHO HAVEN: Near Beaches, Shopping & Restuarants
4.94 out of 5 average rating, 196 reviews
4BR Townhouse with pool & bike trail access
5.0 out of 5 average rating, 18 reviewsApartment rentals with air conditioning

The Tower - At the Old Cedar Farmhouse of Lewes
4.95 out of 5 average rating, 237 reviews
Patrick's Creekside: 4 Peeps-Ur Doggies! 420-Bark!
4.87 out of 5 average rating, 347 reviews
The Rodney House
4.97 out of 5 average rating, 381 reviews
Charming Apartment in Downtown, Historic Lewes
4.86 out of 5 average rating, 330 reviews
Sand & Surf Condo with Pool
4.9 out of 5 average rating, 153 reviews
Beachin' Inn Milton
4.97 out of 5 average rating, 232 reviews
Cozy Rehoboth Beach Condo w/ 2 bedrooms
4.99 out of 5 average rating, 181 reviews
Country apartment minutes from the beach
5.0 out of 5 average rating, 111 reviewsOther great vacation rentals near Nassau Valley Vineyards & Winery

Coastal retreat •beaches, trails & historic Lewes•
4.99 out of 5 average rating, 93 reviews
Dog-Friendly Lewes Home - Pool, Deck & Fenced Yard
5.0 out of 5 average rating, 41 reviews
Luxe Lewes Townhouse: Pool, Roof Deck & Bike Trail
5.0 out of 5 average rating, 67 reviews
Laid-back in Lewes
5.0 out of 5 average rating, 93 reviews
New Modern Beach Home, Close to Beaches
5.0 out of 5 average rating, 44 reviews
Pet Friendly Home at The Beach!
4.94 out of 5 average rating, 90 reviews
Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach
4.96 out of 5 average rating, 56 reviews
Beach Getaway, minutes away from everything!!
4.98 out of 5 average rating, 43 reviewsDestinations to explore
- Cape May Beach NJ
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Ocean City Boardwalk
- Bethany Beach Boardwalk
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Dover Motor Speedway
- Northside Park
- Wildwood Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Stone Harbor Beach
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Ocean City Boardwalk
- Funland





