
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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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

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!

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.

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.

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!

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! 🌅

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!

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.

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.

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.

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.

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
Condo rentals with wifi

Cozy Creekwood Condo - Relaxing Getaway - W/ Pool

Villa Del Sol, Beautiful stay near beaches/outlets

SeaRenity, beach, pool, biking, outlets shopping

1st Floor Beach-town Condo in Lewes

First Floor Comfort and Convenience

Elegant Condo with a Spacious Porch

Renovated Condo Near Outlets, 3.5 Miles to Beach

Clean and Comfy, Close to Beach and Shopping
Family-friendly house rentals

Woodsey Beach House - Beach, Lake, Woods!

Perfect Rehoboth Beach Getaway with Hot Tub

Beautiful Waterfront Home-Private, Clean, Relaxing

Willow Oak Waterview Cottage

Beautiful Beach House in Rehoboth

Private Beach & Hot Tub by Country Road Properties

A Wave from it All - Beach, Bike Trail & Shopping

4BR Townhouse with pool & bike trail access
Apartment rentals with air conditioning

Beachin' Inn Milton

Country apartment minutes from the beach

The Tower - At the Old Cedar Farmhouse of Lewes

Sand & Surf Condo with Pool

Sandy Blessings

Lewes Bright and Airy Coastal Retreat

Charming Apartment in Downtown, Historic Lewes

Timmy's Treeside Studio Pets Welcome Peeps #420
Other great vacation rentals near Nassau Valley Vineyards & Winery

The Book Nook - A Private Downtown Retreat

Stylish, Spacious & Dog-Friendly Studio Cottage

New Modern Beach Home, Close to Beaches

Coastal retreat •beaches, trails & historic Lewes•

Ruby's Retreat at the Beach

Shore Fun Condo in Lewes with pool, close to beach

Lewes, Dog Friendly w/Pool, Deck & Fenced Yard

Beach Getaway, minutes away from everything!!
Destinations to explore
- Cape May Beach NJ
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Ocean City Boardwalk
- Rehoboth Beach
- Ocean City Boardwalk
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Assateague State Park
- Willow Creek Winery & Farm
- Northside Park
- Dover Motor Speedway
- Ocean City Boardwalk
- Wildwood Boardwalk
- Stone Harbor Beach
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade





