
Places to stay near Nassau Valley Vineyards & Winery
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Top-rated holiday 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

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.

Between Beaches
Your family will be close to everything when you stay at this centrally-located home. The Rehoboth, Dewey, and Lewes Beaches are all less then 8 miles away! This is a clean, safe, and cozy home to stay in when you go on a trip to the beach. With 2 bedrooms and 2 bathrooms it gives you space to relax after a great day exploring. You’ll be next to the Rehoboth Diner, Walmart is 1 stop light away, and the locally owned, favorite restaurant, Agave is a stones throw away! We’re excited to host you!

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)

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

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.

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.

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.

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.

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!
Popular amenities for holiday rentals near Nassau Valley Vineyards & Winery
Other top sights near Nassau Valley Vineyards & Winery
Condo rentals with Wi-Fi

Elegant Condo with a Spacious Porch

1st Floor 2BR/2BA | Pool | Quiet & Convenient

Oceanfront Jewel by RedHill Stays |DirectOceanView

Chic 2BR/2BA King Bed Fast Wi‑Fi & 4.5mi Boardwalk

Beach Sunrise: Walk to Downtown & Lewes Beach

Renovated Condo Near Outlets, 3.5 Miles to Beach

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

2b 2b condo! 2 master bedrooms! rehoboth beach
Family-friendly house rentals

Baby friendly, walk to pool and bakery town home

Cozy, 3 BR, Lewes condo w/ Pool

Lewes Crest Retreat | Bike Trail Access & Pool

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

Laid-back in Lewes

Luxurious Fine Linens/Salt Water Pool/Spa Hot Tub

Willow Oak Waterview Cottage

Sandbar Coastal Escape
Apartment rentals with air conditioning

The Rodney House

Beachfront 1BR (1st floor) *FREE Kayaks, Bikes*

Beachin' Inn Milton

3rd/2nd Roof Top Deck & Condo

Two room apartment 2 blocks from downtown Rehoboth

Charming Studio in Downtown, Historic Lewes

Cozy Loft Cottage Apt • walk to winery

Sandy Blessings
Other great holiday rentals near Nassau Valley Vineyards & Winery

The Little Blue Cottage

Coastal Farm Cottage

Luxe Lewes Townhouse: Pool, Roof Deck & Bike Trail

Charming Two Bedroom Condo on Bike Trail

Shore Fun Condo in Lewes with pool, close to beach

Open floorplan & backyard oasis with bar & swimspa

Coastal retreat •beaches, trails & historic Lewes•

House• Private Yard • Family Friendly•Near Beaches
Destinations to explore
- Cape May Beach NJ
- Ocean City Beach
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Ocean City Boardwalk
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Bethany Beach Boardwalk
- Northside Park
- Dover Motor Speedway
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Stone Harbor Beach
- Ocean City Boardwalk
- Roland E Powell Convention Center
- Wildwood Boardwalk
- Ocean Pines Golf Club
- Wildwoods Convention Center
- Mariner's Arcade





