
House holiday rentals in Greenbackville
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Top-rated house rentals in Greenbackville
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Dragonfli Bay House on Chincoteague Island
Relax in this calm, stylish space. This home has been lovingly refreshed by its current owners. Every detail has been considered. Inside you will find well appointed rooms designed for function and comfort. Outside, tranquility awaits you. Enjoy morning coffee overlooking the water, kayaking on the bay, end the day relaxing by the fire. Head to Assateague to swim, surf fish or hike to the famed lighthouse. Return with the day's catch to utilize the fish cleaning station and outdoor shower.

Charming Waterfront Cottage on Cedar Creek
Come unwind in this comfy cottage right on the water. Situated on a 2 acre wooded lot, this colonial home offers peaceful seclusion and unbelievable water views from every room. This 1930’s cottage has modern updates and plenty of room, with two large bedrooms downstairs and a delightful bedroom suite upstairs. Restaurants and shopping await in the historic town of Onancock, only a 5-minute drive or an even quicker boat ride away. Private dock for swimming and fishing, two kayaks for guest use.

On a Whim, a family retreat!
Relax with the family at our home, nestled on a quiet private street yet just a short walk from restaurants, beach access, and family-friendly activities. Enjoy access to all that Chincoteague has to offer while retreating to a cozy & comfortable Cape Cod-style duplex. We are a short drive away from exploring Chincoteague National Wildlife Refuge, famous for its wild ponies and hiking trails. Whether you’re here to relax or adventure, this local gem offers something for every nature lover.

Rest A'Shored charming Chincoteague getaway
Spacious open floor plan great for entertaining family and friends with all the modern amenities you need! Eat inside at the large dining room table or enjoy the cool evening breeze outside on the fully screened in porch. 3 bedrooms and 2 full baths can comfortably accommodate 2 families with children or 3 couples. Located on Willow street, you are just a short walk to the Chincoteague carnival grounds and Main Street. We are dog friendly as we know they are really part of the family!

Charming Island Home "Sandy Pines"
Come and enjoy a nice, relaxing vacation at this charming island home. "Sandy Pines" lies just a half a block from the water and a block and a half from the bridge to Assateague (where the beach is). The downstairs features a living room and dining room, 2 bedrooms (equipped with two twin beds each), a lovely kitchen, full bathroom and screened porch. On the second level you'll find the master bedroom with a private full bathroom, movie/game/yoga room, and a 2nd fully screened porch.

Heartsong Farmhouse , a nature lover's retreat.
Heartsong Farmhouse was completely renovated in 2019. Beautiful hardwood floors, brand new furniture, in a modern farmhouse style with a Boho vibe. The entire home is filled with beautiful natural light and the brick walls ensure a peaceful nights sleep. The yard is completely surrounded by a 15ft hedgerow of holly, magnolia and camellias, like walking into a secret garden. You will feel welcome from the moment you drive up. The Farmhouse is also beautifully decorated for the holidays.

Joy in the Morning @ Berlin Boho Bungalow
The Berlin Boho Bungalow is the dream home of a family of artists—a mother and daughter team, a contractor husband, and adult grandkids. Set on 1.5 acres in historic Berlin, MD. There are two units in the house. This is the downstairs guest house. We invite you to start family traditions here and return year after year. As we lovingly restore this old farmhouse, you can celebrate the transformation of a once-abandoned home into something beautiful.

Stella
Welcome to Stella! She has been lovingly restored by our family and carefully designed by our son who owns JoonMoon Design with his beautiful wife. We are a family who loves to travel and discover places of rest. Stella was designed with that in mind. She is approachable, comfortable and invites you to kick off your shoes and relax. She is walking distance to Salisbury University and close to many restaurants and stores.

Hopkin's House, Chincoteague Beach Vacations
As a classic Chincoteague-style home, Hopkin's House is situated on the East Side of Chincoteague Island (aka Dodge City) and overlooks the Assateague Channel and Assateague Lighthouse. You'll enjoy a wonderful, relaxing vacation at this three (3) bedroom home. Sitting in the front sunroom with your morning cocoa, coffee or tea, you'll watch gorgeous morning sunrises as it peaks above the Assateague National Seashore.

Salisbury Hideaway
Relax in a quiet part of Salisbury in this cozy, newly renovated 2 bedroom, 1.5 bath home. A modern feel welcomes you home after a long day at work, a sports trip, or vacation. Enjoy all new furniture including luxury bedding and smart TVs. Centrally located and close to downtown for shopping and dining at one of the many local restaurants. Only 30 minutes from the beaches of Ocean City & Assateague Island.

Wagon Wheel Cottage
Remodeled country farm house cottage that was built by our uncle in a quiet rural area surrounded by farm land. Other family members live all around us. It's located in the small town of Powellville, Md. It is 21 miles from Assateague, 20 miles from Ocean City, 12 miles from Berlin, 13 miles from Salisbury and 41 miles from Chincotegue VA. Sorry we do not allow pets as some guest have pet allergies.

Island Oasis, Tangier Island, Virginia
Island Oasis is a one story, waterfront, newly renovated home situated in the heart of town. The tour boat docks are directly behind property with a gift shop on site. Restaurant, ice cream/sandwich deck, grocery store, church, museum , etc are all within walking distance. Guests will have full access to home and a nice deck overlooking harbor.
Popular amenities for Greenbackville house rentals
House rentals with a pool

Cozy beach home away from home!

Private pool, waterfront, kayaks, bikes, firepits!

Beach Paradise 2101-Downtown Luxury Condo Bay View

Direct Bay Front Epic Sunsets Rooftop Pool

Beach Oasis w/ King Suite + Outdoor Shower & Pool

Snowbird Bay Cottage

Oceanfront | Beachfront | Elevator | eFireplace

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
Weekly house rentals

A Little Serenity: Our Cozy One Bedroom Apartment

Quiet country getaway

Bikes-Kayaks-Outdoor Shower Grill-Firepit-Beach Eq

Cottage in the Pines

Railroad Bank - Country Charm Near Chincoteague

Egret’s Point on the Creek

Countryside Home in Princess Anne

The Tangier Escape
Private house rentals

Ocean Pines 2BR 1BA Cottage with Fire Pit

Riverfront Retreat-Kayaking/Fishing/Nearby Beaches

Cozy Stylish Waterfront 3BR Kayaks Fireplace Porch

5 bedroom waterfront retreat with private dock

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

New waterfront home on bay, quick walk to beach

Escape To A “True” Chesapeake Waterfront Property!

Island View House
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Outer Banks Holiday rentals
- Ocean City Beach
- Ocean City Boardwalk
- Assateague Beach
- Assateague Island National Seashore
- Peninsula Golf & Country Club
- Jolly Roger Amusement Park
- Northside Park
- Bear Trap Dunes
- Bayside Resort Golf Club
- Baywood Greens Golf Maintenance
- Towers Beach
- Jolly Roger at the Pier
- Assateague State Park
- Plantation Lakes Golf and Country Club
- Delaware Seashore State Park
- Fenwick Island State Park Beach
- Coin Beach
- Heritage Shores
- Splash Mountain Water Park
- Wallops Beach
- Ocean Pines Golf Club
- Cripple Creek Golf and Country Club
- Guard Shore
- Trimper Rides of Ocean City




