
House holiday rentals in Eastern Shore of Virginia
Find and book unique houses on Airbnb
Top-rated house rentals in Eastern Shore of Virginia
Guests agree: These houses are highly rated for location, cleanliness and more.

The Rosé Retreat: Kayaks-Screened Porch-RELAX
Escape to The Rosé Retreat for peace and relaxation. Enjoy a romantic getaway sipping wine on the screened porch, unwind by the refreshing pool, navigate the waterways by kayak, and stroll to great restaurants/shopping. Savor local oysters and explore nearby wineries. Bring the family for a memorable NNK adventure. The Rosé Retreat is a place to get away from it all. Enjoy a bottle (or more, we're not judging) of Rosé while you're here. Follow on IG:roseretreatva Irvington Occupancy Tax #500

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.

Charming coastal home w/ outdoor area and river views
Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

"Bee-Z Haven" Waterfront Cottage on the Ware River
Curious about what makes Gloucester so wonderful? Live like a local at this Upscale Waterfront Retreat and find out for yourself why renters say "Enjoy the Breath Taking Views". Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our area is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

Bay Breeze Home on private waterfront
On Virginia's beautiful Eastern Shore, the Bay Breeze Home on Occohannock Creek is the ultimate getaway for two or a large family desiring outside adventures. This 1970's spacious home has plenty of room. Experience the water with our three kayaks or family canoe and watch the abundant wildlife. Right outside your door, you may see Ospreys, Great Blue Herons, Eagles, wild ducks, porpoises, deer, geese, otters, & more. Be our guest and forget your worries in this spacious and serene spot.

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.

White Point Cottage -- Quiet Waterfront Getaway
Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

Waterfront Cottage Getaway Views/Kayaks/Fire Pit
A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

1891 Coastal Charmer: fully renovated farmhouse
Built in 1891, this farmhouse has been totally renovated by a professional designer. The Cottage is filled with coastal colors and accessories so it feels fun and updated but still retains the feeling of walking into a well loved family beach cottage. We are pet friendly as any beach cottage should be and love seeing our guests and their pets enjoying the cottage. Follow the cottage on social media @ BlueOysterCottage for more pictures, design ideas and local places to visit.

Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.

Hutch's Bluff - Waterfront near Williamsburg
Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

The Llama House
Located half-way between Mathews and Gloucester on the beautiful North River with views of the Mobjack Bay, New Point Comfort Lighthouse and Gloucester Point. The ideal spot for anyone needing to reconnect with someone, nature, or themselves. Enjoy fishing, crabbing, kayaking, playing corn hole, birdwatching, napping in a hammock, sipping wine, grilling out, amazing sunsets, listening to old records, playing the ukulele, and other simple pleasures of days gone by.
Popular amenities for Eastern Shore of Virginia house rentals
House rentals with a pool

10/15-18 OPEN Waterfront | Gameroom+Kayak+Firepit

The Glebe

York River Vacation Home

Country Comfort Close to the Beaches

Relax in Urbanna, @ The Blue Tango!

Beach Please! River cottage w/private beach & dock

Perfect Getaway!

Beautiful Waterfront Home-Private, Clean, Relaxing
Weekly house rentals

Stylishly Renovated | Golf Cart Avail. | Bakery!

The Hideaway at Mill Creek

Eden Lake House Cape Charles

Private Country Beach Retreat

Coastal Farmhouse Getaway

Egret’s Point on the Creek

Walk 2 Beach & Restaurants-Central Park- King Bed!

Bayside Bonanza | Off-street Parking | EV Charger
Private house rentals

Serenity on the Bay | Dock | Kayak | Fish

Tranquil Escape Near Chesapeake Wineries

Blue Pearl Cottage

York River | Chesapeake Bay Bliss: Fishing Retreat

Waterfront Home - Dock, Kayaks, Fire Pit, Grill

Waterfront Dock, Fire Pit, Kayaks & King Beds!

The Haven On The Chesapeake Bay

Relax & Heal Cottage Near Ocean & Forest Retreat
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Jersey Shore Holiday rentals
- Outer Banks Holiday rentals
- Ocean City Holiday rentals
- The Hamptons Holiday rentals
- South Jersey Holiday rentals
- Bed and breakfasts Eastern Shore of Virginia
- Villa rentals Eastern Shore of Virginia
- Cottage rentals Eastern Shore of Virginia
- Rentals with a patio Eastern Shore of Virginia
- Cabin rentals Eastern Shore of Virginia
- Rentals with a fire pit Eastern Shore of Virginia
- Rentals with an accessible height bed Eastern Shore of Virginia
- Rentals with outdoor seating Eastern Shore of Virginia
- Apartment rentals Eastern Shore of Virginia
- Fitness-friendly rentals Eastern Shore of Virginia
- Townhouse rentals Eastern Shore of Virginia
- Waterfront rentals Eastern Shore of Virginia
- Rentals with an accessible height toilet Eastern Shore of Virginia
- Pet-friendly rentals Eastern Shore of Virginia
- Rentals with a kayak Eastern Shore of Virginia
- Hotel rentals Eastern Shore of Virginia
- Rentals with a home theatre Eastern Shore of Virginia
- Family-friendly rentals Eastern Shore of Virginia
- Rentals with an EV charger Eastern Shore of Virginia
- Beachfront rentals Eastern Shore of Virginia
- Rentals with lake access Eastern Shore of Virginia
- Rentals with pools Eastern Shore of Virginia
- Rentals with breakfast Eastern Shore of Virginia
- Rentals with a hot tub Eastern Shore of Virginia
- Rentals with beach access Eastern Shore of Virginia
- Rentals with a fireplace Eastern Shore of Virginia
- Condo rentals Eastern Shore of Virginia
- Rentals with a washing machine and dryer Eastern Shore of Virginia
- House rentals Virginia
- House rentals United States
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Assateague Island National Seashore
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Assateague Beach
- Buckroe Beach and Park
- Grandview Beach
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Wilkins Beach
- Little Creek Beach
- Wallops Beach
- Sarah Constant Beach Park
- Salt Ponds Public Beach
- Parramore Beach
- Guard Shore
- Gloucester Point Beach Par