
House vacation rentals in Chincoteague Bay
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Top-rated house rentals in Chincoteague Bay
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The Hideaway at Mill Creek
We welcome 6 persons, however 4 adults max. Here you will find nestled in the woods atop a beautiful hill overlooking Mill Creek, a short distance from the Chesapeake Bay, an architect's home. With beautiful sunrises and sunsets, this hideaway gives you an escape from everyday life. Relax on the patio with a book, out on the water kayaking, fishing or crabbing off the dock or sitting watching the wildlife. You will never forget the views or the sight of the sailboats in for a rest from the bay.

Waterfront with sweeping bay view & private beach
Year-round private beach oasis on Chesapeake Bay! Perfect Fall & Winter Escape. An hour from DC beltway & world away. Recharge & relax to the sound of waves & sailboats. Spacious & fully renovated, with modern features, ample outdoor terraces. Enjoy long walks, nature spotting (bald eagles, rays, dolphins), shark tooth collecting. Kayaks provided! Short drive to Solomons Island, and local amenities: restaurants, bars, store, national parks & vineyards. No parties or events. Only relaxing.

Soul Oasis - home on the Chesapeake Bay
Listen to the waves of the Chesapeake Bay from the trex deck. There are 2 private community beaches in the neighborhood where you can find fossils and sharks teeth. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer around the house! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.

Pearl in the Pines: bikes, kayaks, EV charger
Nestled in the shade of tall pine trees in the private community of Oyster Bay, "Pearl in the Pines" is a charming coastal retreat equipped to meet any need. This bright and beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly, making it an ideal space to vacation with your entire family. The spacious screened porch offers the perfect perch to savor your morning coffee with the sunrise or relax with friends and family while enjoying fresh, locally sourced seafood.

Private Country Beach Retreat
Welcome to Mason Jar Retreats Beach Home. Our home is a private beachfront property with the best of both country and beach living. Located on 6 acres on a private road with only a few steps to take to your private oasis on the Chesapeake Bay. Enjoy sunsets from the beautiful porches while taking in the natural surroundings. Our home is only three miles from a vineyard and winery and 20 minutes to Cape Charles with lots of shopping and dining in a quaint beach town. *LGBTQ+Friendly Home

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 boat ride away. Private dock for swimming and fishing, two kayaks available for guest use.

Sunset Breezes - quiet waterfront retreat
Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

Osprey's Retreat Waterfront w/ private beach/dock
Enjoy a weekend escape or extended vacation for up to 6 guests at this freshly renovated gem located on LeCompte Bay . Beautiful waterfront property with a private sandy beach, located just 5 minutes outside of town with plenty of outside activities including a dock and fire pit. Super clean & comfortable, modern home & furnishings featuring a first floor premier, well appointed kitchen. This home is provided with everything you need for a fun, relaxing get-a-way on the Bay.

Egret’s Point on the Creek
Egrets Point on the Creek, is a beautiful and peaceful place to relax and plan your Eastern Shore exploration. Whether you are enjoying the fire pit by the creek, or taking a nap in the hammocks, canoeing, walking or exploring historic Onancock, life by the creek is sweet. Chincoteague to the north, Cape Charles to the south. Excitement abounds. Coastal exploration, boating, fishing, fine dining, artisan shops, art galleries, farmers markets and sandy beaches. Come and enjoy!

SpaciousCondo nearOcean City|Winery|Golf on 5Acres
Come stay in our 2nd Floor Condo on our private 5-Acre Property! Enjoy the Barn-Like look from the outside, but inside, find a modern & spacious condo with a fully-equipped kitchen. Located in Berlin, Maryland, you are minutes to Historic Berlin and only 15 minutes to all the fun that Ocean City, Maryland has to offer! Have your morning coffee on the deck and soak in the scenic views or pitch a tent, light up the fire pit, let the kids run wild! We'll see you soon!

Secluded Waterfront · Kayaks, Firepit, Beach 15mi
Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.

Water's Edge Cottage | Luxury Retreat
We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”).
Popular amenities for Chincoteague Bay house rentals
House rentals with a pool

Waterfront, Pool + Beach, Dock + Kayaks, Potomac

Blue Heron WaterSide

Beach Please! River cottage w/private beach & dock

The Rosé Retreat: Pool-Screened Porch-RELAX

Luxurious Fine Linens/Salt Water Pool/Spa Hot Tub

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC

Magical wooded cottage pool +priv hottub walk2town

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach
Weekly house rentals

Serene Waterfront Metompkin Retreat - Entire Home

Pet Friendly,Fence, Waterfront 'Rivah Dog Cottage'

Waterfront Escape • Dock, Views, Peace & Kayaks

Convenient Walk 2 Dining~Free Parking+Beach Gear!

Private Home in Quiet Beach Country setting

Countryside Home in Princess Anne

The River House

Assateague, Golf, Ocean City all Within Minutes.
Private house rentals

The Puskar’s Landing

The Magnolia House ~Linens Included~

Wildcat Cove-Waterfront Home, w/ Private Dock.

Chesapeake Bay Retreat W/Breathtaking Views

Waterfront Home - Dock, Kayaks, Fire Pit, Grill

Peaceful off the beaten path on the Delaware Bay

Where the Road meets the Bay

Waterfront Cabin! BigPorch~FishCrab~Paddle~Karaoke
Destinations to explore
- Pet-friendly rentals Chincoteague Bay
- Waterfront rentals Chincoteague Bay
- Rentals with a kayak Chincoteague Bay
- Rentals with a fireplace Chincoteague Bay
- Rentals with a fire pit Chincoteague Bay
- Rentals with pools Chincoteague Bay
- Rentals with a washer and dryer Chincoteague Bay
- Rentals with a patio Chincoteague Bay
- Rentals with beach access Chincoteague Bay
- Family-friendly rentals Chincoteague Bay
- Rentals with outdoor seating Chincoteague Bay
- Fitness-friendly rentals Chincoteague Bay
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