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

Luxe Modern Chesapeake Waterfront Oasis - 5 Star
The Cottage at Silver Water is a serene 5-star retreat for those who value tranquility over spectacle. Nestled along the Chesapeake, it offers front-row seats to mesmerizing sunsets, where golden light shimmers across the water. Inside, Nordic-inspired design pairs with quiet luxury, featuring award-winning mattresses and sumptuous bedding for deeply restorative sleep. Here, time slows, and luxury isn’t just seen—it’s felt. Discover why so many guests long to return by reading our reviews.

Sunset Breezes - quiet waterfront retreat
Enjoy our waterfront home styled after historic bay lighthouses. Relax by the water in a hammock under the tall pines. Gather with family and friends around the fire pit. Take in the beautiful water sights while paddling in a kayak, canoe, or paddleboard. Laugh with family and friends while playing corn hole, croquet, or bocce ball waterside. Photograph abundant wildlife - bald eagles, blue herons, osprey, deer, turkey and numerous waterfowl. Dine on the deck while enjoying beautiful sunsets.

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”). And be sure to visit our sister property, White Point Cottage!

Wander Cape Charles
A sanctuary, an oasis, a one of a kind experience communing with nature while lounging in civilized splendor—all are apt descriptions of this New York architect designed beach house on the shores of the Chesapeake Bay. Guests enjoy stunning waterfront views from a finished floor height of 36 feet. The Eastern Shore of Virginia is famous for its flat tidewaters, but this property is perched amongst unusual relic Sandhills, complete with pines, gum trees and vast sea and sunset vistas.

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.

Salisbury Cottage
Relax in a quiet part of Salisbury in this cozy, 3 bedroom, 2 full bath home. A farmhouse 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. One mile from Tidal Health PRMC and a half block away from Salisbury University.

Cozy 2 bedroom home on wooded private lane
Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

Waterfront Getaway with Dock
Bicyclist's and outdoorsman's dream! Beautiful rancher on two waterfront acres just 4 miles from Blackwater Wildlife Refuge and Harriet Tubman National Park. 10 minute drive from downtown, the Hyatt, and the Ironman starting point as well. Ironman and Eagleman races actually pass right by! Bright, sunny, and newly renovated, it's a great place to hang your hat after a day of hunting, fishing, bicycling, or triatholon-ing! Or just take a weekend to relax on the water!

Beautiful Renovated Home, Perfect Getaway!
Enjoy your stay in the quaint part of Salisbury in this cozy, newly renovated 2 bedroom home. A lovely space to unwind and relax after a busy day whether it is work or play. Awake refreshed and ready for a day of exploring. Head out and wander through the quiet neighborhood, bike to downtown Salisbury to do a little shopping and enjoy the local foods. We are 30 minutes from the sandy beaches of Ocean City & Assateague Island and 1 block away from Salisbury University.

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.

4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU
BEFORE BOOKING: Pool is open as of 04/5/25 Unless PRIOR AUTHORIZATION….. NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your party are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key
Popular amenities for Delmarva Peninsula house rentals
House rentals with a pool

3N+ PROMO Waterfront | Gamerm+Firepit | Dog+EV OK

Blue Heron WaterSide

Gunpowder Retreat

The Rosé Retreat: Kayaks-Screened Porch-RELAX

THE SORA with Disco, Hot Tub & Pool

Seas the Day Getaway ~ Pool ~ ONLY 3 mi to BEACH

Casa Blanca Upscale Retreat: Indoor Pool, Fire Pit

The Little Gypsy BoHome
Weekly house rentals

Charming Home in a Neighborhood

Johnna's House

Private Country Beach Retreat

Charming Island Home "Sandy Pines"

Private Carriage House- Spa Hot Tub & Luxe Linens

Living on Island Time

Pet Friendly Home In A Private Beach Community!

Private Lakefront Retreat | The Cottage at Haven
Private house rentals

Cozy Stylish Waterfront 3BR Kayaks Fireplace Porch

Fall Weekends -Waterfront, Beach, HotTub, GameRoom

Serene Waterfront Metompkin Retreat - Entire Home

Madison Bay Club House

Ocean City Escape | Spacious Home | Pool & Golf

Peaceful off the beaten path on the Delaware Bay

Luxury 5BR Getaway |Hot Tub, Game Room & Fire Pit

Countryside Home in Princess Anne
Destinations to explore
- Rentals with outdoor seating Delmarva Peninsula
- Apartment rentals Delmarva Peninsula
- Private suite rentals Delmarva Peninsula
- Rentals with a washing machine and dryer Delmarva Peninsula
- Townhouse rentals Delmarva Peninsula
- Tiny house rentals Delmarva Peninsula
- Loft rentals Delmarva Peninsula
- Serviced apartment rentals Delmarva Peninsula
- Condo rentals Delmarva Peninsula
- Waterfront rentals Delmarva Peninsula
- Rentals with a home theatre Delmarva Peninsula
- Ski-in/ski-out rentals Delmarva Peninsula
- Cottage rentals Delmarva Peninsula
- Pet-friendly rentals Delmarva Peninsula
- Villa rentals Delmarva Peninsula
- Rentals with a sauna Delmarva Peninsula
- Rentals with an accessible height bed Delmarva Peninsula
- Beachfront rentals Delmarva Peninsula
- Rentals with breakfast Delmarva Peninsula
- Cabin rentals Delmarva Peninsula
- Farmstay rentals Delmarva Peninsula
- Boutique hotel rentals Delmarva Peninsula
- Rentals with an EV charger Delmarva Peninsula
- Rentals with beach access Delmarva Peninsula
- Bungalow rentals Delmarva Peninsula
- Rentals with lake access Delmarva Peninsula
- Rentals with a fire pit Delmarva Peninsula
- Rentals with an accessible height toilet Delmarva Peninsula
- Family-friendly rentals Delmarva Peninsula
- Hotel rentals Delmarva Peninsula
- Rentals with a hot tub Delmarva Peninsula
- Fitness-friendly rentals Delmarva Peninsula
- Rentals with a fireplace Delmarva Peninsula
- Guesthouse rentals Delmarva Peninsula
- Rentals with a patio Delmarva Peninsula
- Bed and breakfasts Delmarva Peninsula
- Rentals with pools Delmarva Peninsula
- Smoking-friendly rentals Delmarva Peninsula
- Rentals with a kayak Delmarva Peninsula
- Resort rentals Delmarva Peninsula
- House rentals United States