Find short term rentals in Chesapeake Bay at the best prices

8364 available short term rental offers

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Chesapeake Bay short term rentals
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Best Short term and Weekly rentals in Chesapeake Bay

Best family friendly Chesapeake Bay Short term rentals

Among the 8364 accommodations in Chesapeake Bay, here are the 4 best family friendly rentals

* Beautiful Oasis W/ No Detail Spared * - Chesapeake Bay
9.8 55 reviews

* Beautiful Oasis W/ No Detail Spared *

apartment, Lutherville
This waterfront property in Lutherville-Timonium, Maryland, is situated within 4.8 kilometres of Towson Town Centre, Greenspring Station, and Goucher College.
The one-bedroom, one-bathroom house sleeps four guests and offers a fully equipped kitchen, patio, garden, free Wi-Fi, and parking; water activities are possible due to its waterfront location.
Lavish Luxe 2bd-1ba Apartment In Federal Hill - Chesapeake Bay
10 2 reviews

Lavish Luxe 2bd-1ba Apartment In Federal Hill

apartment, Baltimore
This recently renovated 1900s flat in Baltimore's Federal Hill district is 1.8 kilometres from the Inner Harbour and 1.7 kilometres from the Baltimore Convention Centre.
This 135 square metre apartment offers two bedrooms, a kitchen equipped with a fridge, microwave, and dishwasher, air conditioning, and a terrace with city views, accommodating up to 11 guests.
Deltaville 2br Retreat, Walk To Museum, Boat Parking - Chesapeake Bay
10 71 reviews

Deltaville 2br Retreat, Walk To Museum, Boat Parking

apartment, Deltaville
This Deltaville seaside house, a 10-minute walk from the Deltaville Maritime Museum, Holly Point Nature Park, and Deltaville Marina, and within 32 kilometres of White Stone Beach and the Middlesex County Museum, offers stunning waterfront views.
This 72-square-metre property sleeps four guests in two bedrooms and one bathroom, boasting a fully equipped kitchen, private patio, garden, free Wi-Fi, and parking.
On Ensor - Chesapeake Bay
8.9 244 reviews

On Ensor

B&B, Baltimore
On Ensor is a charming bed and breakfast located in a residential area of Baltimore, just 1.6 kilometers from Penn Station and within 3.2 kilometers of The Walters Art Museum, Clifton Park, and Historic Ships in Baltimore. This property has received very good user ratings, with excellent marks for cleanliness and a good location rating.
The bed and breakfast has one bedroom and one bathroom, accommodating up to two guests. Each room features free Wi-Fi, air conditioning, a flat-screen TV, a fridge, and a coffee machine, ensuring a comfortable and convenient stay.

Best Chesapeake Bay lodging with a balcony

The Princess Anne 200 Inn At Old Beach - Chesapeake Bay
No reviews

The Princess Anne 200 Inn At Old Beach

B&B, Virginia Beach
B&B rental. Your accommodation will be based in Virginia Beach.
Facilities and services: free parking, a washing machine and an iron. This accommodation in Virginia Beach also has a terrace!
Inn At Huntingfield Creek - Chesapeake Bay
9.8 110 reviews

Inn At Huntingfield Creek

B&B, Rock Hall
The Inn at Huntingfield Creek is located in Rock Hall, Maryland, just 92 miles from Baltimore and 63 miles from Annapolis, making it a convenient base for exploring the Chesapeake Bay. The Inn has consistently received excellent ratings for its cleanliness, location, and overall experience.
The guest house offers a comfortable and spacious room with a private bathroom. Guests can enjoy a refreshing dip in the seasonal outdoor pool, relax in the shared lounge, or take advantage of the free WiFi. A full English/Irish breakfast is provided each morning, and the Inn also offers cycling and canoeing opportunities for those wanting to explore the surrounding area.
Riverside Lodge Bed & Breakfast On The Honga River    Unit B - Chesapeake Bay
10 1 review

Riverside Lodge Bed & Breakfast On The Honga River Unit B

B&B, Chance
Riverside Lodge, a guesthouse in Fishing Creek, offers waterfront accommodation near Historic St Mary's City and the Patuxent River Naval Air Museum, approximately a short drive from Chance.
This newly renovated lodging features five double rooms, each with a private bathroom, a shared den with a fireplace, and a screened porch overlooking the Honga River and Chesapeake Bay; breakfast is included, and guests can enjoy proximity to Cedar Hill and Dennis Point marinas.
Guest Quarters At The Inn - 205 - Chesapeake Bay
9.8 251 reviews

Guest Quarters At The Inn - 205

B&B
This one-bedroom flat is situated in Chesapeake Beach, just a short distance from the Bayside History Museum, Chesapeake Beach Water Park, and Rod n Reel Charter Fishing, offering easy access to the area's attractions. The property enjoys excellent user, location, and cleanliness ratings.
The flat provides a comfortable living space with a fully equipped kitchen and a balcony for outdoor relaxation. Amenities include a swimming pool, a garden, and parking, as well as free Wi-Fi, air conditioning, and the option to bring pets.

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Best Chesapeake Bay lodging with a kitchen

Essex Smart Stay - Torner Road - Chesapeake Bay
No reviews

Essex Smart Stay - Torner Road

apartment, Essex
This Essex flat offers convenient access to Baltimore's key attractions, with the National Aquarium and Baltimore Convention Center just a 29-kilometre drive away.
This one-bedroom flat, covering 56 square metres and accommodating two guests, features air conditioning, WiFi, an in-unit washer and dryer, and a BBQ grill for outdoor enjoyment.
Cape Henry Full Suite Inn At Old Beach - Chesapeake Bay
10 5 reviews

Cape Henry Full Suite Inn At Old Beach

B&B, Virginia Beach
This Northeast Virginia Beach flat is situated a short walk from Pacific Avenue and the Virginia Beach Boardwalk, less than 0.8km from the Virginia Beach Convention Centre and Fishing Pier.
This 79 square metre, two-bedroom apartment sleeps six, boasting a fully equipped kitchen, two bathrooms (one en-suite), a private balcony, and access to a building hot tub; nearby attractions include the Virginia Beach Station, easily accessible by foot.
Private Tiny Home Near
Havre De Grace Attractions - Chesapeake Bay
10 7 reviews

Private Tiny Home Near Havre De Grace Attractions

cabin, Aberdeen
This secluded tiny home is situated among trees on 5 private acres, a short drive from Havre de Grace.
This cabin offers 1 bedroom and 1 bathroom for up to 4 guests, featuring a fully equipped kitchen, air conditioning, internet, and an enclosed outdoor bathroom with a hot water shower.
Cricket Hill House  Waterfront Suite, 2 East - Chesapeake Bay
10 4 reviews

Cricket Hill House Waterfront Suite, 2 East

B&B, Gwynn
Cricket Hill House is a boutique waterfront inn situated on Gwynn's Island, offering expansive views of Milford Haven and the Chesapeake Bay, just 500 metres from Hole in the Wall Waterfront Grill and Bar and within 1.6 kilometres of The Hatchery Oyster Eatery.
This guest house provides private suites with kitchenettes and air conditioning, along with direct pier access and proximity to Gwynn's Island Museum and local amenities, accommodating up to two guests.

Best Chesapeake Bay lodging with laundry available

Wtrfrnt Aptmnt W/pool/dock On Private Farm - Chesapeake Bay
9.8 227 reviews

Wtrfrnt Aptmnt W/pool/dock On Private Farm

gîte, Mathews
This waterfront studio apartment in Mathews County, Virginia, is situated approximately 16km from the villages of Mathews and Gloucester, offering easy access to local attractions and farm-to-table dining.
The self-contained unit sleeps two guests and boasts a private saltwater pool, access to kayaks and canoes, and outdoor amenities including a grill and fire pit on 12 acres of private grounds.
Walk To Everything Rock Hall From This 1st Floor Apartment. Sleeps 4! - Chesapeake Bay
10 28 reviews

Walk To Everything Rock Hall From This 1st Floor Apartment. Sleeps 4!

apartment, Rock Hall
This Rock Hall apartment is conveniently located less than 1.6km from Rock Hall Harbour, within a 10-minute walk of The Mainstay, and under 1.6km from Waterman's Museum and Ferry Park.
The one-bedroom, one-bathroom flat sleeps four guests and boasts a fully equipped kitchen with appliances including a microwave and dishwasher, in-unit laundry, free Wi-Fi, a Smart TV, and a terrace/balcony plus access to a shared garden with barbecue grills.
Artistic Abode Close To Mica & Johns Hopkins - Chesapeake Bay
8.4 6 reviews

Artistic Abode Close To Mica & Johns Hopkins

apartment, Baltimore
This one-bedroom flat is located in Madison Park, a quiet residential neighbourhood in Baltimore, within 3km of Maryland Institute College of Art, Oriole Park at Camden Yards, and Johns Hopkins University. The property has received excellent guest reviews.
The flat can accommodate up to four guests and features a fully equipped kitchen, a balcony, and a washing machine. Guests can enjoy free Wi-Fi, parking, and air conditioning.
Breakers 204 Inn At Old Beach - Chesapeake Bay
No reviews

Breakers 204 Inn At Old Beach

B&B, Virginia Beach
B&B rental. You will be based in Virginia Beach.
Facilities and services include a fridge, free parking and an iron. Take advantage of the air conditioning in this accommodation in Virginia Beach.
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