Frontier Cabin Rentals - Vacation Rentals in Northern Chesapeake Bay

NEW Cabin in the Clouds Easy Downtown Access w Parking From US $185
         

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9.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
A little slice of heaven on the Choptank River. From US $340
         

10.0 (28 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm! From US $234
         

Oakland Bear Lair, located just minutes from Deep Creek Lake From US $589
         

10.0 (2 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Romantic Treehouse Stay in the Sky From US $356
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Northern Chesapeake Bay

Over 10000+ Luxury Places to Stay in or Near Northern Chesapeake Bay
2 bedroom 2 bath Townhouse From US $5,800
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Entire Twnhouse 2bdrms 3Bthrm 2Qbeds 2Levls Fncd Bkyard From US $4,830
         

Top-Rated Vacation Rentals with a Pool in Northern Chesapeake Bay

Over 3201+ Top-Rated Vacation Rentals with a Pool in or Near Northern Chesapeake Bay
Family and Pet-Friendly, Waterfront with Pier From US $333
         

10.0 (265 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Peaceful Cambridge Home on Jenkins Creek From US $382
         

10.0 (213 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
NESTLED IN PRIME CAPITOL HILL LOCATION - STEPS AWAY TO EVERYTHING! From US $308
         

Fabulous, Historic One BR Capitol Hill Apartment From US $177
         

10.0 (190 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Heart of the City - HalfBlock to METRO - Columbia Heights. From US $70
         

10.0 (162 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Northern Chesapeake Bay

Over 5737+ Pet-Friendly Vacation Rentals in or Near Northern Chesapeake Bay
Great Location with 2 King beds 2 queen beds From US $225
         

10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Eastern Shore beach cottage get-away From US $368
         

10.0 (139 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Kingsbay Mansion Bayhouse From US $816
         

10.0 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Northern Chesapeake Bay

Over 2300+ Large Vacation Homes & Villas in or Near Northern Chesapeake Bay
Baydream Believer From US $1,392
         

10.0 (87 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Pentagon City Luxury Apartment From US $126
         

5.8 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
USNA Luxury Home, parking, pet friendly From US $910
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks From US $999
         

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Dock Pet permitted From US $1,164
         

Wheelchair Accessible Vacation Homes in Northern Chesapeake Bay

Over 4896+ Wheelchair Accessible Vacation Homes in or Near Northern Chesapeake Bay
Bluebird Suites DC Financial District From US $161
         

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8.9 (44 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
The Oaks Waterfront From US $538
         

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10.0 (41 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Downtown 2BR in Woodmont Triangle | Steps to Metro From US $416
         

6.8 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Woodmont Triangle| Pet-friendly 1BR | nr Glen Echo Park From US $285
         

9.6 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stay in the landmark Lighthouse! From US $474
         

10.0 (109 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
New Downtown Annapolis Condo With Free Parking From US $292
         

10.0 (39 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Northern Chesapeake Bay Vacation Rentals and Airbnb Places to Stay Under $200

Over 5654+ Northern Chesapeake Bay Vacation Rentals and Airbnb Places to Stay Under $200
Designer Fashion Loft 1 Bedroom Apartment -Royalty Homes From US $137
         

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5.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Internet
Inn at Huntingfield Creek From US $173
         

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10.0 (61 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Great value 2 Excellent condition. From US $185
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Northern Chesapeake Bay

Over 10127+ Instantly Bookable Vacation Homes in or Near Northern Chesapeake Bay
PERFECT LOCATION in the heart of history From US $463
         

10.0 (220 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
2BR - New Renovation with AC, Dishwasher, Laundry From US $173
         

10.0 (4 Reviews)
Apartment
  • TV
  • Security/Safety
  • Wellness Facilities
Brand new and modern apartment on Red Line! From US $224
         

10.0 (61 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Northern Chesapeake Bay Vacation Rentals

With more than 54 Northern Chesapeake Bay vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Frontiercabinrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Northern Chesapeake Bay.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Frontiercabinrentals Northern Chesapeake Bay, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Northern Chesapeake Bay. Places to stay near Northern Chesapeake Bay are 844.55 ft² on average, with prices averaging $327 a night.

Frontiercabinrentals makes it easy and safe to find and compare vacation rentals in Northern Chesapeake Bay with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Northern Chesapeake Bay

Type Count
Cabin Rentals 49
Vacation Homes 4
Hotels with Suites 1

Use these Quick Filters to Find a Vacation Rental in Northern Chesapeake Bay

Pro Tip: Frontiercabinrentals makes it easy to compare the best listings on Frontiercabinrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Frontiercabinrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Northern Chesapeake Bay.

Weather in Northern Chesapeake Bay

View the weather forecast for Northern Chesapeake Bay before booking your Northern Chesapeake Bay Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Northern Chesapeake Bay Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Northern Chesapeake Bay?
How many vacation rentals are available in Northern Chesapeake Bay?

Currently, the total number of properties listed in 2026 is over 54 in the Northern Chesapeake Bay area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Northern Chesapeake Bay.