Photo by Ronanne Vinson

Find 5 Star Hotels in Chesapeake Beach, MD from ￥27,815

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chesapeake Beach 5 Star Hotels

Compare Chesapeake Beach 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Inn at Perry Cabin
Enjoy a romantic meal for two in our serene outdoor dining area, surrounded by a tranquil pool.

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (355)
"Grounds are beautiful. Staff very friendly and attentive "
The price is ￥84,765
￥102,566 total
includes taxes & fees
Jul 24 - Jul 25
Inn at Perry Cabin
The Inn at Tacaro Estate
Stunning heritage building with a traditional brick façade, prominent statue, and charming shutters.

The Inn at Tacaro Estate

5.0 star property
9.2 out of 10, Wonderful, (9)
"1940’s estate is maintained to remind you of those times. There was a “Speak-EZ” in the basement they had open Friday and Saturday evenings. My room was spacious and included a balcony. Huge front lawn with a pool and a view to the Bay. "
The price is ￥65,373
￥74,525 total
includes taxes & fees
Jul 31 - Aug 1
The Inn at Tacaro Estate
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chesapeake Beach.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4165 Mears Ave, Chesapeake Beach, MD
The price is ￥27,815 per night from Jul 20 to Jul 21
￥27,815
￥33,830 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Still don't see what you're looking for?
See all properties in Chesapeake Beach.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Chesapeake Beach

Relaxing Chesapeake Beach is calling! Discover its food, spas, beaches, and more.

See all hotels in Chesapeake Beach
Boardwalk along the Chesapeake Bay.
Photo by Ronanne Vinson
Open Photo by Ronanne Vinson

Top Chesapeake Beach Hotel Reviews

Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"The setting is spectacular and the staff could not have been kinder and more helpful."
George 2-night trip
Posted 4 days ago
Inn at Perry Cabin

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chesapeake Beach?
The amount you pay for a 5-star hotel in Chesapeake Beach can vary according to when you decide to travel and how long you plan to stay, among a number of factors. Take advantage of our price per night filter and other search tools to score the best deal on a high-end stay.

  • Search for the lowest price per night from ￥27,815

What makes a hotel 5 stars in Chesapeake Beach?
From gourmet restaurants and all-day gyms to pools and superior bedding, the 5-star experience in Chesapeake Beach is all about relaxation and luxury. But it requires more than just top-notch perks to get a 5-star rating. Hotels must also deliver outstanding guest services like in-room massage treatments, dry cleaning and laundry and room service any time day or night.
Are there any 5-star all-inclusive resorts in Chesapeake Beach?
Find a luxury retreat that includes your lodging, meals, drinks and entertainment in Chesapeake Beach with our handy filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Be sure to check what's included in the price. This way, you're ready to take advantage of all the premium perks from the moment you get there.