Maryland Luxury Vacations

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Top Luxury vacation packages in Maryland

Price found within the past 48 hours. Click for updated prices.
Renaissance Baltimore Harborplace Hotel
Pendry Baltimore
The Royal Sonesta Harbor Court Baltimore
Kimpton Hotel Monaco Baltimore Inner Harbor by IHG
The Ivy Hotel
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5* Luxury vacations in Maryland

Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Baltimore
Pendry Baltimore
The Ivy Hotel
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3 Night Luxury vacations in Maryland

Price found within the past 48 hours. Click for updated prices.
Renaissance Baltimore Harborplace Hotel
Pendry Baltimore
The Royal Sonesta Harbor Court Baltimore
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4 Night Luxury vacations in Maryland

Price found within the past 48 hours. Click for updated prices.
The Hotel at Arundel Preserve
Pendry Baltimore
Renaissance Baltimore Harborplace Hotel
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All you need to know about luxury vacations in Maryland

What can I expect from a luxury Maryland vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Maryland vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Maryland?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Maryland luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $386. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Maryland?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Maryland with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Maryland?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Maryland with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Maryland with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Maryland Hotels

1840s Carrollton Inn

1840s Carrollton Inn

4.5 out of 5
50 Albemarle Street Baltimore MD
  • 9 min walk from Baltimore Inner Harbor Marina
$226 nightly
The price is $266 total per night from Nov 15 to Nov 16
$266 total
Nov 15 - Nov 16
Total with taxes and fees
Choose luxury at Oaks Inn Baltimore at 1840s Plaza, where you can enjoy amenities like deep soaking bathtubs, fireplaces, and more. Sought-after amenities include ...
1840s Carrollton Inn
Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore

5 out of 5
200 International Dr Baltimore MD
  • 1 min walk from Baltimore Inner Harbor Marina
$438 nightly
The price is $514 total per night from Dec 9 to Dec 10
$514 total
Dec 9 - Dec 10
Total with taxes and fees
Be treated to a grand stay at Four Seasons Hotel Baltimore, where you'll find deep soaking bathtubs and premium channels. Notable amenities include a spa, an ...
Four Seasons Hotel Baltimore
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
  • 1 hour drive from Baltimore Inner Harbor Marina
$435 nightly
The price is $479 total per night from Dec 9 to Dec 10
$479 total
Dec 9 - Dec 10
Total with taxes and fees
Be treated to luxurious accommodations at Inn at Perry Cabin, where you can enjoy amenities like 24-hour room service, plush bedding, and more. Deluxe amenities ...
9.6/10 Exceptional! (407 reviews)
"Beautiful property but rooms in need of some updates. (Dirty carpets, moldy curtains). Beds very comfortable!For $1200 a night with no amenities, it was a disappointment but was a fun trip!"

Reviewed on Oct 18, 2026

Inn at Perry Cabin
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.