Find Family Hotels in Deale, MD

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Top Deale Family Hotels

Inn at Perry Cabin

5.0 star property
St. Michaels
  • Childcare
  • Cribs/infant beds provided
  • Outdoor pool
9.6 out of 10, Exceptional, (370)
Family adventures flourish at this bayfront haven where children splash in the outdoor pool while parents unwind. Free bicycle rentals, tennis courts, and babysitting services create perfect days, complemented by spa treatments and seaside dining for all ages.
The price is AED 1,328
AED 1,607 total
includes taxes & fees
4 Dec - 5 Dec
Inn at Perry Cabin

The Tilghman Island Inn

3.5 star property
Tilghman
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
9.6 out of 10, Exceptional, (119)
The price is AED 735
AED 808 total
includes taxes & fees
26 Nov - 27 Nov
The Tilghman Island Inn

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

2.0 star property
Stevensville
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space
10.0 out of 10, Exceptional, (6)
The price is AED 1,465
AED 3,251 total
includes taxes & fees
1 Dec - 2 Dec
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Prince Frederick
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, (4)
The price is AED 661
AED 1,339 total
includes taxes & fees
1 Dec - 2 Dec
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Prince Frederick
  • Water park
10.0 out of 10, Exceptional, (8)
The price is AED 621
AED 1,293 total
includes taxes & fees
30 Nov - 1 Dec
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Charming Pet-Friendly Stay - Near Bay & Beaches.

Annapolis
  • Water park
10.0 out of 10, Exceptional, (6)
The price is AED 862
AED 2,079 total
includes taxes & fees
8 Dec - 9 Dec
Charming Pet-Friendly Stay - Near Bay & Beaches.

Luxury Annapolis Oasis: Hot Tub, Fire Pit, Fully Fenced, Pet Friendly

Cape Saint Claire
  • Hot Tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
10.0 out of 10, Exceptional, (29)
The price is AED 1,306
AED 3,038 total
includes taxes & fees
2 Dec - 3 Dec
Luxury Annapolis Oasis: Hot Tub, Fire Pit, Fully Fenced, Pet Friendly

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Arundel on the Bay
  • Hot Tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
9.8 out of 10, Exceptional, (11)
The price is AED 727
AED 1,784 total
includes taxes & fees
2 Dec - 3 Dec
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Neptune by the Water - Pet Friendly Fenced Yard

Cape Saint Claire
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Air conditioning
  • Outdoor Space
9.8 out of 10, Exceptional, (11)
The price is AED 753
AED 2,118 total
includes taxes & fees
9 Dec - 10 Dec
Neptune by the Water - Pet Friendly Fenced Yard

Waterfront Oasis of Annapolis Star

Annapolis
  • Outdoor pool
10.0 out of 10, Exceptional, (81)
The price is AED 760
AED 1,520 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront Oasis of Annapolis Star
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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Top Deale Hotel Reviews

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Frequently asked questions

What's Deale like for family-friendly vacations?
The welcoming destination of Deale is a good choice if you've been thinking about a trip with your kids. The beaches, lake views, and restaurants are just some of the things that make this an attractive family vacation spot. Fly into Fort Meade, MD (FME-Tipton), which is located 24.2 mi (38.9 km) from the city center.
When's the best time to book a family-friendly vacation in Deale?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Deale is 51 inches.
What's there to see and do with your family in Deale?
While you and your family are vacationing in Deale, you might want to visit some family-friendly attractions such as Chesapeake Beach Water Park and Rod n Reel Charter Fishing. Make sure you have lots of time for activities like Show Place Arena and London Town.