Queen Annes County

Queen Annes County Hotels with Pools

Find Queen Annes County hotels with a sprawling Pools.

Swipe up to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
9+8+7+6+

Top Hotels with Pools in Queen Annes County

Seek out top Queen Annes County hotels with proistine Pools.
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
Holiday Inn Express Annapolis East-Kent Island
Holiday Inn Express Annapolis East-Kent IslandHoliday Inn Express Annapolis East-Kent IslandHoliday Inn Express Annapolis East-Kent IslandHoliday Inn Express Annapolis East-Kent IslandHoliday Inn Express Annapolis East-Kent IslandHoliday Inn Express Annapolis East-Kent Island
99+
Hotels in Queen Annes County
Welcome to the award-winning Holiday Inn Express® Annapolis East – Kent Island hotel located on Maryland's stunning Eastern Shore. Nestled in the heart of the Kent Narrows Resort Area, our waterfront hotel offers breathtaking views and easy access to renowned dining, entertainment, and top wedding venues, including The Chesapeake Bay Beach Club, Kent Island Yacht Club, and Maria's Love Point. Our event venue is perfect for rehearsal dinners and bridal luncheons, and our block room rates allow your guests to stay conveniently close. Enjoy nearby attractions like the Premium Outlets for shopping, Ferry Point Park for scenic walks, and Chesapeake Bay boating excursions. With direct access to Cross Island Trail, outdoor adventure is at your doorstep. Hike or bike scenic trails and explore Terrapin Park, where you can walk on the beach and view the Chesapeake Bay Bridge. Within walking distance, find local favorites like Harris Crab House, The Narrows Restaurant, and Fisherman’s Inn. Looking for the best selection of wines, spirits, Champagnes, imported & domestic beers, cigars, and gourmet food? A short drive to The Winery is just minutes away. Be sure to show them your room key for a discount. Start each day with our complimentary Express Start® Breakfast buffet and enjoy amenities like an outdoor pool, free Wi-Fi, and free parking. Host productive meetings or events in our flexible meeting space, perfect for gatherings of any size.

"Our services was good breakfast was very good. Our last day there my wife left her phone once we got home we called back talked to Alex who called us back and made arrangements to have the phone sent to us thank you Alex very much. It's hard being without your phone."
Very Good
104 reviews
8.9/10
1 night
From IDR 1,828,442
Check Availability
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
Waterfront oasis, tranquil masterpiece for relaxing and recreating beautifullyWaterfront oasis, tranquil masterpiece for relaxing and recreating beautifullyWaterfront oasis, tranquil masterpiece for relaxing and recreating beautifullyWaterfront oasis, tranquil masterpiece for relaxing and recreating beautifullyWaterfront oasis, tranquil masterpiece for relaxing and recreating beautifullyWaterfront oasis, tranquil masterpiece for relaxing and recreating beautifully
33
Hotels in Queen Annes County
Set on 6 acres overlooking the beautiful Corsica River amidst idyllic farms, your home away from homecalls. A 5-bedroom, 6.5-bath waterfront oasis, Middle Fox Cove is the key to unlocking a memorablegetaway you will never want to leave behind.This 5000 square foot residence is a tranquil masterpiece that makes room for relaxing and recreating.Outside, the sprawling lawn is ideal to play lawn games (croquet and badminton are provided) or strollaround the gardens. A magnificent heated pool overlooks the river, with comfortable loungers makingfor a relaxing afternoon. A gated fence surrounds the pool area for additional safety.Inside, windows stretch practically floor to ceiling along the entire waterfront side of the house, withsunset views of the Corsica River and the rolling farmland on its banks. The dining room overlooks boththe Corsica and the pool, providing scenic views in all directions (as well as allowing you to keep an eye on little ones in the pool area). Around the corner, the lovely open kitchen serves up a design to meet all your vacation needs. Next to the dining area, a family room with 75 inch TV and a wood-burning fireplace provides a warm and welcoming place to read, watch TV, and gather as a group. A more formal living area with airy vaulted ceilings beckons with a wood-burning stove, and its sliding doors open to a screened in veranda perfect for sunset cocktails. Connected to the family room and kitchen, you’ll find two more areas to enjoy, a game room with air-hockey and a screened-in porch — the ideal space for gathering with family and friends throughout the day and evening. Downstairs, a game room with air-hockey and children’s toys provides a perfect gathering space for the kids…and the adjacent movie roomis special place for kids of all ages to have an evening’s entertainment!When it’s time to fall asleep, the first-floor primary suite overlooking the water is designed to help you unwind thanks to its king bed, walk-in closet, soaking tub, walk-in shower, and comfortable reading chairs to enjoy a quiet moment. Another first floor en-suite bedroom has a comfortable queen bed and looks out over the rolling front lawn. The second floor presents two spacious en-suite bedrooms withmagnificent water views, one with a king and another with a queen and a daybed. Downstairs, a cozy bunk-room with a water view and a full bathroom provides a comfortable sleeping area for up to eight. Together, the 5 bedrooms create a comfortable set-up tailor-made for groups of all sizes. And then there’s the home’s nautical allure. On the banks of the Corsica River, the ultimate alfresco backdrop is yours to explore — whether you’re looking to take in scenic views, get out on the water (onone of the 5 kayaks or 1 canoe provided) or simply relax on the glider bench on the dock, savoring the serenity rolling in all around you and watching the ducks and turtles paddle by. As evening arrives, gather on Adirondack chairs around the fire pit to roast s’mores and enjoy the star studded sky.Although the home’s peaceful surroundings will transport you to a place where the outside world doesn’t exist, in reality, the charming towns of the Eastern Shore are mere moments from your doorstep. Just two minutes away by car or ten minutes by bike, the tiny hamlet of Centreville has a farmers market, several restaurants and cafes, and most importantly – an ice cream shop! (It also has a convenient supermarket.) Fifteen minutes away the riverfront Chestertown beckons with its numerousrestaurants, art galleries, and farmers market. Easton is thirty minutes in the other direction, with its fine dining and boutiques, and another twenty minutes takes you to the quaint harbor town of St. Michaels with its waterfront restaurants and the Chesapeake Maritime Museum. Be sure to sample the many local restaurants, visit the farmers markets, take a cocktail cruise, or embrace the Maryland tradition of hot steamed crabs washed down by cold beer. Whatever the occasion, Middle Fox Cove is a chance to escape your routine and curate a vacation for everyone to enjoy.About pets:Pets allowed: dogs and cats (limit 2 total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
12 reviews
10.0/10
Check Availability
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaHilton Garden Inn Kent Island MarinaHilton Garden Inn Kent Island MarinaHilton Garden Inn Kent Island MarinaHilton Garden Inn Kent Island MarinaHilton Garden Inn Kent Island Marina
99+
Hotels in Queen Annes County
Hilton Garden Inn Kent Island is conveniently located on Maryland's Eastern Shore just minutes from Historic Annapolis and the Chesapeake Bay Bridge. The hotel offers complimentary internet in guest rooms and public spaces. Our amenities include free self-parking, a business center, an indoor heated pool, a fitness center, a Pavilion Pantry mini-mart, and an on-site restaurant and bar open for breakfast and dinner. We provide on-site catering services and have a 1,508 square feet divisible meeting space with a view of the marina. Also available is a 1,000 square feet terrace with a breathtaking view of the bay which is perfect for cocktail parties, and a 273 square feet boardroom for smaller meetings. The hotel is conveniently located by Wells Cove Marina, on Maryland's Eastern Shore just minutes from Historic Annapolis and the Chesapeake Bay Bridge. Some of the area's finest seafood restaurants and dock bars are just steps away. We are nearby golf courses, Cross Island Fitness Trail, Queenstown Premium Outlets, wineries, breweries, beaches, and a nature preserve.

"The facility was beautiful. The front desk staff were very courteous and accommodating. I will definitely be going back. The room was awesome. The front desk staff were very courteous and accommodating. I will definitely be going back. "
Very Good
100 reviews
8.7/10
1 night
From IDR 2,226,134
Check Availability
Queen Annes County
You Might Like
Queen Annes County Hotels With BreakfastQueen Annes County Hotels With Twin RoomQueen Annes County Hotels With 1 Double BedQueen Annes County Hotels With Free CancellationQueen Annes County Hotels With Free Parking
Hyatt Place Kent Narrows and Marina
Hyatt Place Kent Narrows and MarinaHyatt Place Kent Narrows and MarinaHyatt Place Kent Narrows and MarinaHyatt Place Kent Narrows and MarinaHyatt Place Kent Narrows and MarinaHyatt Place Kent Narrows and Marina
99+
Hotels in Queen Annes County
Hyatt Place Kent Narrows Hotel and Marina is a waterfront hotel located at the center of historic Fishermans Village. This contemporary property features spectacular full water views from its Lobby and Event space and from over 60 percent of its guest rooms. Kent Narrows is the gateway to the Eastern Shore and is the perfect place for a weekend Chesapeake Bay escape of part of an extended vacation. Our Event space is ideal for both a meeting or your special event.
Amazing
100 reviews
9.4/10
1 night
From IDR 2,663,830
Check Availability
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
32
Hotels in Queen Annes County
*NEW In-ground Large private pool! * An oasis from the stressors of everyday life, this exceptional 5 bedroom, 6 bathroom Rural waterfront Eastern Shore property sits on over 7 acres and boast endless water activities, including kayaking, crabbing or fishing. This elegant home sits directly on the Chesapeake bay tributary named Quarter Creek. You can drift off to sleep in the oversized main suite with a perfect waterfront view! Enjoy the Eastern Shore lifestyle in this beautiful backyard complete with a mesmerizing water garden and firepit. Catch crabs or fish from the shoreline for dinner. Sit by the enormous pool and Relax, read a book and take in an amazing sunset. Our large property provides a true escape from the hectic world.Amazing waterfront seafood restaurants and great shopping minutes away! Take a day trip, Play a round of golf at the nearby course. Rent a boat or bring your own! Charter a fishing trip and explore the shore. Close to great restaurants & shopping malls. Museums, boat excursions and more are just minutes away. Tranquility, relaxation, and solitude is the highlight of this property! So come unwind, a true experience that isn't to be missed!About pets:Pets allowed: dogs (limit 1 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
5 reviews
9.8/10
Check Availability
Kent Island Resort
Kent Island ResortKent Island ResortKent Island ResortKent Island ResortKent Island ResortKent Island Resort
41
Hotels in Queen Annes County
Located in Stevensville, Kent Island Resort is on the waterfront, within a 15-minute drive of Chesapeake Bay Bridge and Queenstown Premium Outlets. This golf hotel is 7.5 mi (12.1 km) from Sandy Point State Park and 10.4 mi (16.8 km) from Queenstown Harbor Golf Club. Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. This Victorian hotel also features complimentary wireless internet access, concierge services, and wedding services. Take advantage of the hotel's room service (during limited hours). Featured amenities include express check-in, express check-out, and ATM/banking services. Planning an event in Stevensville? This hotel has 6000 square feet (557 square meters) of space consisting of conference space and 5 meeting rooms. Free self parking is available onsite. Stay in one of 24 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include coffee/tea makers and complimentary bottled water, as well as phones with free local calls.
Very Good
49 reviews
8.9/10
1 night
From IDR 2,513,225
Check Availability
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubThe Inn at Chesapeake Bay Beach ClubThe Inn at Chesapeake Bay Beach ClubThe Inn at Chesapeake Bay Beach ClubThe Inn at Chesapeake Bay Beach ClubThe Inn at Chesapeake Bay Beach Club
99+
Hotels in Queen Annes County
With a stay at The Inn at Chesapeake Bay Beach Club in Stevensville, you'll be within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay. This spa hotel is 14.7 mi (23.6 km) from U.S. Naval Academy and 1.2 mi (1.9 km) from Paul Reed Smith Guitars. Pamper yourself with a visit to the spa, which offers massages, body treatments, and facials. You're sure to appreciate the recreational amenities, including a sauna, a 24-hour fitness center, and a seasonal outdoor pool. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and gift shops/newsstands. Enjoy a meal at the restaurant or snacks in the hotel's coffee shop/cafe. Quench your thirst with your favorite drink at the bar/lounge. Cooked-to-order breakfasts are available daily from 7:00 AM to 11:00 AM for a fee. Featured amenities include a 24-hour business center, a 24-hour front desk, and luggage storage. This hotel has 9 meeting rooms available for events. Free self parking is available onsite. Make yourself at home in one of the 77 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with down comforters and Frette Italian sheets. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers.

"WIFI is very poor, and many domestic websites have been affected by some There is no easy table in the room There is still 3~5 minutes walk from the water, no water view"
Great
68 reviews
9.2/10
1 night
From IDR 3,134,472
Check Availability
Private Peaceful Waterfront House with Pool & Hot Tub
Private Peaceful Waterfront House with Pool & Hot TubPrivate Peaceful Waterfront House with Pool & Hot TubPrivate Peaceful Waterfront House with Pool & Hot TubPrivate Peaceful Waterfront House with Pool & Hot TubPrivate Peaceful Waterfront House with Pool & Hot TubPrivate Peaceful Waterfront House with Pool & Hot Tub
32
Hotels in Queen Annes County
Family owned beautiful waterfront home with a fully stocked kitchen, dining room, master bedroom and large living areas. 5 acres to explore with a beautiful river view. The house is located back in off of a gravel drive. There are a few neighbors around the property but you will rarely, if ever see them. Some of the things this property has to offer.-Salt water pool (Pool will be closing end of September to April for the winter)-Outdoor Table & Chairs-Grill-Kayaks-Fire Pit-Hot TubAbout pets:No pets allowed, service animals permitted.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:The occupancy limit for this property is the same number of guests as your reservation at all times..No Parties, No Loud Music, No Boisterous Behavior,The use of the POOL is at your own risk. Please do not add anything to the pool..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Very Good
4 reviews
8.0/10
Check Availability
Quality Inn
Quality InnQuality InnQuality InnQuality InnQuality InnQuality Inn
61
Hotels in Queen Annes County
Located in Grasonville, Quality Inn is a 5-minute drive from Chesapeake Exploration Center and 6 minutes from Queenstown Premium Outlets. This hotel is 2.6 mi (4.2 km) from Chesapeake Bay Environmental Center and 3.9 mi (6.3 km) from Queenstown Harbor Golf Links. Take advantage of recreation opportunities such as a seasonal outdoor pool, or other amenities including complimentary wireless internet access and a vending machine. A complimentary buffet breakfast is included. Featured amenities include a computer station, a 24-hour front desk, and a safe deposit box at the front desk. Free self parking is available onsite. Make yourself at home in one of the 59 air-conditioned rooms featuring refrigerators and microwaves. 42-inch flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Bathrooms have shower/tub combinations and hair dryers. Conveniences include safes and coffee/tea makers, as well as phones with free local calls.
Good
95 reviews
7.8/10
1 night
From IDR 1,506,052
Check Availability
Circa 1700 Chesapeake Colonial home on the National Register.
Circa 1700 Chesapeake Colonial home on the National Register.Circa 1700 Chesapeake Colonial home on the National Register.Circa 1700 Chesapeake Colonial home on the National Register.Circa 1700 Chesapeake Colonial home on the National Register.Circa 1700 Chesapeake Colonial home on the National Register.Circa 1700 Chesapeake Colonial home on the National Register.
19
Hotels in Queen Annes County
Over 3000sf. Fully stocked, (just remodeled) kitchen, study, formal dining room, large living room, full bath, all downstairs. Upstairs, 4 bedrooms (2 Queens, 2 sets of twins) and 3 full baths. 2 Galley stairs (very steep) and main staircase. Large pool and expansive open space with piers and water access. Canoe and kayaks available.About pets:Pets allowed: dogs and cats (limit 1 total).Farm animals, plan on leashing, none on furniture..About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Steep galley stairs may need to be gated..About customRules:Upon arrival the kitchen door will be open and the key will be on the counter..Upon departure. Instructions are in the guidebook..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 20.About events:Events allowed: family gatherings.Maximum event attendees: 12,Small gatherings are fine. No more than 8 guests..
Outstanding
29 reviews
9.8/10
Check Availability
See More Hotels with Pools in Queen Annes County

Frequently Asked Questions

What are the best hotels with Swimming Pools in Queen Annes County?

How much does it cost to stay in Queen Annes County hotels with Swimming Pools?

For hotels with Swimming Pools in Queen Annes County, the average price on weekdays is IDR 3,462,744, and the average price on weekends (Friday - Saturday) is IDR 4,371,082.

What are the best hotel deals for Queen Annes County hotels with Swimming Pools?

Trip.com offers great travel deals all year long. Visit the promotions page to find the latest discounts and special offers on Trip.com.

Queen Annes County Hotels with Pools Information

Total Properties11
Number of Reviews 561
Highest PriceIDR 6,210,113
Lowest PriceIDR 6,210,113
Average Price(Weekday Night)IDR 3,462,744
Average Price(Weekend Night)IDR 4,371,082