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Find hotels in Chesapeake Beach, MD from CA $287

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Top 10 Chesapeake Beach hotels and places to stay

Smart TV
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (8)
"We had a wonderful time! The house was super cute and clean. The views off the water in the morning and the evening were beautiful! All of the blackout shades came in very handy for our baby and little ones who sleep better in darker rooms. The hot tub was magical and taking the kayaks out onto the water was so fun! Only recommendation would be to bring bug spray! Thanks for a wonderful stay. We would love to come back."
The price is CA $416
CA $797 total
includes taxes & fees
May 22 - May 23
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Interior
Indoor pool and spa in contemporary French home secluded in surrounding woods
10.0 out of 10, Exceptional, (9)
"Highly recommend this home. All the amenities you’ll ever need in a peaceful and private setting yet still so close to the beach and much more. The indoor pool and spa are even better than the pictures. Also have to note the owners take excellent care of the property and it shows. If you’re on the fence about booking do not hesitate."
Indoor pool and spa in contemporary French home secluded in surrounding woods
1 bedroom, iron/ironing board, free WiFi, bed sheets
Guest Quarters at the Inn - 102
10.0 out of 10, Exceptional, (15)
"Really enjoyed the location of this property, and how quiet it was at all hours. WiFi was fast enough for video calls and streaming. Comfy beds, too."
Guest Quarters at the Inn - 102
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Beach nearby, sun loungers, beach umbrellas, beach towels
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (37)
"This property is in a great location! The house is adorable and the owner was very responsive and accommodating when I needed to add an extra day. I would definitely recommend!"
The Blue Crab Beach House - Free beach passes
Fridge, microwave, oven, stovetop
Stunning Waterfront Maryland Eastern Shore Home with In-Ground Pool and Hot Tub
10.0 out of 10, Exceptional, (30)
"Great place to recharge for a few days as a family! Beautiful and peaceful in the fall — though my kids are ready to come back and use the pool in warmer weather!!!"
Stunning Waterfront Maryland Eastern Shore Home with In-Ground Pool and Hot Tub
Property grounds
Maryland Vacation Rental w/ Private Pool & Dock
10.0 out of 10, Exceptional, (3)
"Loved the house and kids loved the pool. We also managed to catch a half dozen crabs (August trip). House is on the smaller side, but with four bedrooms everyone had privacy and just what they needed. We'll be back!"
Maryland Vacation Rental w/ Private Pool & Dock
Property grounds
Sunset Breezes - quiet waterfront retreat
10.0 out of 10, Exceptional, (32)
"We had two families get away for my wife’s birthday. Four adults and three kids. The rooms were perfect sizes for our group. The kitchen was very well stocked for the various meals we prepared. The grounds were just perfect especially if you want a peaceful water setting to look at each day. The only possible complaint we had was the fact that the listing claimed there was a hot tub present, which was not the case. Otherwise, we’d definitely come back again!"
The price is CA $298
CA $367 total
includes taxes & fees
May 21 - May 22
Sunset Breezes - quiet waterfront retreat
Property grounds
Mid-Century Modern and Marvelous on the Bay
10.0 out of 10, Exceptional, (60)
"Beautiful view!!! Lovely home!! We so thoroughly enjoyed our stay and hope that this is just one of many visits. Thank you!"
Mid-Century Modern and Marvelous on the Bay
Garden View Double Queen First Level - Not Dog Friendly | View from room
The Tilghman Island Inn
3.5 star property
9.8 out of 10, Exceptional, (50)
"This hotel/inn was perfect. Our stay was amazing. I proposed to my now fiancé and the hotel helped me plan and helped with the room to celebrate. The staff is super sweet and very hospitable. We had a lovely time and will come back in the near future!"
The price is CA $362
CA $398 total
includes taxes & fees
May 19 - May 20
The Tilghman Island Inn
Iron/ironing board, free WiFi, bed sheets
Guest Quarters at the Inn - 103
9.8 out of 10, Exceptional, (21)
"Quaint, quiet, clean, and close to restaurants and our wedding venue we attended. Would return and recommend! Thank you!"
Guest Quarters at the Inn - 103
Property grounds
Harbor Breezes at Herrington Harbor
9.8 out of 10, Exceptional, (28)
"Rented the house to attend my daughter’s wedding. House was to be for, wife and I, in-laws, my mother and my son. House was great, clean, well kept, bed’s comfortable, great location. Only issue, it is not a four bedroom, it is three and a sofa bed in the living room. Post said common area. I had to get a hotel room to accommodate my adult son at the last minute."
Harbor Breezes at Herrington Harbor
Fridge, microwave, oven, stovetop
The Middle Point Cabin in Saint Michaels
9.8 out of 10, Exceptional, (47)
"Looked just like the pictures. Everything was new clean and comfortable. Enclosed patio was a hit with our cat."
The Middle Point Cabin in Saint Michaels
Fridge, microwave, stovetop, dishwasher
Updated North Beach Cottage: Pet Friendly!
9.8 out of 10, Exceptional, (8)
"This location was perfect for our trip for a wedding. Being only a three minute walk from the rehearsal, ceremony, and reception was absolutely perfect. Being close to the deli/market as well came in handy. The house was clean and welcoming. Overall I would absolutely stay here again."
Updated North Beach Cottage: Pet Friendly!
Beach nearby
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
9.6 out of 10, Exceptional, (34)
"Clean! Great location. Easy check in"
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
Iron/ironing board, free WiFi, bed sheets
Guest Quarters at the Inn - 101
9.6 out of 10, Exceptional, (10)
"The location of this room is perfect for your stay in North Beach! Walking distance to the beach/boardwalk, several stores, restaurants, coffee shop, and beer garden. The included beach pass was so helpful! The check-in, check-out process was so easy. Our only complaint was the noise from the guests in the room above us and you could hear the live music from the nearby beer garden until 10:30 pm - however, the positives FAR outweighed the noise."
Guest Quarters at the Inn - 101
Beach nearby, sun loungers, beach towels
Welcome to Hickory House on the Chesapeake Bay!
9.6 out of 10, Exceptional, (19)
"Had a great week! Cottage is adorable, clean and cozy. Host very welcoming with treats and bowls for our dogs. House is a couple weeks from the beach and a beach parking pass is included. The beach is private and very relaxing. It was very hot that week that we visited abd tge AC was excellent. Lots of extras in the house - games, hand soaps and even ballth salts! Very enjoyable visit!"
Welcome to Hickory House on the Chesapeake Bay!
Exterior
Knapps Narrows Marina & Inn
3.0 star property
9.4 out of 10, Exceptional, (306)
"Very cute."
The price is CA $287
CA $315 total
includes taxes & fees
May 16 - May 17
Knapps Narrows Marina & Inn
Fridge, microwave, oven, stovetop
Cute Bay Home/Fantastic View and Sandy Beach
9.4 out of 10, Exceptional, (23)
"Wonderful experience at this amazing house. Love this little community and the beach is right there! Would definitely stay again!!! Thank you!"
Cute Bay Home/Fantastic View and Sandy Beach
Property grounds
Hideaway By The Bay - Sunroom, bay view, propane fire pit, 6ft tall wood fence
9.2 out of 10, Wonderful, (11)
"Home has a great feel to it, and the owner is incredibly responsive; we struck up a genuine friendship. I would definitely rent again."
The price is CA $328
CA $563 total
includes taxes & fees
May 31 - Jun 1
Hideaway By The Bay - Sunroom, bay view, propane fire pit, 6ft tall wood fence
Outdoor pool
Black Walnut Point Inn
3.5 star property
9.0 out of 10, Wonderful, (53)
"Wife and I stayed 3 days for 41st anniversary. Bob and Tracy are wonderful hosts. "
The price is CA $243
CA $268 total
includes taxes & fees
May 16 - May 17
Black Walnut Point Inn
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Frequently asked questions

Where is the best place to stay in Chesapeake Beach?

Rod 'N' Reel Resort is one of the top choices for your stay based on our traveler data. This hotel offers a marina and a full-service spa. Other good options for your stay include Bay Views |Breezy point Beach: 4BD 2BA King bed and Mid-Century Modern and Marvelous on the Bay. See all available top hotels, or vacation rentals in Chesapeake Beach.

What are some of the best vacation rentals that Chesapeake Beach has to offer?

Bay Views |Breezy point Beach: 4BD 2BA King bed: This Chesapeake Beach vacation home rental is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Chesapeake Beach.

If I need to cancel my hotel reservation in Chesapeake Beach, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chesapeake Beach.

Where can I learn more about changing or cancelling my trip to Chesapeake Beach?

For more details about changing or cancelling your trip to Chesapeake Beach, click here.

What's the best place to stay on a budget in Chesapeake Beach?

Based on reviews, Rod 'N' Reel Resort is a popular 3-star hotel for our travelers looking for an economical choice, and features free WiFi and 2 restaurants. View all budget hotels in Chesapeake Beach.

What's the best place to stay for a family vacation in Chesapeake Beach?

Rod 'N' Reel Resort is a top 3-star hotel on Expedia for families, and features an indoor pool and 2 restaurants. Attractions like Chesapeake Beach Water Park and Chesapeake Beach Railway Museum are also fun for kids of all ages. Find more child-friendly accommodations in Chesapeake Beach.

What's the best place to stay for a couple visiting Chesapeake Beach?

Rod 'N' Reel Resort is a favorite 3-star hotel for couples, and features cable TV and a full-service spa. See all romantic hotels in Chesapeake Beach.

What is the top LGBTQ-friendly place to stay in Chesapeake Beach?

Rod 'N' Reel Resort is a top LGBTQ-friendly hotel, and features a marina and cable TV. See all available hotels listed as LGBTQ-friendly in Chesapeake Beach.

Where is the best place to stay close to Chesapeake Beach Water Park?

Adjacent to Chesapeake Beach Water Park, Rod 'N' Reel Resort is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a full-service spa and 2 restaurants.

What about the best place to stay near Breezy Point Beach?

One of the top choices for your stay is Rod 'N' Reel Resort, located 5 mi (8.1 km) from Breezy Point Beach, and this 3-star hotel offers a full-service spa and 2 restaurants.

What's the best place for a beach vacation in Chesapeake Beach?

Rod 'N' Reel Resort is a top 3-star hotel with 2 restaurants, and it's located close to the beach. See more stays near the beach in Chesapeake Beach.

What are some accommodations with pools in Chesapeake Beach?

Rod 'N' Reel Resort is a top hotel with a seasonal outdoor pool, 2 restaurants, and a full-service spa. View all hotels with pools in Chesapeake Beach.

What is the best spa hotel in Chesapeake Beach?

Rod 'N' Reel Resort is a top spa hotel featuring a pool, a fitness center, a hair salon, and a bar. Enjoy a facial, body scrub, or hot stone massage at the onsite spa. See all spa hotels in Chesapeake Beach.

What's the most popular hotel in Chesapeake Beach with an on-site water park or a water park nearby?

Rod 'N' Reel Resort is a popular 3-star hotel featuring an indoor pool and 2 restaurants. Chesapeake Beach Water Park is located 5 minutes away on foot. Check out all hotels with or near waterparks in Chesapeake Beach.

What's the best accommodation near Ronald Reagan Washington National Airport (DCA)?

Hyatt Regency Crystal City is a popular 4-star hotel featuring a restaurant and an outdoor pool. It's located a short 0.6 mi (1 km) from Ronald Reagan Washington National Airport. Other options near the airport are Courtyard by Marriott Arlington Crystal City/Reagan National and Hilton Garden Inn Reagan National Airport.

What is staying in Chesapeake Beach like?

Visitors to Chesapeake Beach are sure to enjoy the restaurants, spas, and beaches. Tourists can also enjoy the city's theme park and live music. In Chesapeake Beach, there are 18 hotels and other accommodations to choose from. Find out more about Chesapeake Beach.

What should I do while I'm visiting Chesapeake Beach?

Cultural venues include Chesapeake Beach Railway Museum and Bruce Gabrielson's Surf Art Gallery and Museum. A couple of additional sights to add to your agenda are Chesapeake Beach Water Park and Rod n Reel Charter Fishing. Check out what more to see and do in Expedia's Chesapeake Beach guide.

What's the weather like in Chesapeake Beach?

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 Chesapeake Beach is 52 inches.