Callaway Holiday Rentals from €221: Search Short-Term Rentals

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Holiday Rentals in Callaway

"Great for our group of 2 families. Plenty of beds, nice gathering space, access to the creek, played in the grassy field. Would/will likely return! "

"We are not strangers to the area, my wife having grown up in the area, but each time we stay on the Chesapeake we feel at home. The Hideaway is so nice that you don't want to go back your actual home! It is furnished as if it is a year-round residence, no cheap or mismatched furniture and appliances. We enjoy cooking and the kitchen is has everything you need and it works. The yard and amenities are top notch. If you enjoy bird watching, sit in the back yard and take in the bird activity...

"Great location, the dock is perfect for sunsets, nice balance of waterfront but also cabin vibes"

"Our stay was absolutely perfect. It was just what we needed a place by the water saturated with nature and wildlife. It was the perfect quiet getaway, Bill and Caren are wonderful host filled with plenty of hospitality. Thank you."

"Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!"

"Very clean, awesome location and amazing hosts!! "

includes taxes & fees

8 Oct - 9 Oct

"What a great property, wildlife abounds!!! We had a fantastic weekend with family and friends!"

"Property was cozy and clean. Owners left lights on for us knowing we had a late arrival. Would definitely stay again. "

"We went here just for a little weekend getaway for my boyfriend, his brother, his brother’s girlfriend and their kids. We had the absolute best time, such a nice getaway even if it was only for 3 days. The view of the bay from the house is gorgeous and everything was perfect. I will be recommending this stay to anyone I can! "

"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "

"Great place! "

"My first thought was "gorgeous", when i walked through the door. This was just the weekend I needed. The screened in porch was relaxing. Be ready to take pictures of the sunrise! "

"This was a great place for a December get-away. The location was lovely, and well stocked, with a full kitchen for those who like to cook, herbs, spices, condiments, cleaning supplies, fluffy bathrobes, q-tips, laundry detergent, etc. We needed to communicate wtih the owners a few times, and they were a pleasure to talk to. We decided to spend a little more on our get-away, and it was totally worth it. "

"Everything we needed, relaxing visit"

On the beach, sun-loungers, beach towels

"We had a lovely stay at the Sunshine Beach Cottage - it was just as we expected and easy to check in and out. We look forward to the next time we can stay! "

"Everything was very clean and well put together. Loved the view!"

includes taxes & fees

6 Oct - 7 Oct

"This house was amazing for an extended family vacation! Fun for all ages, from toddlers to elderly who cannot navigate stairs. The furnishings are very comfortable including the mattresses, which is always high on our list. We plan to vacation here again next year! "

"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."

"The home really worked great for our family. 3 generations where easily accommodated. First floor bedrooms where a must. Unique and spacious interior. Could not ask for a better spot on the water. If we return to the area we would certainly want to stay her again"

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Top Callaway Hotel Reviews

Quality Inn Solomons - Beacon Marina

10/10 Excellent

"Love staying here. Staff are friendly and always pleased with our room. Its close to everything! Thank you 😊 "

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

10/10 Excellent

"We stayed at the Cove house for 5 nights and used the property as our wedding venue! We had an amazing stay, and it was perfect for our wedding. We received so many compliments on how great of a venue it was and how beautiful the property was. The house was perfect, super cute and worked great for getting ready photos. The master bedroom is beautiful. The view of the water is great to wake up to and the screened in porches were great for morning coffee. The property was well kept and looked just like the pictures. We loved enjoying the paddle boards and kayaks. Our only regret was not booking it for more days! Rick was super quick to respond and super helpful! 10/10 recommend this stay! "

Find out more about Callaway

Everything you need to know about Callaway holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Callaway holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Callaway holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Callaway holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Callaway. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Callaway holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Callaway holiday rentals we have selected for you start as low as €221 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Callaway rentals

At Expedia, we put the best Callaway holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Callaway rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Callaway holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Callaway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in Callaway?

Yes, there are holiday rentals close to the most popular sights in Callaway, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Callaway has to offer?

FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS: This holiday home rental outside of Callaway is located on the waterfront, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and an arcade/games room.

What’s there to see and do in Callaway?

While exploring the area, visit family-friendly sights like Kinsale Museum, or get outside and enjoy nature at St. Mary's River State Park. In the wider area, you’ll find Patuxent River Naval Air Museum and Patuxent River Naval Air Station.

What’s a holiday rental in Callaway like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Callaway. Holiday rentals offer amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.

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Holiday Rentals in Callaway

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Holiday Rentals in Callaway

Tiny, Funky, and Full of Love - Welcome to the Love Shack

FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

El Camino

Waterfront Loft on the Yeocomico River - Kayaks, Dock & Screened Porch

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Waterfront Solomons Apartment

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Cozy Cottage with access to and partially obstructed views of the bay.

Waterfront Wildlife Retreat on the Patuxent River

Waterfront Cottage in Beautiful Hoopers Island

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

Private Beach Front Getaway at The Sunshine Beach Cottage.

High River Bank with $1M Sunset View, 3 min to College

House Right on the Potomac River - Great Sunrises & Sunsets

Belle of the Chesapeake Bay

Beach & River Retreat. Spectacular house with private sand beach and hot tub!

Top Callaway Hotel Reviews

Quality Inn Solomons - Beacon Marina

Comfort Inn & Suites

Sleep Inn & Suites California MD

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Spark by Hilton California Lexington Park

Fairfield Inn by Marriott Lexington Park Patuxent River Naval Air Station

Solomons Inn Resort & Marina

Hilton Garden Inn Solomons

Find out more about Callaway

Frequently asked questions

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