Boyds Holiday Rentals

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Holiday Rentals in Boyds

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Middletown
9.6 out of 10, Exceptional, (110)
"Beautiful cabin with an adorable mini oven, great TV, creature comforts of robes and throws. Best sleep I’ve ever had in the quiet."
United States
Sharon H.
The price is AU$305
includes taxes & fees
7 Dec - 8 Dec
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Frederick
10.0 out of 10, Exceptional, (62)
"We thoroughly enjoyed our stay in Frederick. The cottage was comfortable and an easy walk to shops, parks and restaurants. We would definitely stay here for our next trip to Frederick. "
United States
Karen B.
The price is AU$347
includes taxes & fees
7 Dec - 8 Dec
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Cozy Pine Tree Nest

Frederick
9.4 out of 10, Exceptional, (11)
"Really nice apartment was just what we wanted for a weekend while here to run the JFK 50 miler"
United States
David S.
The price is AU$278
includes taxes & fees
29 Dec - 30 Dec
Cozy Pine Tree Nest

The Wooded Retreat

2.0 star property
McLean
9.4 out of 10, Exceptional, (6)
"Honestly the vrbo was excellent, the host was communicative, the kitchen was excellent and the tv was immaculate the view from the back was to die for i loved seeing morning deer"
United States
Taylor G.
The price is AU$500
includes taxes & fees
8 Dec - 9 Dec
The Wooded Retreat

Chic 1-bedroom basement apartment

2.0 star property
Rockville
9.0 out of 10, Wonderful, (2)
"I stayed here to be closer to some weekend meetings in Bethesda, and it was perfect. Very clean, very spacious, and comfortable. Communication was easy and the location was really beautiful. Great spot to commute to Bethesda from."
United States
Maria V.
The price is AU$226
includes taxes & fees
12 Dec - 13 Dec
Chic 1-bedroom basement apartment

Pet-friendly, heart of downtown

Frederick
10.0 out of 10, Exceptional, (6)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
The price is AU$300
includes taxes & fees
5 Jan - 6 Jan 2026
Pet-friendly, heart of downtown

Cozy, dog-friendly, downtown

Frederick
10.0 out of 10, Exceptional, (26)
"Super cute and was the PERFECT location! We had a great stay! "
United States
Sarah S.
The price is AU$298
includes taxes & fees
9 Dec - 10 Dec
Cozy, dog-friendly, downtown

Hala tysons

4.0 star property
McLean
The price is AU$555
includes taxes & fees
7 Dec - 8 Dec
Hala tysons

Charming "Cream of the Crop" Cape ~❤️of Middletown

Middletown
10.0 out of 10, Exceptional, (139)
"Love the place will book again"
United States
WAYNE M.
The price is AU$376
includes taxes & fees
7 Dec - 8 Dec
Charming "Cream of the Crop" Cape ~❤️of Middletown

Aeris Suite

Sterling
9.2 out of 10, Wonderful, (11)
"Very nice place! I would definitely stay there again"
United States
Benjamin F.
The price is AU$303
includes taxes & fees
16 Dec - 17 Dec
Aeris Suite

Private Apt 1 Bedroom Hi-Speed Internet, DC Metro.

Silver Spring
9.8 out of 10, Exceptional, (37)
"The coziest place with all the amenities! We absolutely loved our stay here and found it so relaxing. "
United States
Kelsey L.
The price is AU$411
includes taxes & fees
1 Jan - 2 Jan 2026
Private Apt 1 Bedroom Hi-Speed Internet, DC Metro.

Exclusive Escape- 1 mile to metro w/ FULL kitchen!

McLean
10.0 out of 10, Exceptional, (7)
"Perfect place for a retreat away"
United States
Celine
The price is AU$338
includes taxes & fees
10 Dec - 11 Dec
Exclusive Escape- 1 mile to metro w/ FULL kitchen!

*Luxury Condo In Downtown Frederick*

Downtown Frederick
9.0 out of 10, Wonderful, (70)
"Great time. Everything was perfect and place was just what we needed. "
United States
dominick c.
The price is AU$394
includes taxes & fees
4 Jan - 5 Jan 2026
*Luxury Condo In Downtown Frederick*

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Jefferson
9.8 out of 10, Exceptional, (58)
"We loved visiting! Wish we could've stayed longer. The accommodations were great; super comfortable and inviting. Everyone enjoyed themselves. Thanks for having us!"
United States
David F.
The price is AU$378
includes taxes & fees
7 Dec - 8 Dec
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

Hamilton
9.6 out of 10, Exceptional, (9)
"It was a great place to starve whole experience was perfect. "
United States
Jaime B.
The price is AU$599
includes taxes & fees
18 Dec - 19 Dec
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Downtown Frederick
9.4 out of 10, Exceptional, (119)
"We loved being so close to all the action downtown. A perfect getaway for our family to explore the area, visit with family, and eat great food!!! "
United States
Natalie C.
The price is AU$478
includes taxes & fees
7 Dec - 8 Dec
RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

Cozy Getaway near Harper`s Ferry, C&O & Potomac

Brunswick
9.8 out of 10, Exceptional, (54)
"Great little apartment, great value, walking distance to trail and right in town!"
United States
Jess A.
The price is AU$258
includes taxes & fees
11 Dec - 12 Dec
Cozy Getaway near Harper`s Ferry, C&O & Potomac

'thomson Farm' Classic Home < 10 Mi to Vineyards!

3.0 star property
Leesburg
The price is AU$2,752
includes taxes & fees
14 Dec - 15 Dec
'thomson Farm' Classic Home < 10 Mi to Vineyards!

*Modern Condo In Downtown Frederick*

Downtown Frederick
9.4 out of 10, Exceptional, (74)
"Enjoyed the hot tub with a view!"
United States
Matthew M.
The price is AU$400
includes taxes & fees
16 Dec - 17 Dec
*Modern Condo In Downtown Frederick*

Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

Frederick
10.0 out of 10, Exceptional, (34)
"Two bedroom each with its own bathroom was so nice for our small group. The apartment is walking distance to town and in a quiet neighborhood. Our stay was perfect!"
United States
Jennifer S.
The price is AU$390
includes taxes & fees
5 Jan - 6 Jan 2026
Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick
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 Boyds Hotel Reviews

Find out more about Boyds

Everything you need to know about Boyds 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 Boyds holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Boyds holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Boyds holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boyds. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boyds 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 Boyds holiday rentals we have selected for you start as low as AU$226 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Boyds rentals

At Expedia, we put the best Boyds 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 Boyds 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 Boyds 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 Boyds. 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 Boyds?

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

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

3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.: This holiday home rental outside of Boyds offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Boyds?

While exploring the area, visit family-friendly sights like Algonkian Regional Park, or get outside and enjoy nature at Kentlands Lakes Park. Other places in town to visit include Maryland SoccerPlex and Clarksburg Premium Outlets.

What’s a holiday rental in Boyds like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boyds. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip.