Holiday rentals in Montgomery County

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Top-rated holiday rentals in Montgomery County

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Superhost

Home in Washington

4.86 out of 5 average rating, 65 reviews

Super Host- Renovated. Sleeps 9, 2 baths, parking.

*We Have "Super Host status"--This renovated home is perfect for a group or family. Ample free parking in front. New central A/C. New kitchen and screened porch. Two queen beds on the top floor, one in each bedroom. One single bed in third bedroom and a full bath. A day bed on the main floor. Two full baths in total. TV & Internet. The rental consists of three floors. The basement is now included. There are two beds, a queen & single and a full bath. A washer & dryer. This space has its own TV

Top guest favourite

Home in Silver Spring

4.99 out of 5 average rating, 247 reviews

Rare New Build Home w/Hot Tub, Fire pit, Game Room

*Rare listing* Nestled just outside of Washington DC, this stunning 5BR home offers an escape from the hustle & bustle. Sink into plush sofas as you unwind with a movie night or be greeted by a spacious patio area, complete with a hot tub & grill. Roast marshmallows & share stories with friends & family around the fire pit. In the mood for a city adventure? We’re located in between DC. Whether seeking relaxation, outdoor adventures, this is the perfect place to experience the best of both worlds

Top guest favourite

Guest suite in Glenelg

4.99 out of 5 average rating, 106 reviews

Lovely guest house with gourmet kitchen & King bed

If you're looking for a quick getaway or a brewery hopping good time we offer that and everything in-between. Locally offerings include walking trails/ restaurants, and family farms. We are located between Washington D.C. and Baltimore. Only a short 45 minute drive to D.C., you can spend the day exploring the museums and sites that the Nations Capital has to offer. Baltimore is 25 minutes away. A great place to see the National Aquarium. You will love your relaxing stay here in this rural area

Top guest favourite

Home in Sterling

4.99 out of 5 average rating, 79 reviews

The Villa on Lakeside

The Villa is a stunning single-level residence with a half-acre fenced yard. Your entire family, including your beloved furr babies, is warmly welcomed here. The villa features 3 bedrooms and two newly renovated bathrooms, each boasting heated bidet toilet seats. For remote workers, the office is equipped with a wireless printer and a phone. The kitchen is designed with high-end appliances, including a built-in coffee maker. Additionally, a full laundry room is available for your convenience.

Superhost

Townhouse in Washington

4.86 out of 5 average rating, 50 reviews

Chevy Chase 4 BR/2 offices - updated & clean 4 u!

Located off Chevy Chase Circle, near bus route, walk to the theater, shopping, restaurants, metro redline at friendship, Lafayette School, Rock Creek parks, and community favorites like Broad Branch Market. This upscale house is a duplex on the Maryland-DC line easy access to Friendship Heights, Bethesda, Silver Spring and Downtown. Visit nearby Rock Creek Golf Course or Horse Center, lots of walking / biking trails, enjoy the serenity of Chevy Chase, the "Beverly Hills" of the east coast :)

Superhost

Home in Dickerson

4.87 out of 5 average rating, 106 reviews

The Log House at Sugarloaf Mountain MD

Escape the crowded city! This luxury log home is an off-grid solar powered house, and is perfect for your next corporate retreat, or family getaway. It is very private in a heavily wooded area with beautiful forest views. The home is located at the base of Sugarloaf Mountain, and is walking distance to hiking trails. Pricing varies based on dates and length of stay. *Note: We do not allow large events at this property. The house septic and parking can't accommodate more than 25 guests.

Top guest favourite

Villa in Potomac

5 out of 5 average rating, 38 reviews

Spacious and Beautiful Home with "Hygge"!

Make memories to last a lifetime in a home that marries luxury with a serene ambiance that embraces the Scandinavian Hygge style, emphasizing a cozy atmosphere and a place to come together and enjoy the company of friends or family. Enchanting and elegant, but far from fussy, our home makes the ideal spot for a family gathering or for a group of friends marking a special occasion. Gather by the fire, play a game of pool, or unwind in the hot tub; there’s something for everyone to enjoy!

Superhost

Home in Reston

4.85 out of 5 average rating, 13 reviews

Serene Lakeside Escape

Forget your worries in this spacious and serene space. Our lakeside home provides you with an amazing variety of amenities including an indoor pool, sauna, poker table, and an outdoor terrace space of over 1,700 SF perfect for outdoor bbqs or just downtime. We’re only a 2 minute walk from Lake Thoreau, which is a serene and beautiful lake that offers fishing, boating, and other water activities. We also have a large open kitchen and a ton of available parking. STL-2024-00066

Superhost

Home in Boyds

4.67 out of 5 average rating, 15 reviews

Quiet Forest View

Located at the end of a cul-de-sac and next to Black Hills Forest Park. It’s conveniently close to the Maryland Sportsplex and Little Seneca Lake. The open floor plan that integrates the living, dining, and kitchen areas. The sun room is bathed in natural light to enjoy views of the surrounding woods. For those working from home, there’s a dedicated workspace. The property includes ample parking space, for RVs or other large vehicles, ideal for any adventure seekers.

Guest favourite

Farm stay in Ijamsville

4.96 out of 5 average rating, 293 reviews

Best Farm Stay Ever. Beautiful, affordable, fun!

Escape to our historic farm stay, where charm meets modern comfort. Enjoy the gourmet kitchen, unwind on the magnificent patio with a huge fire pit, and indulge in the infrared sauna. Perfect for families and friends, with an adorable kid's playhouse and games. Interact with friendly animals, immerse yourself in serenity, and experience the ultimate getaway near Whiskey Creek Golf Course in Ijamsville. Contact Fingerboard Farm directly for larger gatherings.

Superhost

Flat in Washington

4.78 out of 5 average rating, 111 reviews

Reba's Retreat - Large 1BR Rental w Free Parking

Welcome! This first floor "English basement" apartment is ready for the whole family. Memory foam mattress in the bedroom and queen size pull out couch in the spacious living room. Full kitchen and dining table for four make meals easy. Or get take out from the many local restaurants nearby! Enjoy the sights in DC from the bus stop right out front or the metro a half mile away. A free dedicated parking spot right outside your door completes the package.

Top guest favourite

Home in Silver Spring

4.96 out of 5 average rating, 89 reviews

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

This stylish, recently renovate home is the perfect retreat for families, friends or just that weekend escapade with your significant other. Great use of space, includes outside deck with hot tub, BBQ and a Fire Pit. We cater to groups and offer all the necessary amenities so you can feel right at home. For groups larger than 10 guest we have a sister property 2 minutes away where we can accommodate an additional 8 guests.