House vacation rentals in Glenn Dale

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Top-rated house rentals in Glenn Dale

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Timonium

4.96 out of 5 average rating, 238 reviews

* Gorgeous New House w/ Luxury, Charm, & Comfort *

Imagine having your entire family or friends together all under the same roof enjoying a beautifully decorated, brand new house with loads of amenities. Well, imagine no more!!!! This home has it all – 4 beds (3 king / 1 queen) with plush mattresses & high end bedding & 2 baths, 3 smart TVs, washer/dryer closet, open living space w/ 20 ft ceilings leading to farmhouse style kitchen full of functionality & style, and awesome deck w/ sectional couch, mounted TV, montrous picnic table, & 2 heaters.

Guest favorite

Home in Lovettsville

4.83 out of 5 average rating, 107 reviews

Cozy 3500sf Private 10ac. pickleball-hot tub-pool

5/6 (6th bedroom has queen sofa bed) Bedrooms furnished w/linens and all your needs 10 private acres in Farm land views of horses Remodeled fully equipped Kitchen w/new appliances 5 full baths w/spa like showers 7 person hot tub 35,000 gallon in ground private pool opens May 25 Private Tennis Court (basic)/Basketball Court 2 Fire pits Picnic area with grills and patio furniture Kiddos play area w/swing sets and slides Large great room/family room 10 acres with 4 acres a forest Dining for 8+

Guest favorite

Home in Deale

4.97 out of 5 average rating, 29 reviews

Beautiful Waterfront Escape w/ Gorgeous Views

Escape to this stunning waterfront home on lovely Carr's Creek in Deale, MD. It offers four bedrooms and full bathrooms, two spacious living areas, two sunrooms, and a large fully stocked kitchen. You can birdwatch from the balcony, snuggle by the fireplace, soak in the hot tub, kayak, canoe, or play games and grill outdoors. Nearby, you can take a charter on the Chesapeake, kayak or hike at the Smithsonian Environmental Research Center, and enjoy local seafood restaurants and antique shopping.

Guest favorite

Home in Saint Michaels

4.85 out of 5 average rating, 121 reviews

Premier St Michaels Cottage- In Town Location

The truly special and restored historic Thomas Blades house is centrally located in the Town of St. Michaels on a quiet st. Shops, restaurants, museums and the Town park with its magnificent water views are steps away. It is a 2 bedroom 1.5 bath cottage with a large paneled family room and a large screened porch. Ideal for a small family or two couples, or a romantic getaway for two. Rate varies by day of the week and season. Discounts for stays of a week or more, or for "last minute" bookings.

Top guest favorite

Home in Rock Hall

5 out of 5 average rating, 85 reviews

In Town, Rock Hall, Fenced-In Yard, 1 blk to Water

In Town, Amazing Location on Walnut Street, Rock Hall Clean, Quiet & Beautiful Rancher, Large Fenced in Yard! 1 Bedroom (Queen) 1 Bedroom (Queen) Sun Room (Twin) Daybed Only 1 block from the Chesapeake Bay. Perfect for your weekend getaway or longer stay. Tastefully updated 2-bedroom, 1 bath ranch home. Located JUST one block from marinas, restaurants, Public Landing and Rock Hall Harbor. Three blocks from Ferry Park Beach. A beautiful and safe stroll or bike ride to Main Street (1.5 mile)

Superhost

Home in Shady Side

4.88 out of 5 average rating, 181 reviews

Cattail Landing- Photographer's Waterfront Retreat

Accepting 2025 bookings as of May 1st.... "Cattail Landing" Spring is here, with beautiful sunsets, new foliage on the trees, and our nest of Bald Eagles! Take our kayaks to explore, or go fishing off our landing. In the afternoon enjoy the magnificent sunsets, a drink on the deck, our outdoor hot tub and/or fireplace. A waterfront retreat on 2 acres in a spacious, charming house on the Western Shore of the Chesapeake Bay. Great for a couples getaway, family reunion, or work from home.

Top guest favorite

Home in Hampden

4.97 out of 5 average rating, 154 reviews

Full house in “coolest neighborhood in America”

Small but cozy single family in Northern Baltimore, located in the very sought after Hampden neighborhood. 5 minute walk to “the Avenue” and 34th Street lights at Xmas. Directly across the street is a Walgreen’s, MOM’s Organic Market, gym, restaurants, UPS Store, etc. A private driveway, manicured back yard w/ hardscape, fire pit and tons of indoor amenities offer a convenient and relaxing stay in this quaint Baltimore hood. Cleaned by COVID-trained professionals after each reservation.

Guest favorite

Home in Deale

4.88 out of 5 average rating, 100 reviews

Chesapeake Paradise Lite 4-5 Br 3 Ba Vacation Home

Fabulous 4-5 bedroom 3-bath house with spectacular views on a lush, waterfront point! Shady waterfront lawns & sunny pier, breezy open spaces, sparkling views, & wildlife. Hidden but close to services. Couples & groups love our wonderful, nature-filled spot, a fun, relaxing, serene retreat on the WEST shore of the Chesapeake (close proximity to D.C., Annapolis, Baltimore)! Crabbing, kayaks, fire pit on two country-like acres. See “NEW Amazing” for whole 6-7 bed 4 ba listing of same house.

Guest favorite

Home in Annapolis

4.92 out of 5 average rating, 127 reviews

Eastport Haven House

Welcome to our custom Craftsman in the exclusive Maritime Eastport section of Annapolis. Surrounded by the city's best restaurants ( Ruth's Chris, ChartHouse , Vin 909 and many many others )and home to some very famous neighbors it's one one of the most desirable locations in town. A short stroll across a quaint drawbridge and your downtown for shopping USNA . Very spacious home with 4 bedrooms 4 baths , parking for 4 cars and a pool table. Truly a million plus dollar property !

Superhost

Home in Falls Church

4.93 out of 5 average rating, 15 reviews

Trailing Houses for FS! Designer Home/Location!

This beautiful split-level home is centrally located. You can be in DC or Arlington in just minutes or head to Old Town, Alexandria in no time! Everyone comments on how comfortable and clean this house is! With a great big backyard, fantastic light and beautiful furniture, you are sure to find everything you need to feel at home! Quiet neighborhood close to retail shops, grocery stores, restaurants. Free Costco membership during your stay!!

Guest favorite

Home in Annapolis

4.92 out of 5 average rating, 112 reviews

Historic Downtown House with Off Street Parking

Spacious living with all the modern amenities. Prime location - 1 block from the water, restaurants, and shops. Park your car off street (up to 3 cars) and you won't need it again! Gourmet kitchen fully stocked and ready for entertaining, enjoy the outdoor space. The whole group will enjoy easy access to everything from this centrally located place.

Superhost

Home in Annapolis

4.73 out of 5 average rating, 122 reviews

West Annapolis SuperHost!

Welcome! We are eager to continue providing our quests with an upgraded experience. This is a one story house! Best of AirBnb! Perfect location close to art and culture, the city center, and parks. Great house for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). One block from Navy Marine Corps Stadium!

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What guests are saying

Eastern Neck Water Paradise w/Brick oven & Beach

4.96 out of 5 average rating, 50 reviews4 months ago

Our family had a lovely Thanksgiving stay at Martha’s Airbnb. The house was well-designed, the location was convenient, and we enjoyed the games in the basement and the beautiful views. The pizza oven was a fun touch, and the kitchen had everything we needed to prepare a great Thanksgiving meal. We also appreciated the nearby nature preserve and had fun playing Catan and putting some jigsaw puzzles together. Martha was very accommodating, even letting us extend our stay briefly when we ran into an issue unlocking our car. It was a great experience overall, and we’d definitely recommend her place.

Home in Rock Hall

What guests are saying

$254/Night 5 Bdr Cape Cod House Near Quantico

4.84 out of 5 average rating, 82 reviews1 month ago

We were guests for my son’s graduation from OCS in Quantico. Perfect location. Minutes to 95N. Peaceful with tons of space. Family and friends met up from four states. We cooked a ton. We’re able to get us all around the dining table, move about the kitchen, relax in the living room and spread out during quiet time. Absolutely fantastic stay! Manny helped us out when we needed him and was super responsive and kind. We had the best time and this house made it all possible. Thank you!

Home in Stafford Courthouse

What guests are saying

Waterfront Home with Private Beach, Stunning Views

4.95 out of 5 average rating, 39 reviews4 days ago

Great place, we had a family get together and we had a very peaceful weekend. There were so many places to hang out between the porches and dock-side area, big living room and huge dining room table. Very tranquil, I was thoroughly pleased with the home!

Home in Middle River

What guests are saying

Farmhouse by the bay! Beach and pier access.

4.94 out of 5 average rating, 31 reviews6 months ago

We had a lovely stay at Patrick’s place! It had everything we needed for a long weekend on the shore. A very comfortable home. Patrick was extremely responsive and helpful, with easy check in and check out. The kitchen was particularly lovely and well appointed! The house number is a little small so keep an eye out. And the mosquitos were fierce - don’t forget bug spray! Thanks, Patrick!

Home in Madison

What guests are saying

Water Views in Rock Hall

5 out of 5 average rating, 34 reviewstoday

Both hosts were so responsive to my questions. The house had everything I needed truly for my guests and I to enjoy ourselves. The surround sound system was such a nice touch. All the bathrooms were nice and the kitchen had everything in terms of utensils to cook fab meals. It is in the very rural side of Maryland and there isn’t a ton to do, but wow the house was beautiful and beyond peaceful.

Home in Rock Hall

What guests are saying

Cozy Cottage By The Beach-Pet Friendly

5 out of 5 average rating, 16 reviews3 days ago

This place is nice and cozy. Looks like the photos and makes you feel at home. The place is stocked with everything you need. From Chargers to first aid kits. I am glad that I picked this place. Lori is super friendly and reliable in f you have questions. Only about 1 hr from DC. I will come back again.

Home in North Beach

What guests are saying

Gorgeous Renovated Home in the Historic District

4.88 out of 5 average rating, 26 reviews5 months ago

The perfect peaceful weekend getaway in Annapolis’s historic district. There was a local artist’s market, restaurants, the Naval Academy, and waterfront. Beautiful location and beautiful home. The host was gracious and made us feel at home. I hope to return to this very home soon!

Home in Annapolis

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