Mansion vacation rentals in Upper Marlboro

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Top-rated mansion rentals in Upper Marlboro

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Superhost

A grand stone facade features elegant arched windows and a large entrance surrounded by landscaped paths. The symmetrical design is complemented by decorative elements, such as planters and statues, providing a welcoming outdoor environment.

Home in Springfield

4.85 out of 5 average rating, 65 reviews

Huge Family Mansion 5 Bdrm w/ large yard.

The whole group will be comfortable in this spacious & unique space. Well behaved pets allowed for a pet fee. Home is ideal for family gatherings , dinners Reunions & large groups..No parties please. 9 beds avaialblle Large back yard for any occasion Open space kitchen Colorful decor full of unique artwork great conversation pieces 5 minutes to springfield mall Trader joes Giant CVS & restaurants. 5 minutes to 495 / 395 near Washington dc 10 minutes ro Franconia metro 20 minutes DCA airport

Guest favorite

A bright and airy sunroom features natural light filtering through large windows with blinds. Two benches with cushions provide seating along the walls, while a doorway leads to the main living area. Sleek black floor tiles add a modern touch.

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

A spacious outdoor area features a large in-ground pool surrounded by a patio. Lounge chairs in a bright blue color are arranged along the edge. A picnic area with tables and chairs is also visible, along with a children's play area nearby.

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

A spacious bathroom features a freestanding tub and a double vanity with sleek black fixtures. Large mirrors are mounted above the sink area, while elegant marble tile lines the floor and walls. Natural light enters through a window beside the glass shower enclosure.

Home in Northwest Washington

4.94 out of 5 average rating, 138 reviews

LUXURIOUS DC ESTATE, BEST LOCATION (14TH/U ST NW)

This newly renovated 19th century classic is in an UNBEATABLE LOCATION! Right at the intersection of 14th St NW and U St NW, you have immediate access to all of Washington, DC’s best restaurants, bars and attractions. Only 2 blocks from U St Metro! High end furnishings, many rooms designed by Restoration Hardware Private deck offers unparalleled views of the city! Private yard offers free off street parking for up to 2 vehicles 4 Bedrooms (1 King, 3 Queen), 3.5 baths Discounts for monthly

Guest favorite

A large, inviting pool sits at the forefront, surrounded by elegant paver stones. Lounge chairs are positioned around the pool, offering relaxation options. Lush greenery and tall trees provide privacy, and a spacious house with a wrap-around porch is visible in the background under a partly cloudy sky.

Home in Severn

4.88 out of 5 average rating, 161 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

Relax at this large 7-bedroom spacious top-quality home that is ideal for large gatherings where all can be together in one place. All will be comfortable in large open areas both inside (4,125 sq ft, tall ceilings) & outside (1 acre). Enjoy a huge first-class kitchen with all the granite countertop space, cooking & serving supplies you will ever need. Enjoy the large fenced-in backyard with pool, grill, & fire pit. Ideal for family events, quiet getaways, sports teams, & business meetings

Superhost

A spacious waterfront house is shown surrounded by lush trees, with multiple balconies and large windows. A sandy area extends toward the water's edge, and smooth stones form a barrier along the shore, reflecting the natural beauty of the Chesapeake Bay.

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.

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.

Superhost

Home in Dickerson

4.87 out of 5 average rating, 105 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.

Guest favorite

The inviting entrance features a red door with a decorative window, framed by two wooden benches. The exterior is adorned with wooden shingles and accented by vibrant red window frames. Lush greenery enhances the welcoming atmosphere of the front porch.

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 !

Guest favorite

A spacious dining area is highlighted by a large wooden table surrounded by eight wooden chairs. Natural light enters through a nearby window, enhancing the warmth of the space. An antler chandelier adds an inviting touch overhead, with cabinetry displaying glassware in the background.

Home in Easton

4.86 out of 5 average rating, 138 reviews

The Farm House at Hunting Creek - Pets $50 a night

Description: Beautiful, gated estate carriage house with meadow and panoramic farm views and abundant wildlife. 80 acres- with Water Access at designated pathways Kitchen, Dining Room, and Living Room Sleeps 10 people 5 bedrooms with 7 beds + 2 full baths 5 Full size beds (1 on 1st floor will full bath) 2 Queen size beds Satellite& Wi-Fi Pet Friendly 10 minutes to Easton shops, restaurants and bars 15 minutes to Historic St. Michaels shops, restaurants, and bars

Top guest favorite

Home in Fredericksburg

4.94 out of 5 average rating, 18 reviews

Eden Try Winery Manor House

Escape to a world of tranquility mere minutes from the vibrant energy of historic Fredericksburg, Virginia. Our historic estate offers luxurious accommodations for 14 within the charming Manor House, featuring 5 spacious bedrooms and 5 modern bathrooms. We boast beautifully landscaped grounds that allow you to enjoy the heart of Virginia wine country. Explore the property, savor delicious wines on the patio, and unwind in the elegance of the Manor House.

Top guest favorite

Home in Harwood

4.95 out of 5 average rating, 136 reviews

Luxury Home, Sleeps 15, Private Pool, Close to DC

Stunning 6 bedroom, 5½ bath home on 34 acres with panoramic woodland views and private salt water pool, perfect for that special gathering. Secluded yet just 35 minutes from Capitol Hill and 20 minutes from Annapolis. The home, with its high ceilings, huge windows and expansive decks comprises over 8000 square feet, so there is plenty of room to stretch out. *** IMPORTANT Please send AN INQUIRY with a little about you PRIOR to requesting a booking.