Holiday rentals with a pool in Wheaton-Glenmont

DC/Baltimore Escape | Private Pool & Yard

Whether you're here for a family getaway, a group celebration, or a long weekend reset — this Silver Spring rancher delivers on every front. 4,000 sq ft, private pool, half-acre , and enough space that everyone can spread out without stepping on each other. Inside: 3 bedrooms (King, Queen, Full), 3.5 baths, 2 fireplaces, pool table, 80" TV, modern kitchen with steel appliances, and a dedicated work desk when you need it. Outside: a deck, hammock, and a pool that makes you feel like a vacation.

Value · Family · Kitchen

N. Virginia convenience to DC and Old town Vienna

This is a finished lower level of a townhouse in a quiet Oakton, Virginia suburb of Washington DC. The private entrance side is above ground. The large French doors allow lots of light in. We are located half way between Regan National and Dulles airports with public transportation to both. The bus stop is 50 yards from the door and the bus trip is less than 2 miles to the Vienna/George Mason University Orange line metro station. You will have key to the private entrance and laundry room.

Value · Location · Barbecue

Serene House on the Cul de Sac - Lic # STR23-00110

House is located on a quiet cul de sac with friendly neighbors. The house is cozy, clean, very comfortable,great to relax in after a long day of site seeing. The White House is only 15 miles. Also conveniently located to Annapolis, Baltimore, and Northern Virginia. There is plenty of shopping and restaurants nearby. Beautiful hiking trails (Great Falls), walking trails (Rock Creek Park), public parks, skateboarding park, indoor swim pool, tennis courts, volleyball court, racketball (Olney)

Value · Location · River

Cozy two bedroom w/pool pet friendly apt

PLEASE READ AMENITIES BEFORE BOOKING! Make sure we offer what you need. Spacious two bedroom, basement, pet friendly apartment. Private entrance, full bathroom and coffee bar with fridge, microwave, coffee maker and tea kettle. No kitchen sink or stove. Large open space with couch, chairs and dining area. A desk is also available in one of the bedrooms. Pets are permitted, there is a $50 pet fee that will be added. Gate entrance opens to a large fenced back yard with a pool shared with owner.

Family · Location · Hospitality

5BD nr Nat’l Harbor, MD, DC & VA w/yard Oasis

5BDRM Short term vacation rental home 5 -8 min drive from National Harbor, MD, 25 mins to DC, 10 mins to Old Town Alexandria, VA. Located in a private residential cul-de-sac, corner lot. It has private outdoor area ideal to relax. Registered Guests preferred-add’l fee to host others on 1 day during stay. Hosts stay in tiny cottage part time on occasion, we give privacy to guests and do not share any space w/guests. We have our own entrance & exit. Home is not walkable to Nat’l Harbor, MD

Location · Value · Barbecue

Penthouse 2BR • Pool • Metro

Welcome to your upscale urban escape in the heart of downtown Silver Spring! This beautifully penthouse offers high-end comfort, sweeping city views, and unbeatable convenience—perfect for business travelers, couples, or small groups seeking style and serenity above the city. Steps from the Metro, making it easy to reach Washington, D.C., and surrounding areas in minutes. Walk to: Trendy cafes, restaurants, bars, and shops The Fillmore Silver Spring, AFI Silver Theatre, and Whole Foods

Family · Location · Pool

Woodland Retreat

Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool (weather permitting) and adjacent walking trails.

Value · Family · Pets

Rollingside: Two-Room Guest Suite

Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

Location · Family · Solo travel

Kone Oasis- hot tub, pool, theater/game rm.

Have fun and relax! Near every amenity. Huge Pool w/multiple cabanas, hot tub, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Now offering RV for additional cost to add additonal sleeping space. Basement apt so there is some movement noise. 20 mins to DC & National Harbor

Family · Location · Outdoor spaces

Cozy Private Entry 1BR1BA Suite Close to GMU & DC

Welcome to your beautiful one-bedroom suite with a modern and cozy interior. This private space features a walkout basement with its own entrance, ensuring privacy and convenience. The suite includes: Bedroom: Comfortable queen-sized bed, large closet Air mattresses: Additional sleeping space if needed. Kitchenette: Fully equipped with essentials . Dining Area Office Desk: Ideal for remote work or study. Updated Bathroom: Includes modern fixtures and amenities. Washer/Dryer

Location · Family · Decor

Remodeled 1BR/1BA Condo: close to DC with pool!

Spacious and completely remodeled condo at Fairfax Heritage. Newly painted and featuring brand new carpet and vinyl flooring throughout the unit. All-new kitchen including stainless steel appliances, cabinets, quartz countertops, sink, lighting and plumbing fixtures. Remodeled bath. Generously-sized bedroom with double closet. Large private balcony overlooking treed courtyard. Common laundry on lower level, private storage unit. Grilling available in picnic area.

Value · Family · Parking

Sojourn | VA Square | 2 BR

North Arlington VA Apartments come with the features you expect and want, and even some you’ve always dreamed of, at Virginia Square Towers. We have an eye for luxury, comfort, and practicality, and our amenities reflect that. Enjoy your private space in your furnished two bedroom without worrying about bothering your neighbors or being bothered with excessive sound when you have a home that’s built with noise-reducing walls and floor-to-ceiling windows.

Location · Value · Quiet