Holiday rentals with a pool in Chevy Chase

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.

Location · Value · Air conditioning

Costco Met Park•King bed•Gym• 6 Min to Metro/DC

✨ Enjoy a relaxing experience located minutes away from DC, Amazon HQ, and surrounded by popular restaurants and Mall. Our stylish apartment includes a super comfy king-size bed, workspace, fast free Wi-Fi, and paid on-site parking. The kitchen is fully stocked for everything you need for your stay, along with in-unit laundry! Our home is: ❤ In front of Met Park and Playground ❤ 2 min walk to Whole Foods ❤ 4 min walk to Metro ❤ 5 min from Reagan National Airport (DCA) ❤ 6 min to Museums/Mall

Family · Value · Hospitality

Historic Row Home Near Conv Center w/ Tank Pool

Historic Victorian row home featuring private backyard w/grill, firepit, and stock tank pool. Solar electricity, original hardwood floors and woodwork, renovated kitchen and bathrooms, and full laundry. Centrally located between Bloomingdale, Shaw & downtown, less than a mile to two Metro stations—NoMa-Gallaudet/NY Avenue (Red line) & Shaw/Howard (Green/Yellow lines)—and a mile to Amtrak at Union Station. Easy access to Convention Center, Capitol, Smithsonian, and the Mall. Happy dog fee $89

Location · Family · Heating

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

Location · Family · Nearby

Spacious - King/King Beds - No Cleaning Fee

Welcome to our spacious two-bedroom unit in a peaceful community within the DC metro area. This inviting space features two comfortable bedrooms with ample closet storage, a roomy living and dining area, a fully stocked kitchen, and a balcony perfect for relaxing with a morning coffee or tea and a good book. Enjoy access to high-speed internet, cable TV, Netflix, and an Apple TV for all your entertainment needs. HVAC centrally controlled, switch to AC mid-April. Portable AC provided.

Location · Value · Laundry

Luxury Downtown Crown Apt (Close to DC)

This apartment is located in the upscale hub of Rio in Gaithersburg, just 30 minutes outside of DC. The place embodies luxury style elements and sits on the top floor. Large windows in every room capture breathtaking views and allow a plethora of natural light. All building amenities are available to you, from an onsite gym to a seasonal pool to a Billiards table. Our abode sits steps away from regarded restaurants, shopping, Starbucks, and much more! It simply doesn't get any better!

Family · Location · TV

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

Location · Value · View

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

Family · Location · Walkability

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 · Location · Nearby

Inground Pool | Hot Tub | Sauna | Theme Room

Enjoy the comfort of this fully remodeled, beautifully decorated single family home. Located minutes from National Harbor Waterfront, MGM, Tanger Outlets, restaurants and shops, and just 20 minutes from Washington, DC and DCA Airport. Situated on half an acre, the home features a brand-new in-ground pool for summer enjoyment, plus a private hot tub and indoor infrared sauna for year-round relaxation. Please supervise children and follow posted rules for safety.

Value · Location · Laundry

Sojourn |Courtland Towers | Great Views

A fully furnished 1 bedroom which includes breathtaking views of DC and oversized floor plans. This community is conveniently located in the Courthouse neighborhood, just one block from the Courthouse metro station and on the edge of the Clarendon neighborhood. Great restaurants, shopping and a weekly farmer's market are just a few of the amenities this neighborhood has to offer. We offer one-, two- and three-bedroom units as well as studio apartments.

Family · Value · Getting around

Contemporary 1 BD Retreat | McLean | King Suite

Experience modern comfort in this fully-furnished 1-bedroom, 1-bath apartment in the heart of McLean, VA. Perfect for business travelers, solo adventurers, or small families, this stylish space combines convenience and relaxation. The open, airy layout includes a full kitchen and cozy living area. Step outside to enjoy the building’s top-notch amenities: outdoor pool, pickleball and tennis courts, basketball court, gym, sauna, and more!

Family · Location · Cleanliness