Holiday rentals with an EV charger in Annapolis

Cozy, clean & spacious lower level of a new home

This is a spacious lower level of a newly built home. This private guest area has a lounge, dinning, and kitchenette in addition to a bedroom and a bathroom. Guests share only the main entrance of the townhouse with owners who live upstairs. This private decorated space includes a smart TV, comfortable seating, dining for 4, microwave, coffee maker, full refrigerator, toaster/air fryer, queen bed, wardrobe & dresser. Washer/dryer available upon request. Please review house rules before booking

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

Have fun and relax at this stylish oasis! Packed w/ amenities. Huge Pool w/multiple cabanas, HOT TUB, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room and outdoor projector too, 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. Basement apt so there is some movement noise. Updated bath and an outdoor shower. 20 mins from DC & National Harbor

Waterfront Oasis in Eastport-Easy Walk to Downtown

Welcome to our Waterfront Oasis in the desirable Eastport section of Annapolis. We feature a main level open floor plan with excellent water views, 4 bedrooms and first level suite with two twins and a second living area. This home is perfectly suited to host a larger family/friend group (Please NO parties or events of any kind.) Water access out the back door, plenty of free no permit required street parking and a quick walk to downtown or USNA. Bring your kayaks/boards for our floating dock.

South-Facing Studio Overlooking Union Square Park

Pick out tunes on the refurbished 1910 piano or classical guitar of this eclectically furnished studio apartment, elegantly lit by tall windows under high ceilings overlooking lovely Union Square Park in downtown Baltimore. The residential area is a mile from the inner harbor/ stadium and street parking is easy. Nearby, enjoy walking in the park, dinner at Rooted or even see a puppet show. A well-stocked library offers great reading and the kitchenette has coffee, tea, and a light breakfast.

Secluded acre near BWI and Baltimore

Secluded suburban acre 8 minutes from BWI Airport, 15 minutes from Baltimore's Inner Harbor and from Fort Meade, and 45 minutes from Washington DC. Private house attached to host house has 1220 square feet of cozy comfort--4 times the size of a hotel room! House includes 2 bedrooms (one queen, one double), 1.5 baths, living room, foyer, dining room, full kitchen, and washer/dryer. The one-acre lot has hundreds of trees and is great for pets. Level 2 charging station is good for all EVs.

DC Urban Oasis - Best Value in Town!

We’re looking forward to hosting you in our cozy studio basement! Here’s what you’ll love about it: - Reasonable cleaning fee and no hidden charges 🧹 - Private entrance 🚪 - Free private off-street parking just outside the door 🚗 - Free EV charger (ChargePoint Flex) ⚡️ - Recently renovated with modern amenities 📟 - 5-minute walk from Fort Totten metro (red & green lines) 🚊 - Outdoor garden patio 🪴 - Free washer and dryer use 🧺 You won’t find a better value for your money in DC! 😊

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.

Annapolis Garden Suite

Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

Independent Access Garage Apartment, Near Downtown

Independent entrance garage apartment located on the back of our house with totally independent entrance. It has a queen size bed, WIFI, 10 minute walk to Downtown. Mini kitchen with a mini-fridge, microwave, and coffee-maker. Plenty of space to store a bike. Great neighborhood with street parking available free on the weekends and two-hour limit during the week. There is free street parking during the week one block away from the apartment. Free EV charging one block away!!

Modern 3-Level Stay| Hot Tub | Game Room | Parking

Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

Coastal Comfort Suite Near Annapolis, Hottub, EV

Our pool and hot tub are closed for the season. Ideal for a couple's retreat, this king suite guest room has a seating area, mounted TV, and coffee bar, microwave, and mini-fridge. An ensuite bathroom provides a luxurious shower and a spacious closet. The pool and hot tub are seasonal. Please don’t hesitate to reach out with any questions, concerns, or expectations so that we can address them prior to your stay.

Spacious 3-BR near DC, w/ Lotus Pond, Free Parking

Wake up to birdsong, lotus ponds, and waterfalls—your serene escape just minutes from the Capitol. This 3BR/2.5BA haven offers a home gym, steam shower, yoga space, EV charger, and five outdoor lounge areas. Walk to organic markets, restaurants, and scenic trails in peaceful Takoma Park. Renovated recently, with free parking. Superhost service to top it off. Montgomery County Registration number STR24-00107.