Apartment holiday rentals in Queen Anne's County

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Top-rated apartment rentals in Queen Anne's County

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Guest favourite

Flat in Stevensville

4.98 out of 5 average rating, 273 reviews

Boutique by the Bay

Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.

Guest favourite

Flat in Chestertown

4.97 out of 5 average rating, 215 reviews

Private cozy cottage - center of Chestertown .

Escape to a secluded, romantic studio hideaway in the middle of Chestertown. Private parking, and over 1 acre of gardens to call your own. Relax in front of the fire with views of gardens in every window. Kitchenette has extra large toaster oven, (can cook pizza and roast chicken), two burner hot plate, microwave, refrigerator, and Keurig/coffee makers. Comfortable king bed with luxury linens, kitchenette, and washer dryer. We also host ‘Wren Retweet”, a house in front of the carriage house.

Guest favourite

Flat in Stevensville

5 out of 5 average rating, 35 reviews

Heron Roost

Heron Roost is a centrally-located waterfront apartment on a private gated lot with a heated pool. The view from your sun deck is the best on the property with spectacular sunrise and moonrise. We are conveniently located about one mile from the Chesapeake Bay Beach Club and twenty minutes from the US Naval Academy in Annapolis. There are numerous excellent restaurants and bars nearby and the towns of Easton and St Michael’s are close. Please come and enjoy our peaceful and unique property.

Guest favourite

Flat in Centreville

4.89 out of 5 average rating, 27 reviews

⋘ Private Wye BranchManorApartment ⋙Private entree

Stunning upscale private apartment that sleeps 3. Located in a private setting at Wye Branch Manor. Corn Fields and wood lines and amazing sunsets are your priceless view while staying at the apartment. Less than 10 miles to golf, outlet shopping, hiking trails and the Wye River. 15 miles to historic Easton, 20 minutes to Saint Michael's and Oxford, and 30 minutes from downtown Annapolis. The apartment is 1 mile from Wye Mills. The apartment has a full kitchen and bath with a stand up shower.

Guest favourite

Flat in Rock Hall

4.96 out of 5 average rating, 24 reviews

Traveler Guest Suite - Cinnamon By The Bay

The Traveler offers a private bedroom and fully equipped eat-in kitchen. For those guests who prefer separation from their dining area, but don’t need a separate living space, Traveler is a perfect match. Enjoy the comfort of not being awaken when someone sneaks a midnight snack, all while being easy walking distance to Rock Hall's shopping, coffee shop, restaurants, music venue, and festivities. It is one of our pet-friendly suites with easy access to the community back deck and rear yard.

Superhost

Flat in Grasonville

4.89 out of 5 average rating, 195 reviews

Halcyon house. Lovely views on MD eastern shore.

This charming apartment is located on the Chester river on Maryland's Eastern Shore. The wildlife is abundant and generally very active. The sun rise and sunsets can be spectacular. The property is 20 minutes from Annapolis and 50 minutes from DC. The newly renovated apartment has all new appliances and a well stocked kitchen with many herbs and spices, condiments, coffee, tea, cream and sugar etc. The 8 mile long Cross Island Trail starts a block from the house and leads to some restaurants.

Flat in Greensboro

4.93 out of 5 average rating, 110 reviews

Awesome River House Waterfront Apartment

Having been called "a treehouse on the river" by many guests since there is a oneness with nature afforded by the design of our home. The ever-changing view of the river is always enchanting as is the ebb & flow of the tide on the Choptank River. Our dock provides excellent river access and is only 20 feet from the house and has a new (2020) floating dock that affords easy access for swimming and kayaking. A canoe and kayaks are available for guest use and there are amazing sunsets as well.

Guest favourite

Flat in Chestertown

4.89 out of 5 average rating, 75 reviews

1-br apt in downtown Chestertown (Unit 1)

Note: Beginning Oct. 4, 2023, we have eliminated all booking fees and cleaning fees. The price you see is the price you get. 1-bedroom newly-renovated apartment located in a 5-unit apartment building near downtown Chestertown, MD. Unit 1 is located two blocks from High Street (think Evergrain Bakery!) and about four blocks from the Chester River. Enjoy a shared front porch with the other long-term tenants, or use the private back porch to sit and read the newspaper or enjoy the outside.

Superhost

Flat in Stevensville

New place to stay

Skip the Hotel•King Bed•Private•Romancoke Retreat

Why choose a hotel when you can stay at Romancoke Retreat? This ⦁NEW LISTING⦁ is conveniently located just minutes from the iconic Bay Bridge and many of Kent Island's scenic wedding venues. The home's cozy BACK UNIT features 1 king bed and 1 full bath, dedicated parking, a private entrance, and offers just about everything you would need for a comfortable stay. Whether attending a wedding or exploring the island, Romancoke Retreat is your ideal home base for your Kent Island getaway.

Guest favourite

Flat in Chestertown

4.97 out of 5 average rating, 78 reviews

Bright, new apartment in the heart of Chestertown

Flooded with light and in the center of all Chestertown has to offer. Have a front seat to Chestertown’s festivals. The apartment spans the entire front of the second floor of the recently restored building, built in 1877. Open living room/dining area/kitchen. Historic character with all modem conveniences, including dishwasher, washer/dryer, Smart TV and high speed wifi internet access. Off-street parking for one car on first come first served basis with ample street parking.

Guest favourite

Flat in Rock Hall

5 out of 5 average rating, 11 reviews

DragonflyPeake Studio

Welcome to our cozy studio that we built for the comfort of our friends, family and Airbnbers. Our DragonflyPeake Studio is a centrally-located place. We are directly across from the Osprey and Haven Harbour Marinas and are in walking distance to the Ferry beach, Muskrat Alley for Breakfast and The Blue Heron for dinner and drinks. We are also a walk to town or bike ride. Enjoy a quiet cozy location with coffee or cocktails on the back deck.

Guest favourite

Flat in Stevensville

4.97 out of 5 average rating, 32 reviews

Relax Inn

We welcome you to relax in this comfortable space for two with a plush king sized bed and a private bathroom. Enjoy the high speed internet and 50 inch smart TV. The kitchenette is equipped with a mini fridge, microwave, Keurig and a table for two. A coded entry will open into your private space that is attached to our home but separated by a locked door. We love to offer early check-in and late check-out as our calendar allows.