Boutique hotel vacation rentals in Maryland

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Top-rated boutique hotel rentals in Maryland

Guests agree: these boutique hotel rentals are highly rated for location, cleanliness, and more.

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A dining area features a combination of wooden beams and exposed brick walls, creating a warm and historic ambiance. Several tables with cushioned chairs are arranged throughout, accented by soft lighting from overhead fixtures, and a fireplace is visible at one end of the room.

Hotel room in Annapolis

Discover Annapolis' Charm! 2 Units, Pets Allowed!

Steps from the State House & Naval Academy, explore city attractions, historic waterfront, Main Street shops, and dine at local restaurants - all from walkable distance! Historic Inns of Annapolis features accommodations across three distinct buildings: Maryland Inn, Governor Calvert House, and Robert Johnson House. Please note, that all guests will check in at Governor Calvert House, the address displayed on the listing. - This Room is Located in Maryland Inn PLEASE NOTE: This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations. - These are TWO separate hotel rooms. Rooms are individually unique and may not be adjoining or adjacent, allocated based on availability upon arrival. The price is for all rooms. - Early check-in is subject to availability upon arrival. - Following property rules, the minimum age required for check-in is 21 years old; - The maximum number of days you can book per reservation is only 28. We're delighted you're considering RoomPick’s curated selection of boutique hotels, condo hotels, and resorts worldwide. This room comes with: THIS UNITS Each 237sf Maryland Inn 2 Double Beds features: - Double size bed; - Television; - All linens, towels, and bathroom essentials are provided. PARKING Valet-parking is $50.33 per night/vehicle based on availability. PET POLICY Pets allowed for an extra charge of USD 100 per pet, per stay up to 60 pounds (max 1 pet per room) Please ensure you have a valid ID for check-in, as it is mandatory for entry.

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The historic Vandiver Inn is framed by lush greenery and large trees, featuring a charming Victorian facade with intricate woodwork. A welcoming porch with seats invites relaxation amid colorful landscaping. The sky overhead displays soft clouds against a backdrop of muted light.

Hotel room in Havre de Grace

5 out of 5 average rating, 4 reviews

The Wolbert Room at the Vandiver Inn

Experience the style of a downtown boutique hotel, with the comfort of a country inn. Stay and play in a beautiful waterfront town at the award-winning Vandiver Inn, located just blocks from the Chesapeake Bay in historic Havre de Grace, Maryland. Surrounded by historic homes, museums, close to golf, shopping, antique stores, marinas and water-oriented activities, the Vandiver consists of the Historic Vandiver Mansion, the adjacent Kent & Murphy Houses, the year-round Pavilion and our Gardens.

Guest favorite

Hotel room in Oxford

4.92 out of 5 average rating, 140 reviews

Water View with Beach, Walk to restaurants & shops

Sandaway Suites & Beach is located in the historic district of Oxford, MD where you can walk to several restaurants and shops. With stunning waterfront views and a private sandy beach on the Eastern Shore of MD rests our boutique hotel. We invite you to stay in one of our beautifully restored water view rooms. Experience in-room comforts and in-town conveniences. Take a day trip to St. Michaels, Easton, or Cambridge. At the end of the day, see an awesome sunset at Sandaway's private beach.

An aerial view captures the vibrant coastal area, showcasing the sandy beach stretching along the shoreline. Various buildings line the streets, including hotels with pools, and several cars are parked. The calm ocean reflects sunlight, enhancing the inviting atmosphere of the beach destination.

Hotel room in Ocean City

4.55 out of 5 average rating, 110 reviews

Walk to beach and boardwalk from this cozy room

Not a cookie- cutter hotel room experience- enjoy a clean, new simple room just steps away from the beach and the Boardwalk. Indoor heated pool/spa with TV to enjoy some movies while you soak. Featuring private balconies facing bayside with unforgettable sunsets, mini fridge, microwave, and hair dryer in each guest room. Sit your beach chairs & equipment right outside your door. Light continental breakfast included for each registered guest. Kick back and relax... you're on beach time!

Guest favorite

A cozy living area is presented with a comfortable sofa and a tufted ottoman. Two windows allow natural light to fill the room, complemented by ceiling fans. The warm wood finishes and soft area rug enhance the inviting ambiance.

Hotel room in North Beach

4.97 out of 5 average rating, 29 reviews

Guest Quarters At The Inn - 205

The Guest Quarters at the Inn is a vacation rental site situated one block from the Chesapeake Bay in the historic and charming town of North Beach MD. The Guest Quarters are partnered with The Westlawn Inn, an award-winning fine dining restaurant with early-evening live music on the weekends. The five-unit building is in the Arts and Crafts style of the 1920s and boasts special hand-crafted detailed trim work that fits the historic charm of days gone by in the coastal town.

Guest favorite

A bright room features two twin beds, each adorned with light bedding. Natural light floods in through two nearby windows, illuminating the polished wooden floor. A wooden dresser sits beside the door, enhancing the room's functionality and charm.

Hotel room in Williamsport

4.93 out of 5 average rating, 15 reviews

C&O Oasis, Private Room & Bath, WIFI, Bike Storage

Great location for hikers and bikers on the C&O Canal! Located just steps from the trail you will have secure bike storage in a garage located on the property. If you are traveling by car we have a large parking pad and plenty of street parking. The house offers 4 BR's total and each one has a private bath. This room has two twin beds and is located on the 2nd floor. A self serve breakfast is included in the kitchen area. Other rooms available on our website bayfarmsbnb

A spacious outdoor area is set against the backdrop of a large, multi-level inn. Red umbrellas provide shade over several white tables and chairs arranged on a lush green lawn, bordered by trees and shrubbery.

Hotel room in Columbia

5 out of 5 average rating, 4 reviews

Escape. Unwind. Indulge.

Nestled in a private estate and the rolling hills in Howard County, named by Forbes Magazine as "Top 25 Places to Live Well", The Columbia Inn at Peralynna is a boutique hotel unlike any other. Our inn features a unique blend of chic and elegant style, exceptional world-class amenities and gracious hospitality. We are honored to receive the Diamond Award and Sapphire Award for twelve years in a row. Our beautiful Inn now qualifies for the Columbia Business Hall of Fame.

A sleek shower caddy is mounted on a wall, containing three dispensers labeled 'CLEAN' for invigorating shampoo, 'NOURISH' for replenishing conditioner, and 'REFRESH' for moisturizing body wash. The white tiles create a bright and clean backdrop.

Hotel room in Ellicott City

Farmhouse Elegance: Historic Inn Retreat - 301

The Sunlit Suite is our largest accommodation and features beautiful views of the farm. It includes a queen bed, fireplace, a semi-private room with a pull-out sofa bed and fireplace. Amenities include: 600 square feet of space Furnished kitchenette Two gas fireplaces Sitting room Shower and separate vanity, heated bathroom floors Hairdryer and toiletries WiFi and two TVs Our Sunlit Suite is located on the attic level and is only accessed by the stairs.

A bright and airy bedroom features two spacious beds with white bedding and orange accents. A ceiling fan enhances the comfortable atmosphere. A wooden table is positioned beside a lamp, with a colorful artwork adorning the wall. The room is well-lit with natural and ambient lighting.

Hotel room in Ocean City

4.47 out of 5 average rating, 15 reviews

Pet Friendly Deluxe One Bedroom Condo! 2

Monte Carlo Condos are located in downtown Ocean City and only a block away to the Boardwalk and the beach! We have (7) deluxe Condos that can sleep up to 8 people. All Condos include a full kitchen! We have a large pool in the middle of the property. The price on Airbnb is only for one 8-people Condo per night. Please send me an introductory message before you book it! You can book as many Condos as you need and we will send you the correct quote.

Hotel room in National Harbor

4.75 out of 5 average rating, 17 reviews

More than Colonial Williamsburg, DC and More!

The Wyndham Vacation Resorts are located at National Harbor in Ft Washington Maryland , and Wyndham Resort in Alexandria VA (Club Wyndham Old Town Alexandria, 1757 King Street, Alexandria, Va 22314). There are usually 1 BR, 1BA, deluxe units available, while supplies last. The units accommodates up to 4 people. However, there maybe upgrades to 2BR, 2BA units. Upon each request I ask for the upgrade, which is not a guarantee.

A sandy shore stretches along the coastline, gently meeting the calm waves of the water. In the distance, a lighthouse stands on a rocky jetty, contrasting against the expansive sky and serene ocean.

Hotel room in Ocean City

4.75 out of 5 average rating, 8 reviews

Freshly renovated loft at fun resort with pool

Completely renovated loft at Ocean City's charming boutique resort. Fun onsite restaurant and pool bar with live island style music and delicious food named Shaka Pool Bar and Grill. Close proximity to many main attractions in Ocean City including beach, boating, boardwalk, amazing restaurants and much much more! Be one of the first to stay in this beautiful freshly renovated spot!

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A spacious outdoor deck features two wooden chairs positioned to overlook a serene lake view. Surrounding the area, trees and greenery provide natural landscaping, and the sky is clear and bright.

Hotel room in Oakland

Cove Creek Lodge 219: Lakeside Executive King

Escape to this quiet respite and spread out in the plush King bed as you take in the peaceful atmosphere inside and the beautiful view.. Equipped with a kitchenette, Smart TV, and a luxurious bathroom with walk-in shower and quality bath products. Walk right out to the deck where you have two chairs that immediately showcase a beautiful lakeview sunrise.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Maryland boutique hotel rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly boutique hotels rentals

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A bride twirls gracefully in a flowing white dress, with soft fabric cascading around her. The elegant room features a dark brown leather couch and vintage decor, illuminated by a crystal chandelier. Light streams through large windows, enhancing the warm color palette of the space.

Hotel room in Havre de Grace

5 out of 5 average rating, 7 reviews

The Stockett Room at the Vandiver Inn

CharlesRating, 5 stars8 months ago

Great place with friendly staff and a wonderful breakfast.

Superhost

A cozy seating area is presented with a plush purple sofa adorned with decorative cushions. A desk is positioned beside a window, dressed with floral curtains. A patterned area rug with floral designs adds visual interest to the softly lit space.

Hotel room in Havre de Grace

Full kitchen, sitting area, desk and king bed make John Henry favorite for multi-day stays!

JuliaRating, 5 stars51 months ago

A very wonderful room and the location was great. We will definitely be visiting again!

Superhost

The inviting bedroom displays olive green walls, a spacious bed adorned with patterned bedding, and a wooden dresser. Natural light illuminates the room through large windows leading to a semi-private porch. The adjacent bathroom features a walk-in glass and tile shower, complemented by colorful stained glass accents.

Hotel room in Havre de Grace

4.8 out of 5 average rating, 5 reviews

Vandiver's Stokes Room: Porch overlooking the gardens and walk-in shower!

CarrieRating, 5 stars47 months ago

Great place to stay. Free glass of wine in the evening. Beautiful setting, have stayed here several times before and would stay again.

Superhost

The room features a four-poster queen bed with an intricately patterned quilt, accompanied by two bedside lamps. Soft green walls, patterned carpet, and large windows contribute to a serene ambiance. A decorative rug and a stylish sitting area are also present, enhancing the room's inviting character.

Hotel room in Havre de Grace

5 out of 5 average rating, 7 reviews

The Tydings at the Vandiver: Victorian elegance, stunning fireplace and king bed.

SeptianRating, 5 stars40 months ago

I will start with the negative, that is the bathtub did not match the one in the room. Aside from that, everything was excellent. Our innkeeper, Brie, was very accommodating from the start. We look forward to booking again.

Superhost

A spacious sleeping area features a large upholstered headboard and decorative bedding. Two bedside tables with lamps provide soft lighting. The room is complemented by patterned stools at the foot of the bed, and soft curtains frame the windows, enhancing the overall ambiance.

Hotel room in Havre de Grace

5 out of 5 average rating, 5 reviews

The Cockburn Room at the Vandiver Inn

AmyRating, 5 stars25 months ago

This is a lovely little inn that is comprised of three houses- the mansion, and two neighboring victorian houses. We stayed in one of the rooms in the house directly next to the mansion. It was clean and extremely comfortable. The back garden is lovely and a wonderful place to hang out, enjoy a glass of wine, and make new friends. The inn is within walking distance of everything you would want to do in Havre de Grace. They serve a light breakfast in the morning between 8-10. Coffee, which was a must for us, was available 24/7. John, the owner, is so friendly and made it a point to make sure we were comfortable. We will definitely stay here again!

Superhost

A queen bed with a tufted seafoam headboard is adorned with a colorful patchwork quilt. Two nightstands with lamps are positioned on either side. A chair sits in the corner, while artwork decorates the walls, complemented by natural light streaming through the window.

Hotel room in Havre de Grace

4.83 out of 5 average rating, 12 reviews

The Donahoo Room at the Vandiver Inn

JaniceRating, 5 stars2 weeks ago

I needed a last minute stay in Havre de Grace and I drove past the Vandiver Inn. It looked roomy and well-kept, so I called John and left a message requesting a room for the night. My call was returned in a few minutes, and the innkeeper showed me to a clean and bright room on the second floor. I slept well on a comfortable queen bed and enjoyed a delicious breakfast in the morning which was made to order. Freshly brewed coffee and snacks were available bright and early! I recommend the Vandiver Inn.

Superhost

The room features a four-poster queen bed, accented by soft green walls. Sunlight filters through windows, illuminating a cozy seating area furnished with a daybed and a vintage piece. A decorative ceiling adds warmth, enhancing the inviting space.

Hotel room in Havre de Grace

5 out of 5 average rating, 5 reviews

The Fair Room at the Vandiver Inn

JenniferRating, 5 stars12 months ago

We booked this inn last minute and and it was a great place to stay! It's set up to host weddings/events but none were going on while we were there. The common areas were lovely and the young lady working as host was so friendly and helpful. We did have an A/C issue (1886 home & 104 heat index, so not a huge surprise). Once it was clear it wasn't going to cool down in our room, the host moved us to a new room, letting me see the layout of both and choose what we liked best. Then the A/C was great! There is also complimentary wine and a delicious breakfast!

Superhost

A spacious jetted tub is filled with bubbles, creating a soothing spa-like atmosphere. The surrounding tiled walls are accented in warm tones, and the faucet is visible along the edge of the tub. Soft lighting enhances the tranquil setting.

Hotel room in Havre de Grace

4.94 out of 5 average rating, 18 reviews

Vandiver's Young Room: Funky and adorable space

LaurenRating, 5 stars16 months ago

Our stay was great, and the room was lovely! There was a little hiccup with communications before checking in but John was very responsive and it didn't sour our stay. The room was well-appointed and had its own entrance which was a nice bonus.

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