House vacation rentals in Tilghman Island

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Popular amenities for Tilghman Island house rentals

House rentals with a pool

Guest favorite
A serene swimming pool is featured in a private outdoor area, surrounded by a stone deck. Two white lounge chairs are positioned nearby, with trees providing a shaded atmosphere. The clear water glistens under a partly cloudy sky, inviting relaxation.
Home in Edgewater
4.92 out of 5 average rating, 143 reviews

House in Edgewater Maryland

NancyRating, 5 stars2 weeks ago
Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.
Superhost
A refreshing saltwater pool is framed by comfortable lounge chairs in vibrant red and blue. A large grassy area is visible beyond the pool, leading to serene waterfront views under a clear blue sky, complemented by a tree providing shade.
Home in Queenstown
4.81 out of 5 average rating, 156 reviews

Bay Breeze Retreat

EeshaniRating, 5 stars8 months ago
Beautiful house and property, great location, and the host was super responsive. Hope to return sometime soon.
Guest favorite
A spacious dining area features a wooden table surrounded by white chairs, with sunlight streaming through sliding glass doors that open to a deck. A cozy seating area can be seen in the background, together with views of the surrounding nature.
Home in Cambridge
4.96 out of 5 average rating, 112 reviews

Gorgeous, waterfront home - Perfect for Families.

Leslie RogersRating, 5 stars5 months ago
We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!
Guest favorite
The exterior of a spacious two-story home is shown, featuring a well-kept front yard with manicured grass and blooming plants. A stone pathway leads to the welcoming front porch, which is adorned with railing and hanging plants, creating a pleasant entryway.
Home in Severn
4.88 out of 5 average rating, 164 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

LoisRating, 5 stars6 days ago
Staying here made our family wedding stay away from home, a very memorable and fun weekend for the whole family. Muvh better than being stuck in a hotel with lots of kids!!
Guest favorite
A scenic pathway lined with vibrant yellow flowers leads toward a charming cottage, nestled amid lush greenery. The cottage features a welcoming porch, surrounded by climbing vines, providing an inviting connection to the outdoor space and a view of the nearby water.
Home in Montross
4.99 out of 5 average rating, 151 reviews

Beach Please! River cottage w/private beach & dock

AudreyRating, 5 stars3 weeks ago
This was our second stay at Beach Please and it was just as delightful as the first! The house was again squeaky clean, thoughtfully decorated and had plenty of room for our multi-generational family to spread out. Grandparents appreciated the first floor master bedroom and kiddos loved the game room, and the crafts and puzzles upstairs. The neighborhood is peaceful and cozy, with beautiful views in every direction. The addition of the acoustic guitar for songs by the firepit was a major plus, as our ten year old is a music lover and almost brought her own. We had a great stay and would recommend this AirBnB to anyone! Grab a week (or two) and don't think twice.
Guest favorite
The living room features a spacious faux-leather sofa arranged around a circular coffee table. A flat-screen TV is mounted on a wooden console against the wall. Large windows allow natural light to fill the room, providing a view of the outdoors.
Home in Fort Washington
4.91 out of 5 average rating, 149 reviews

5 BEDR, Inground Pool+Billiard Table, Close To D.C

AndreaRating, 5 stars2 weeks ago
It was simply amazing. Daniel was a fantastic host. The house was incredible. Spacious, beautiful and peaceful felt just like home. The family and I enjoyed every inch of it. Family vacation home for every trip we take to DC.
Top guest favorite
Home in Tracys Landing
4.99 out of 5 average rating, 207 reviews

The Little Gypsy BoHome

LaurenRating, 5 stars6 days ago
I can’t say enough wonderful things about Melissa’s place. As soon as you walk in, you feel right at home. She has thought of every possible thing you could need while there. The views were absolutely magnificent and while the beach area is available to the public, it felt super private. My daughters and I plan to come here every year. I had to peel them away from the bay. Melissa, thank you for accommodating us. This was a weekend my girls and I desperate needed and your home was the perfect place to have peace and intentional quality time. Thank you so much!!
Top guest favorite
The historic home features a charming exterior with a mix of white clapboard and dark shingles. An inviting porch is framed by green shutters and surrounded by well-maintained landscaping. A gravel driveway leads to the front entrance, enhancing the property’s welcoming appeal.
Home in Lusby
5 out of 5 average rating, 138 reviews

Historic Rousby Hall, Waterfront, Pool, Beach

ShannonRating, 5 stars4 months ago
What a lovely stay! Incredibly charming home with such hospitable hosts. Our group felt comfortable and relaxed. Picturesque environment.

Weekly house rentals

Guest favorite
A charming row house is presented with light yellow siding and white trim. A vibrant red front door serves as the focal point, while decorative elements enhance the facade. Surrounding greenery and colorful flowers add a touch of nature to the inviting entrance.
Home in Capitol Hill
4.95 out of 5 average rating, 188 reviews

Beautiful Capitol Hill Row House

Mary FranRating, 5 stars1 week ago
Maggie’s house was perfect for our family getaway! You can’t beat this location. It was a quick walk to Eastern Market metro and tons of local shopping/dining options, yet the street was peaceful and quiet. We were able to spread out and relax as a family of three with two dogs. The house was comfortable and had everything we needed. Maggie was responsive and helpful from booking and through our stay. 10/10, would book again.
Top guest favorite
A cozy living area features a light-colored sofa and a decorative ottoman on a patterned area rug. Large windows allow natural light to brighten the space, while a holiday-themed tree adds a touch of festivity. A dining area can be seen in the background.
Home in Salisbury
4.98 out of 5 average rating, 196 reviews

Beautiful Renovated Home, Perfect Getaway!

DanielleRating, 5 stars2 weeks ago
This was our second time staying at this rental and we would recommend to others. Ann's communication was great and she even gave us the option to check in early and check out late as it was available.
Top guest favorite
The image displays the exterior of a ranch-style house featuring a brick facade and white siding. Lush greenery surrounds the property, while a nearby historic house with a distinctive turret is visible across the street. A clear blue sky offers a bright backdrop.
Home in Salisbury
4.87 out of 5 average rating, 123 reviews

Hudson House

WendyRating, 5 stars5 months ago
We had an amazing stay at The Hudson House. Immediately after walking in, I felt right at home. The house was big, but so cozy. This was my first Airbnb but definitely won’t be my last. Allen was always very quick to respond to my messages. He also had a very friendly tone to his messages. I have family in Salisbury. This will be my go to place, if available, each time I visit Salisbury.
Superhost
The exterior of the retreat features a welcoming patio area, with a hot tub situated prominently. Large windows provide views of the surrounding woods. Steps lead up to the entrance, which is sheltered by a broad overhang.
Home in Greenwood
4.8 out of 5 average rating, 122 reviews

Country Retreat - 2BR apartment; day trip to beach

ElchononRating, 5 stars1 month ago
Patrick was really helpful and communicated very well with us. He was very thoughtful and warmed the hot tub for us. He also let us stay till 230 past the regular checkout time without even us asking. The house was everything we could’ve asked for and the price was really cheap. The fields around it only added to the peacefulness. I may even come here again. It was really worth it. Thank you, Patrick.
Superhost
A grand two-story home is situated amidst lush greenery, featuring a well-maintained facade with a central portico. Rows of tall plants, possibly corn, stretch in the foreground, creating a serene connection with nature.
Home in College Park
4.83 out of 5 average rating, 179 reviews

Spacious relaxing home by DC, CP, woods & lake

KarenRating, 5 stars3 weeks ago
Such a lovely, comfortable home. Everything we needed. Loved the location. The neighborhood was extremely quiet and neighbors were friendly. There's a park with walking trails and lake half a mile walk away. The house was perfect. Relaxing. Comfortable beds and bedding. The record player was an added bonus, as were the puzzles and board games for the rainy days. Communication was excellent. Answered any questions quickly and was very helpful. Would definitely stay here again.
Guest favorite
A scenic waterfront view features a newly constructed pier extending over calm waters. Overlooking the bay, a grassy area is showcased with a fire pit and several patio chairs arranged around it. An American flag gently waves in the background amid a clear blue sky.
Home in Deale
4.98 out of 5 average rating, 106 reviews

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier

CarolRating, 5 stars2 weeks ago
Our family had a great time - the property was spacious and clean, location was beautiful, and we loved playing outdoors in the open space and getting out on the water. Hosts were very responsive and everything we might need/want was provided!
Top guest favorite
The exterior of a renovated ranch home is showcased, featuring a light-colored façade, a brick chimney, and a well-maintained front yard with lush green grass. A carport is visible on the side, along with a driveway leading up to the front door.
Home in Arlington
4.98 out of 5 average rating, 156 reviews

Barcroft House - large yard w/playground near DC

AmberRating, 5 stars8 months ago
Felt like home. Quiet neighborhood with walking distance grocery store. Extra amenities. Very clean and I’m a clean freak.
Guest favorite
A modern three-story house is showcased, featuring large windows that fill the exterior with natural light. The building is surrounded by a manicured lawn and decorative shrubs, accentuating the clean lines and contemporary design of the property.
Home in Suitland
4.88 out of 5 average rating, 16 reviews

Spacious 7BR/5BA Retreat: 15 mins to National Mall

KimberlyRating, 5 stars1 month ago
⭐️⭐️⭐️⭐️⭐️ Absolutely Perfect Stay! Our stay at Suitlamd Manor, was nothing short of amazing! From the moment we arrived, everything was spotless, well-organized, and exactly as described. The attention to detail—from the cozy decor to the thoughtful amenities—made us feel right at home. The location was perfect, close to everything we needed. yet still peaceful and quiet for a restful stay. Meka was an exceptional host, always responsive and helpful with local recommendations. We truly appreciated the little extras, like complimentary coffee and wine. The bed was incredibly comfortable, and we had everything we needed for a relaxing getaway. I highly recommend this place to anyone

Private house rentals

Superhost
The entrance to the home is illuminated by pathway lights, highlighting the concrete steps leading to a covered porch. The brick exterior is complemented by well-maintained grass and a modest landscape, creating a welcoming entryway during nighttime hours.
Home in Fort Washington
4.82 out of 5 average rating, 106 reviews

Home away from home near MGM-3bed2bath

FrankieRating, 5 stars2 weeks ago
The space was exactly as described! Very clean and host was very proactive with check in and out instructions. Had a great time visiting the area. Would absolutely stay here again! **to note: there is a resident who lives downstairs, which is noted in the Airbnb description. You can hear them when they enter/exit the home. This did not bother us at all and we were aware of this as it was in the description but I wanted to highlight that for any perspective guests.
Top guest favorite
The exterior of a large, multi-story house is showcased, featuring a wrap-around porch with white columns. Symmetrical windows are seen throughout the facade, with a central red door. Lush greenery, including flowering plants, surrounds the entrance, enhancing the welcoming ambiance.
Home in Arlington
4.97 out of 5 average rating, 100 reviews

Entire family size house steps to ANC & metro walk

Mary EllenRating, 5 stars1 month ago
Tyler's place was perfect for our stay with our extended family. It's spacious and comfortable, with plenty of room to relax indoors and out. It has a very nice large porch and deck, great for some solitude or for kids to play. The beds were comfy and the linens ample, there are gorgeous large bathrooms and luxurious showers, the kitchen was well-stocked and included an amazing high-end stove, and the living spaces are nicely decorated and furnished with art and tons of books. One bedroom had lots of toys and kids' books, a very nice touch. Tyler was helpful, accommodating, and responsive. The location is very convenient to Arlington National Cemetery and within walking distance to a Metro stop. Everything about this rental was fantastic--we highly recommend it if you need a lovely space for a large group. Thanks, Tyler!
Top guest favorite
The living room features a cozy arrangement of two armchairs and a sofa, complemented by a decorative area rug. Natural light flows through windows, illuminating the space. A television is positioned on a wooden cabinet, and starfish decor adds a coastal touch to the walls.
Home in Edgewater
4.98 out of 5 average rating, 53 reviews

Entire Beach House with Pool and Hot Tub

DianeRating, 5 stars5 months ago
We had a great stay at this clean, comfortable, convenient and cozy house. We were impressed by the attention to detail. Every time we needed something, it was there. The kitchen was fully stocked and had everything we needed to cook our Thanksgiving meal. We were close to Annapolis And had an easy drive to the museums of DC. We took several walks to the nearby beach, and enjoyed both sunrises and sunsets. We would definitely come back! Thank you, Peggy!
Top guest favorite
Home in Shady Side
5 out of 5 average rating, 164 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

DeanneRating, 5 stars1 week ago
Absolutely amazing house and location!! Our family had an incredible week spent enjoying the property & views, spending time watching the sunsets by the fire, and kayaking around the bay. It's a great spot to teach kids to paddle and our 7 and 9-year old both enjoyed learning on the still waters near the sandy beach. The property and house are both thoughtfully designed and have so many spots to relax, read, watch the birds, and take in the views - made it feel like there was never a reason to leave. We had an incredibly peaceful week and would love to visit again!!
Top guest favorite
Home in Cambridge
4.95 out of 5 average rating, 231 reviews

Great Historic Cambridge Home With Parking!

AshleyRating, 5 stars1 month ago
What a gem! My daughters and I loved our week spent here. The home is a true beauty with all the charm of a seaside getaway. All of the amenities truly made it feel like home, and the kitchen is amazing! Everything was streamlined and easy, the host was wonderfully responsive, and the home had such a friendly, warm, relaxing feel to it. It was such a terrific experience through and through, I would highly recommend taking full advantage of this beaut!
Superhost
A charming two-story house is set within a green lawn, framed by large trees. A covered porch features several chairs, inviting relaxation. The exterior is painted in warm yellow tones, with windows offering glimpses of the interior and garden areas visible through the landscaping.
Home in Centreville
4.63 out of 5 average rating, 92 reviews

Peaceful Acres Guest House (A Nature's Getaway)

AnneRating, 5 stars6 months ago
The house was comfortable, clean and quiet. It was exactly what I was looking for to participate in a nearby competition. There were minor issues that the host addressed quickly and we got back to our vacation. Would stay here again.
Superhost
Home in Pentagon City
4.93 out of 5 average rating, 169 reviews

LA Inspired Glasshouse 4min DC| Hot Tub +Ping Pong

BrendanRating, 5 stars3 weeks ago
House worked out great for our group of 12 students and two adults. Plenty of space, clean, and loved the ping pong table. Dining area accommodated our entire group and the kitchen was well stocked. Location and price were perfect. 10 minute walk to Columbia Pike/S Orme St Bus to Pentagon Metro station. Quick ride into DC or Old town Alexandria. Highly recommend this house. Franck was easy to communicate with and met all of our expectations. Thank you!
Guest favorite
A single-level home in a serene setting is viewed from the water. The exterior is clad in light blue with large windows. A shaded area is present for outdoor seating. Kayaks are stored nearby, and a wooden dock extends into the calm water.
Home in Pasadena
5 out of 5 average rating, 52 reviews

Waterfront CHeerful 2 with Private home

DavidRating, 5 stars3 weeks ago
The cottage /house was peaceful on the edge of an inlet from the Bay. The patio was lovely. It was chilly so we couldn’t use the kayaks. The kitchen was very well equipped. The dishes, utensils, cookware were quality. The extra cozy blankets were nice. He responded to a request very timely. We enjoyed the stay very much.

Quick stats about house rentals in Tilghman Island

  • Total rentals

    20 properties

  • Nightly prices starting at

    $160 before taxes and fees

  • Total number of reviews

    270 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore