House holiday rentals in Saint Michaels

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Popular amenities for house rentals in Saint Michaels

House rentals with a pool

Guest favourite
Home in Edgewater
4.92 out of 5 average rating, 142 reviews

House in Edgewater Maryland

NancyRating, 5 stars1 week 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
Home in Queenstown
4.81 out of 5 average rating, 156 reviews

Bay Breeze Retreat

EeshaniRating, 5 stars7 months ago
Beautiful house and property, great location, and the host was super responsive. Hope to return sometime soon.
Guest favourite
Home in Rock Hall
4.94 out of 5 average rating, 36 reviews

Rockfish Keeper

Kore MichaelRating, 5 stars5 months ago
The house was exactly as described and it was so easy to communicate with them as they responded to texts within minutes
Guest favourite
Home in Cambridge
4.96 out of 5 average rating, 112 reviews

Gorgeous, waterfront home. Perfect for Families.

Leslie RogersRating, 5 stars4 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 favourite
Home in Montross
4.99 out of 5 average rating, 150 reviews

Beach Please! River cottage w/private beach & dock

AudreyRating, 5 stars2 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 favourite
Home in Fort Washington
4.91 out of 5 average rating, 148 reviews

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

AndreaRating, 5 stars5 days 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 favourite
Home in Tracys Landing
4.99 out of 5 average rating, 206 reviews

The Little Gypsy BoHome

ToddRating, 5 stars2 weeks ago
The place was perfect, clean, homey, comfortable and really unique. Loved the pool, cold plunge, sauna, screen porch. We had everything we needed from fresh flowers and cookies to convenient multiple charging stations by the beds. Loved the outdoor lighting and overall coziness of this place. Quiet and peaceful, sounds of the water lapping the shore, beautiful place to drink morning coffee and watch the sunrise. Also found some great sea glass on the beach!! Love, love, loved staying here :)
Top guest favourite
Home in Lusby
5 out of 5 average rating, 138 reviews

Historic Rousby Hall, Waterfront, Patuxent River

ShannonRating, 5 stars3 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 favourite
Home in Capitol Hill
4.95 out of 5 average rating, 187 reviews

Beautiful Capitol Hill Row House

Mary FranRating, 5 stars2 days 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 favourite
Home in Salisbury
4.98 out of 5 average rating, 196 reviews

Beautiful Renovated Home, Perfect Getaway!

DanielleRating, 5 stars1 week 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 favourite
Home in Salisbury
4.87 out of 5 average rating, 123 reviews

Hudson House

WendyRating, 5 stars4 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
Home in Upper Marlboro
4.83 out of 5 average rating, 6 reviews

Beautiful spacious 4-bedroom home w/2-story lounge

BryanRating, 5 stars1 week ago
Nice place, had an issue with the ac but they had issues resolved quickly.
Superhost
Home in College Park
4.83 out of 5 average rating, 179 reviews

Spacious relaxing home by DC, CP, woods & lake

KarenRating, 5 stars1 week 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 favourite
Home in Deale
4.98 out of 5 average rating, 106 reviews

No Pet fee! Waterfront Oasis 40 mins to DC !

CarolRating, 5 stars5 days 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!
Superhost
Home in Salisbury
4.84 out of 5 average rating, 32 reviews

Comfy Belle House "Relax in the HotTub"

MicheleRating, 5 stars5 months ago
Quaint house in a beautiful established neighborhood. Lovely front porch and back deck to enjoy time outside. hot tub was great. Nice walk to lake and playground. Here for a baseball tournament and the house was perfect to come home to. Everything we needed, especially comfortable beds and cozy spaces to chill.
Guest favourite
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
Home in Fort Washington
4.82 out of 5 average rating, 105 reviews

Home away from home near MGM-3bed2bath

ArlenaRating, 5 stars2 weeks ago
Several adult family members and I were in town for a wedding. Though we don’t live this way any longer, we grew up about 10min away from this house so are very familiar with the neighborhood. The house itself is tucked back into a residential area, but is on a main secondary road so be prepared for a little bit of fun getting in and out. Place was clean, spacious, and the host was very responsive to the one small issue we had. Keeping this place on the short list for future hometown visits.
Top guest favourite
Home in Arlington
4.97 out of 5 average rating, 100 reviews

Entire family size house steps to ANC & metro walk

Mary EllenRating, 5 stars3 weeks 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 favourite
Home in Edgewater
4.98 out of 5 average rating, 53 reviews

Entire Beach House with Pool and Hot Tub

DianeRating, 5 stars4 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 favourite
Home in Shady Side
5 out of 5 average rating, 163 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

KathyRating, 5 stars5 days ago
We had a fantastic stay at Evan’s place. The cottage is beautiful and we really appreciated the lovely touches (fresh eggs, butter, dog biscuits). The property is beautiful and we enjoyed the calm waters of the bay and watching the ospreys. Highly recommend for a lovely and relaxing get away!
Top guest favourite
Home in Cambridge
4.95 out of 5 average rating, 231 reviews

Great Historic Cambridge Home With Parking!

AshleyRating, 5 stars3 weeks 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
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, 167 reviews

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

KatieRating, 5 stars4 weeks ago
Overall we had a great stay at this house. We were a party of 12 and loved all the bedrooms and bathrooms. The living spaces were also very nice. The close proximity to DC allowed us to get into the city easily and see and do most everything on our wish list. There is a bit of traffic noise as the house is located close to a freeway but when the doors and windows are closed it is tolerable. The neighborhood felt safe and it was nice to be able to park 2 cars in the driveway.
Guest favourite
Home in Pasadena
5 out of 5 average rating, 51 reviews

Waterfront CHeerful 2 with Private home

DavidRating, 5 stars1 week 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 Saint Michaels

  • Total rentals

    20 properties

  • Nightly prices starting at

    £136 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Maryland
  4. Talbot County
  5. Saint Michaels
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