TREMEZZO STAY - CHEASAPEAKE MANSION Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury rentals in St. Michaels, MD. We also own Tilghman Island Inn, a waterfront destination specializing in group retreats, weddings, and private events.
If you do not see availability for your dates or are looking for a more moderate price point please visit our other listings! Ranch at Royal Oak: https://www.vrbo.com/2697100?unitId=3267863 Punch Point: https://www.vrbo.com/3887202?dateless=true Spencer Creek Cabin: https://www.vrbo.com/1342430?unitId=1900766
Chesapeake Mansion is the premier Eastern Shore destination. Voted #1 mansion rental in the state of Maryland by “Trips to Discover”! Voted "Coolest ABNB in the state of Maryland" by Conde Nast Traveler (December 2021). Also was host to the Bravo TV Network’s Real Housewives of Potomac. The pool is open from mid-March to mid-October and to answer your question.. YES, it is heated :) This enormous 12,000 sqft. home sits on a private 30 acres just outside of St. Michaels. We spent 2 years updating this home with all of your rental needs in mind. This home sleeps the county maximum of 12 guests.
Please take a look at the virtual tour if you have a moment!
•August 2022- New playground surround installed •October 2021- 160’ pier installed with 5’ MLW •August 2021- New poly-wood mega playground installed •March 2021- Atlantic Broadband has officially been added along with an EXTENSIVE MESH WiFi network!!!
Cette maison de vacances vous donne rendez-vous à Sherwood, plus précisément en zone rurale, au bord de l'eau. Profitez de votre séjour pour expérimenter de nouvelles activités aux célèbres Knapp's Narrows Marina & Inn et Tilghman Island Marina. Vous préférez le calme et la beauté des grands espaces ? Mettez plutôt le cap sur les magnifiques sites de Back Creek Community Park et Goat Island. En voyage avec toute la tribu ? Envisagez de passer par les fantastiques Phillips Wharf Environmental Center et Musée maritime de la Baie de Chesapeake. Les points d'eau des environs sont le décor idéal pour vous adonner à de nouvelles activités telles que le jet-ski et le kayak tandis que les amoureux d'aventures en plein air pourront plutôt opter pour la randonnée et les promenades à cheval. Consultez notre guide de voyage sur Sherwood
Aéroport d'Easton - Newnam (ESN) - 39 min en voiture
Restaurants
Big Mack's Kitchen & Dock Bar
6 min en voiture
Gina’s @ The Bridge
6 min en voiture
Tickler's Crab Shack and Restaurant
7 min en voiture
Two if by Sea
7 min en voiture
Marker Five Waterfront Dining
6 min en voiture
Foire aux questions
L'hébergement Piscine chauffée - MANOIR CHESAPEAKE - 1 115 m²/30 acres/énorme aire de jeux Polywood dispose-t-il d'une piscine ?
Oui, cet hébergement vous propose une piscine extérieure. Parmi les différents bassins de l'hébergement, on trouve une piscine chauffée.
Les animaux domestiques sont-ils admis dans l'hébergement ?
Non, les animaux de compagnie ne sont pas admis au sein de l'hébergement.
À combien s’élèvent les frais de parking ?
Un parking est disponible sur place.
Quelle est l'heure d'arrivée à l'hébergement Piscine chauffée - MANOIR CHESAPEAKE - 1 115 m²/30 acres/énorme aire de jeux Polywood ?
Les arrivées sont prévues à partir de 16 h 00.
Quelle est l'heure de départ de l'hébergement Piscine chauffée - MANOIR CHESAPEAKE - 1 115 m²/30 acres/énorme aire de jeux Polywood ?
Le départ a lieu à 10 h 00.
Où se situe l'hébergement ?
Cette maison de vacances à l'atmosphère familiale à Sherwood se trouve au bord de l'eau, à 5 km de sites comme Knapp's Narrows Marina & Inn, Phillips Wharf Environmental Center et Back Creek Community Park. Goat Island et Kronsberg Park se trouvent également à moins de 5 km de distance.
Avis
Avis sur l’hébergement Piscine chauffée - MANOIR CHESAPEAKE - 1 115 m²/30 acres/énorme aire de jeux Polywood
10
Exceptionnel
Expedia Group vérifie tous les avis pour s’assurer que le client a bien réservé sur notre site. Pour encourager les clients à soumettre leur avis, nous envoyons un e-mail contenant un lien pour évaluer l’hôtel auquel nous joignons parfois une remise ou un bon de réduction Expedia Rewards à utiliser sur un prochain voyage. Nous publions tous les avis, qu’ils soient positifs ou négatifs, dans la mesure où ils respectent nos directives de contenu. Cette modération est automatisée. Tout refus est vérifié manuellement, et, si maintenu, l’auteur en est informé par e-mail motivé. Nous n’apportons aucune modification aux avis et ne contactons pas les auteurs. Nous retirons les avis après quatre ans, sauf pour les hébergements ayant peu d’avis.Plus d’informationsS’ouvre dans une nouvelle fenêtre
10
Propreté
9,8
Emplacement
Note des voyageurs de 10 (Excellent), d’après 42 avis sur 43.
10 – Excellent
42
Note des voyageurs de 8 (Bien), d’après 1 avis sur 43.
8 – Bien
1
Note des voyageurs de 6 (Satisfaisant), d’après 0 avis sur 43.
6 – Satisfaisant
0
Note des voyageurs de 4 (Médiocre), d’après 0 avis sur 43.
4 – Médiocre
0
Note des voyageurs de 2 (Horrible), d’après 0 avis sur 43.
2 – Horrible
0
Avis
Avis vérifié
10/10 Excellent
Adam H.
4 août 2024
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Reunion
Great stay
Séjour de 4 nuits en juillet 2024
Avis vérifié
10/10 Excellent
Christopher W.
23 mai 2026
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
The mansion is exactly as advertised - spacious, beautifully designed interior, very nicely appointed - and the overall property is stunning. The sunsets behind the island across the water from the house are gorgeous. And Marissa is great - she is kind and very responsive. 10/10 experience overall, highly recommend.
Séjour de 5 nuits en mai 2026
Avis vérifié
10/10 Excellent
Kevin R.
10 sept. 2023
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Family getaway
Perfect spot for families with little kids. Great host and beautiful home.
Séjour de 3 nuits en août 2023
Avis vérifié
10/10 Excellent
robert r.
14 nov. 2024
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Friends weekend
Perfect large space on a quiet and pretty area. Really great space.
Séjour de 4 nuits en novembre 2024
Avis vérifié
10/10 Excellent
Richard S.
27 avr. 2024
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Great long weekend
Host and property were great
Séjour de 4 nuits en avril 2024
Avis vérifié
10/10 Excellent
Ramin M.
22 sept. 2025
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
We had an incredible experience! The house, pool, yard, view, and overall setting are stunning. The hosts were fantastic. Strongly recommend and would go back in a heartbeat.
Séjour de 3 nuits en septembre 2025
Avis vérifié
10/10 Excellent
Daniel S.
11 juil. 2023
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Wonderful Family House
This is a wonderful property for bigger families. It has plenty to do for all ages.
Séjour de 7 nuits en juin 2023
Avis vérifié
10/10 Excellent
James S.
6 août 2025
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Sherwood Mansion
We went to Sherwood to celebrate a family event. The house was perfect - lots of room for everyone. Check-in was simple, house was in excellent condition and the owners made every effort to accommodate our needs (some extra equipment for little kids). We enjoyed the pool and the beautiful setting. Great stay!
Séjour de 9 nuits en juillet 2025
Avis vérifié
10/10 Excellent
Matt H.
17 août 2024
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Great Experience
House was spacious, clean, and exactly as described in the listings. We had a great time!
Séjour de 7 nuits en juillet 2024
Avis vérifié
10/10 Excellent
Susan P.
20 oct. 2025
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
What a spectacular home!! We all loved our stay and took advantage of the beautiful heated pool, dock, fire pit and playground. In the evening the pool table, ping pong and foosball were enjoyed by all. Stunning views, beautiful furnishings and comfortable bedding. Hopefully we will have occasion to visit again soon. Marissa is a fabulous host! Thank you!
Séjour de 3 nuits en octobre 2025
Avis vérifié
10/10 Excellent
Liz W.
1 août 2023
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
House is great, so is owner
House was great, as advertised. The owner was very responsive, which is a huge plus for a rental house.
Séjour de 5 nuits en juillet 2023
Avis vérifié
10/10 Excellent
Jen D.
8 janv. 2024
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Amazing Manson House
Amazing house in an amazing location with wonderful owners! Fun house for a weekend with friends. Highly recommend. Fully stocked kitchen and so many amenities.
Séjour de 3 nuits en décembre 2023
Avis vérifié
10/10 Excellent
Hillery Y.
28 janv. 2024
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Wonderful Waterfront Retreat
My friends and I had a spectacular time at this truly amazing property. The house is gorgeous and has every amenity you could possibly dream of wanting. Everything was clean, comfortable and the views were incredible. The hosts were responsive and everything was in perfect working order. Thank you for letting us stay in such wonderful accommodations!
Séjour de 3 nuits en janvier 2024
Avis vérifié
10/10 Excellent
Anne J.
2 mai 2023
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Perfect home for a family get-together
The property and home are beautiful and so comfortable! Our family had a wonderful gathering.
Marissa was very helpful and always available.
Thank you!
Séjour de 3 nuits en avril 2023
Avis vérifié
10/10 Excellent
kim d.
22 févr. 2023
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Amazing home fore a family reunion
11 family members, age range 8 moths to 88 years stayed in this beautiful home. Wonderful facilities for both adults and little ones. Marissa is a superb host. Very highly recommended.
Séjour de 5 nuits en février 2023
Avis vérifié
10/10 Excellent
Deanna R.
1 avr. 2024
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Beautiful extended Easter weekend
This property is just gorgeous inside and out! We were rained in a few days and did not have any trouble finding our fun! Lots of indoor activities and beautiful views! The kitchen is a fun family friendly atmosphere where all can hang out. Amazing time with our family in the prestigious home!
Séjour de 4 nuits en mars 2024
Avis vérifié
10/10 Excellent
Lynn B.
19 sept. 2022
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Beautiful!!!
The property is beautiful; the views beautiful!
Marissa was very responsive to any questions or requests. The pool and property are great. The house is stocked with basically anything you need - from pool towels, games, toys, and then the view!!
Séjour de 4 nuits en septembre 2022
Avis vérifié
10/10 Excellent
Dee Dee
29 juil. 2023
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Wonderful family vacation
Great place for two generations of family to gather. House and grounds were beautiful. All rooms very comfortable. Plenty of dishware and cooking equipment. Day trips to the ocean, Washington DC and Baltimore. St. Michaels, Easton and Tilghman Island were wonderful nearby spots. Host was very communicative and everything went perfectly smoothly.
Séjour de 7 nuits en juillet 2023
Avis vérifié
8/10 Bien
Joanne Y.
16 juin 2024
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Friends Tribal Bay Getaway
The Property Owners were both responsive and accommodating. The home is a lovely property and the venue is very nice with sweeping views of the Bay. There was plenty of space for our group of 10 to relax and congregate. Nice recreational areas with billiards, lovely pool and a fire pit as well as good beds, linens, dishes and appliances. The library of books was quite impressive as well.
Séjour de 4 nuits en juin 2024
Avis vérifié
10/10 Excellent
helen w.
9 juil. 2025
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Beautiful home and tons of space
This is a beautiful property, well appointed, but not too formal for families wanting to be in the pool or on the water all day. We were a party of 12 including six grandchildren. There was plenty to do for the adults and the grandchildren and plenty of space in the home to not feel like you were on top of each other. The sunsets were spectacular. Marissa is an extremely responsive host, and all our questions were answered in a timely fashion. Saint Michaels is very close by and an absolutely adorable town to visit or have dinner in. Highly recommend.
Séjour de 7 nuits en juin 2025
Avis vérifié
10/10 Excellent
Kimberly T.
25 juin 2026
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Absolute Perfection! The Best VRBO We Have Ever Stayed At.Don’t hesitate—just book it! Our family vacation at the Sherwood Mansion absolutely exceeded our expectations in every single way.Here are just a few reasons why this property is a 10/10:Better Than the Pictures: We were blown away when we walked inside. The entire property is stunning, and the pictures online simply don't do it justice. The kitchen, in particular, is much larger and more spacious than it appears in the photos—perfect for cooking for a large group.Peaceful, Serene, & Private: If you are looking for a true escape, this is it. The property offered an incredible amount of privacy, allowing our family to completely relax and unwind in peace.Fun for All Ages: There was never a dull moment. The pool was a massive hit for everyone, and we loved fishing right off the private boat dock. The playground and the kids' room were also way better than expected and kept the little ones joyfully busy.Epic Adult Amenities: Inside, the bar and karaoke setup were a huge hit and made for unforgettable family nights.Impeccably Clean: The mansion was spotless from top to bottom, which immediately made us feel comfortable and at home.Outstanding Hospitality: We had a family member traveling with a broken foot, which could have been a major challenge. However, the host, Marissa, went above and beyond by making the elevator available. Her thoughtfulness made our stay incredibly smooth and stress-free.
Séjour de 6 nuits en juin 2026
Avis vérifié
10/10 Excellent
Matt K.
30 mars 2025
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Relaxing waterfront family reunion
The Chesapeake Mansion was even better than it looks on the VRBO listing. Huge house but still managed to feel warm and inviting, never cold or stand-offish. We cooked big dinners for our group of 12 and the kitchen was perfect for that. Billiards room was fun, amazing bar room, also an exercise room. Walking out on the dock was always a treat. With 12 people, folks could always find a place to chill out when they wanted, but we also had big rooms where we could all get together for chatting and games.Would definitely come back here again! Also, the owner was very prompt at always getting back in touch when we had a couple questions.
Séjour de 7 nuits en mars 2025
Avis vérifié
10/10 Excellent
Brian H.
18 avr. 2023
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Exceeded Expectations!
This property is even nicer in person than the pictures show online. Every guest was simply impressed with the size, cleanliness, and interior design of the property. The house came with everything you need to have fun playing lawn games (e.g., cornhole and croquet) make world class dinners, and keep the children occupied with a fully stocked game room and playground in the backyard.
We had a ton of questions for the host and Melissa was super quick to reply with all the information we needed.
We utilize VRBO quite often, and this was, by far, the nicest property we've stayed at. Even at the price point offered, it exceeded our expectations. We look forward to booking again in the future.
Séjour de 3 nuits en avril 2023
Avis vérifié
10/10 Excellent
Robert G.
9 avr. 2023
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Great place to reconnect with family!
I recently stayed at the Chesapeake Mansion with my extended family for a week-long reunion. The property was accurately represented in the listing and provided an amazing experience for everyone in our group. The house was well-maintained, spacious, and had plenty of amenities to keep everyone entertained. The location was beautiful, with stunning sunsets in the evenings.
One of the best things about our stay was communication with the owners. They were very responsive to any questions we had and made sure our stay was enjoyable. We appreciated their prompt communication and willingness to accommodate our needs.
Overall, the Chesapeake Mansion was an incredible place to reconnect with family and create lasting memories. I would highly recommend this property to anyone looking for a large house to spend quality time with their loved ones.
Séjour de 7 nuits en avril 2023
Avis vérifié
10/10 Excellent
Rachel B.
23 août 2023
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Idyllic and serene getaway with amazing views
This is a beautiful and well-maintained house with an incredible view, amazing pool, and great amenities for kids including one of the best private playgrounds I've ever seen and a lovely playroom stocked with toys. Our group had 5 kids ranging from 6 months to 5 years old, and we were very comfortable. Marisa was extremely communicative and helpful. It's a 15 min drive to St. Michael's but the property is extremely private and secluded so it's a great getaway from the city. The only thing that would have made our stay better is improved water pressure (it's fine if one person is using the shower at a time, but otherwise it gets quite low) -- but this wasn't a huge deal. Highly recommend.