Welcome To Paradise! Experience Waterfront luxury at this renovated retreat in a very quiet Chestertown neighborhood. The home features an open layout, spacious living room with sweeping bay views. Enjoy the private guest house, heated pool, private beach and spacious deck for some of the most beautiful sunsets you`ve ever seen. Just minutes from historic downtown, experience comfort with coastal charm—perfect for relaxing, entertaining, or exploring the Eastern Shore.
Some days you simply won`t want to leave the house! Enjoy the sparkling pool with lounge chairs. The expansive waterfront porch is the perfect spot for a morning coffee or enjoying the best sunset views on the East Coast. The back patio also includes an outdoor dining area, hot tub, sauna, and the spacious guest house deck. Fire up the grill or black stone for a crab feast, or simply relax as sailboats drift by.
With a quiet neighborhood and some of the most incredible views, this is an ideal spot for a couples’ retreat, family vacation, or friends’ getaway.
BRING YOUR BOAT! We are right up the road from Tolchester Marina. They rent slips for an average of $100 per night.
The Property Layout Consists Of The Main Home and a Guest House Next To The Pool
THE INTERIOR SPACE:
Lightning-fast Wi-Fi Laundry area with washer + dryer (detergent provided) Multiple sitting areas with plush furniture Single-level main home plus separate guest house
KITCHEN + DINING AREA (Main Home):
- Fully-equipped kitchen with cooking + baking essentials (no food) - Large dining table for 6 - Kitchen island with seating - Stove + oven - Refrigerator + freezer - Microwave - Dishwasher (detergent provided) - Coffee maker + mugs - Kitchen knife block set - Dishes, silverware, glasses
LIVING ROOM:
- Smart TV - Comfortable sofa and armchairs - Throw pillows + blankets
THE SLEEPING ARRANGEMENTS – Main Home + Guest House:
- Bedroom 1 (Master): King bed with an expansive Bathroom - Bedroom 2: King Bed + Smart TV - Bedroom 3: King Bed
- Guest House (Bedroom 4) Sleeps 4: Open living/sleeping area with pull down Queen bed and pull out sofa, kitchen, full bath, and balcony with water views
BATHROOMS – 3.5: - Bathroom 1: Full bath with walk-in shower, double vanity (In the Master) - Bathroom 2: Full bath with tub/shower combo (In Between Bedrooms Two and Three) - Bathroom 3: Full bath with shower (GUEST HOUSE) - Half bath: Powder room off main living area
THE OUTDOOR SPACE:
- Private pool with lounge chairs - Spacious deck with dining table - Gas grill - Blackstone griddle - Expansive lawn with water frontage - Parking for multiple vehicles in the driveway - Garage / Arcade Room - Changing room for pool use - Storage for water toys - Outdoor chairs
LOCAL FAVORITES:
- Historic Downtown Chestertown – 10 minutes - Washington College – 10 minutes - Eastern Neck National Wildlife Refuge – 20 minutes - Rock Hall (waterfront dining & marinas) – 25 minutes - Baltimore – ~1.5 hours - Washington, DC – ~1.5 hours
The house, pool, are exclusively yours, without interruption during your stay, so relax, unwind, and make yourself at home.
A Few Additional Notes:
1. Please respect the neighborhood quiet hours from 10PM - 8AM
2. Pool Heat: This property is equipped with pool heat. Heat is turned on from May 1st - May 30th, and again September 1st - 15th and is included with your stay at no extra costs. The temp is set to 80 degrees (or around there). Pool heat does not mean the pool water will be hot it just makes it a comfortable temp to swim in.
3. The pool is closed for the Winter between September 15th - May 1st so please be sure to plan your vacation accordingly
4. Upon booking, each guest will receive a guest rental agreement. This must be signed before the House Manual (which includes access instructions for the property) is sent.
5. Pet Policy: This property is NOT pet friendly. Please note, if we find evidence of an unauthorized pet in the home, we will ask for it to be removed immediately and guests will be charged a $400 non-refundable fine. This is also grounds for immediate removal of the guests from the home.
Cette maison de vacances vous donne rendez-vous à Chestertown, plus précisément au bord de l'eau. Tombez sous le charme de la beauté naturelle des environs au détour des emblématiques Baie de Chesapeake et Réserve naturelle nationale d'Eastern Neck, ou accordez-vous un après-midi de détente aux célèbres Salle de concert The Mainstay et Larrabee Arts Center. Les agréables Garfield Center for the Arts at the Prince Theater et Schooner Sultana méritent aussi une visite. Consultez notre guide de voyage sur Chestertown
Aéroport de Baltimore Martin State (MTN) - 125 min en voiture
Restaurants
Harbor Shack
15 min en voiture
Ford's Seafood
13 min en voiture
Waterman's Crab House
14 min en voiture
Admiral’s Club Beachside Bar
16 min en voiture
Blue Heron Oyster House
15 min en voiture
Foire aux questions
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 Retraite en bord de mer - Avec sauna et jacuzzi ! ?
Les arrivées sont prévues à partir de 16 h 00.
Quelle est l'heure de départ de l'hébergement Retraite en bord de mer - Avec sauna et jacuzzi ! ?
Le départ a lieu à 10 h 00.
Où se situe l'hébergement ?
Envie d'un séjour riche en découvertes ? cette maison de vacances qui profite d'une belle situation au bord de l'eau se trouve à deux pas des sites suivants : Baie de Chesapeake et Chesapeake Bay (nord). Salle de concert The Mainstay et Port de Rock Hall sont également à 15 km de distance.
Avis
Avis sur l’hébergement Retraite en bord de mer - Avec sauna et jacuzzi !
10
Exceptionnel
Tous les avis affichés ont été émis à l’issue de vraies expériences de voyage. Seuls les voyageurs qui ont réservé un séjour chez nous peuvent en soumettre. Nous vérifions les avis conformément à nos directives et nous les publions tous, qu’ils soient positifs ou négatifs.Plus d’informationsS’ouvre dans une nouvelle fenêtre
10
Propreté
10
Emplacement
Note des voyageurs de 10 (Excellent), d’après 3 avis sur 3.
10 – Excellent
3
Note des voyageurs de 8 (Bien), d’après 0 avis sur 3.
8 – Bien
0
Note des voyageurs de 6 (Satisfaisant), d’après 0 avis sur 3.
6 – Satisfaisant
0
Note des voyageurs de 4 (Médiocre), d’après 0 avis sur 3.
4 – Médiocre
0
Note des voyageurs de 2 (Horrible), d’après 0 avis sur 3.
2 – Horrible
0
Avis
Avis vérifié
10/10 Excellent
Elizabeth L.
26 août 2026
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
Thank you for the stay
Séjour de 3 nuits en août 2026
Avis vérifié
10/10 Excellent
Vicki S.
28 avr. 2026
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
The property is amazing! Perfect for a family gathering or group of friends. We enjoyed the sauna and hot tub and the game room! The views are incredible and the lounge chairs and sand down by the water were a treat. We also loved the fire table on the porch. The house has everything you need for a very comfortable stay. We will definitely share this rare find with others!
Séjour de 3 nuits en avril 2026
Avis vérifié
10/10 Excellent
Merrilyn W.
19 janv. 2026
Les points forts : Propreté, arrivée, communication, emplacement et exactitude de l’annonce
My family spent Christmas at the Waterfront Retreat and will always remember the week! There was plenty of room as well as entertainment options. The kitchen is very easy to cook in with a very large island to work, visit and/or eat on. The surrounding windows gave views to the bay to see sunsets, waterfowl and ships as they passed by. The game room was a big hit with the children and the hot tub and sauna saw lots of use. We enjoyed our stay!