# Wander Kent Retreat https://www.wander.com/property/wander-kent-retreat > Experience the refined tranquility of the riverside community in Chestertown. A short drive leads to the vibrant town center, where you can explore the preserved architecture of Chestertown Maryland, browse the Chestertown Farmers Market, or stroll along the water at Wilmer Park and Chestertown Marina LLC. Discover local flavors with a visit to Lockbriar Farms for fresh ice cream or stock up on gourmet essentials at ACME Markets ## Property Overview - **Sleeps**: 8 guests - **Bedrooms**: 4 - **Bathrooms**: 4 - **Square Footage**: 1,000 sq ft ## Pricing & Availability - **Nightly Rate**: $1100 - $1550 (before taxes and fees) - **Next Available**: July 15, 2026 - **Available Days**: 90 days in the next 90 days - **Daily Pricing (Next 90 Days)**: - Jul 14, 2026: $1525 (Available) - Jul 15, 2026: $1525 (Available) - Jul 16, 2026: $1525 (Available) - Jul 17, 2026: $1525 (Available) - Jul 18, 2026: $1525 (Available) - Jul 19, 2026: $1525 (Available) - Jul 20, 2026: $1525 (Available) - Jul 21, 2026: $1525 (Available) - Jul 22, 2026: $1525 (Available) - Jul 23, 2026: $1525 (Available) - Jul 24, 2026: $1525 (Available) - Jul 25, 2026: $1525 (Available) - Jul 26, 2026: $1525 (Available) - Jul 27, 2026: $1525 (Available) - Jul 28, 2026: $1525 (Available) - Jul 29, 2026: $1525 (Available) - Jul 30, 2026: $1525 (Available) - Jul 31, 2026: $1525 (Available) - Aug 1, 2026: $1525 (Available) - Aug 2, 2026: $1525 (Available) - Aug 3, 2026: $1525 (Available) - Aug 4, 2026: $1525 (Available) - Aug 5, 2026: $1525 (Available) - Aug 6, 2026: $1525 (Available) - Aug 7, 2026: $1525 (Available) - Aug 8, 2026: $1525 (Available) - Aug 9, 2026: $1525 (Available) - Aug 10, 2026: $1525 (Available) - Aug 11, 2026: $1525 (Available) - Aug 12, 2026: $1525 (Available) - Aug 13, 2026: $1525 (Available) - Aug 14, 2026: $1525 (Available) - Aug 15, 2026: $1525 (Available) - Aug 16, 2026: $1525 (Available) - Aug 17, 2026: $1525 (Available) - Aug 18, 2026: $1525 (Available) - Aug 19, 2026: $1525 (Available) - Aug 20, 2026: $1525 (Available) - Aug 21, 2026: $1525 (Available) - Aug 22, 2026: $1525 (Available) - Aug 23, 2026: $1525 (Available) - Aug 24, 2026: $1525 (Available) - Aug 25, 2026: $1525 (Available) - Aug 26, 2026: $1525 (Available) - Aug 27, 2026: $1525 (Available) - Aug 28, 2026: $1525 (Available) - Aug 29, 2026: $1525 (Available) - Aug 30, 2026: $1525 (Available) - Aug 31, 2026: $1525 (Available) - Sep 1, 2026: $1525 (Available) - Sep 2, 2026: $1525 (Available) - Sep 3, 2026: $1525 (Available) - Sep 4, 2026: $1525 (Available) - Sep 5, 2026: $1525 (Available) - Sep 6, 2026: $1525 (Available) - Sep 7, 2026: $1525 (Available) - Sep 8, 2026: $1525 (Available) - Sep 9, 2026: $1525 (Available) - Sep 10, 2026: $1525 (Available) - Sep 11, 2026: $1550 (Available) - Sep 12, 2026: $1550 (Available) - Sep 13, 2026: $1550 (Available) - Sep 14, 2026: $1550 (Available) - Sep 15, 2026: $1100 (Available) - Sep 16, 2026: $1100 (Available) - Sep 17, 2026: $1100 (Available) - Sep 18, 2026: $1100 (Available) - Sep 19, 2026: $1100 (Available) - Sep 20, 2026: $1100 (Available) - Sep 21, 2026: $1100 (Available) - Sep 22, 2026: $1100 (Available) - Sep 23, 2026: $1100 (Available) - Sep 24, 2026: $1100 (Available) - Sep 25, 2026: $1100 (Available) - Sep 26, 2026: $1100 (Available) - Sep 27, 2026: $1100 (Available) - Sep 28, 2026: $1100 (Available) - Sep 29, 2026: $1100 (Available) - Sep 30, 2026: $1100 (Available) - Oct 1, 2026: $1100 (Available) - Oct 2, 2026: $1100 (Available) - Oct 3, 2026: $1100 (Available) - Oct 4, 2026: $1100 (Available) - Oct 5, 2026: $1100 (Available) - Oct 6, 2026: $1100 (Available) - Oct 7, 2026: $1100 (Available) - Oct 8, 2026: $1100 (Available) - Oct 9, 2026: $1100 (Available) - Oct 10, 2026: $1100 (Available) - Oct 11, 2026: $1100 (Available) - Oct 12, 2026: $1100 (Available) ## Location - **Address**: Chestertown, MD, United States of America - **Coordinates**: 39.2510654, -76.0012184 - **Timezone**: America/New_York - **Local Area**: Experience the refined tranquility of the riverside community in Chestertown. A short drive leads to the vibrant town center, where you can explore the preserved architecture of Chestertown Maryland, browse the Chestertown Farmers Market, or stroll along the water at Wilmer Park and Chestertown Marina LLC. Discover local flavors with a visit to Lockbriar Farms for fresh ice cream or stock up on gourmet essentials at ACME Markets ## Amenities ## Dining Recommendations - **Modern Stone Age | Kitchen, Food Lab & Sanctuary (B&B)**: Discover Modern Stone Age Kitchen, a Chestertown gem where Dr. Bill Schindler's ancient food techniques transform sourdough breads, wood-fired pizzas, and nose-to-tail dishes into nutrient-packed delights using local ingredients. This family-run sanctuary blends scratch-made meals with a vibrant community hub for wholesome, flavorful eating.[1][2][3] - **Play It Again Sam**: Play It Again Sam's is a vibrant Las Vegas bar and restaurant blending hearty pub cuisine with lively entertainment and dancing girls. Dive into the fun, social vibe where great food meets non-stop energy.[1][2] - **Luisa's Cucina Italiana**: Luisa's Cucina Italiana is a chef-owned Italian restaurant featuring authentic wood-fired pizzas and locally-sourced cuisine in a casual, rustic-modern setting. With its granite cocktail bar and commitment to fresh farm ingredients, it's the most popular dining destination in Chestertown. - **Phat Daddy's**: Phat Daddy's is a faith-driven BBQ restaurant serving slow-smoked meats, fresh seafood, and Southern comfort food in a cozy, welcoming atmosphere where all tip donations support local youth and community programs. - **The Kitchen at the Imperial**: The Kitchen at the Imperial offers award-winning casual fine dining helmed by Chef Steve Quigg, who sources fresh local ingredients through a farm-to-table philosophy and crafts everything in-house from scratch. Set in an upscale yet relaxed atmosphere, the restaurant features inventive seasonal dishes like braised beef cheeks, pan-seared rockfish, and house-made pastas in a historic building that has served as a gathering place for over a century. - **Watershed Alley**: Nestled in Chestertown's Watershed Alley offers refined, hyper-local Eastern Shore cuisine like seared jumbo scallops, braised lamb shank, and seasonal rockfish, crafted in an open kitchen with a welcoming vibe. Elevate your night with clean, elegant flavors from nearby farms. - **It’s Masala Time | Restaurant & Bar**: Discover authentic Indian flavors at It’s Masala Time, where fresh curries, fragrant biryanis, and tandoori specialties shine in a warm, inviting atmosphere. With vegetarian, vegan, and gluten-free options, it's the perfect spot for bold tastes and shared meals.[1][2][3] ## Activities & Attractions - **Chestertown historic waterfront**: Stroll Chestertown's historic waterfront, where colonial charm meets the serene Chester River, evoking tales of tea parties and tall ships like the replica Sultana. History buffs and leisurely explorers will love its walkable paths, scenic views, and timeless Eastern Shore vibe. - **Chestertown RiverArts**: Chestertown RiverArts offers dynamic exhibitions, engaging artist talks, and live performances celebrating local creativity—perfect for art enthusiasts, families, and anyone seeking unique cultural experiences in Maryland's Eastern Shore community. - **Lawrence Wetlands Preserve**: The Lawrence Wetlands Preserve is an 8.5-acre urban nature center where visitors of all ages can explore diverse ecosystems—from marshes and swamps to forests and meadows—while catching pond life, monitoring water quality, and learning how local landscapes impact the Chesapeake Bay. It's perfect for students, families, and nature enthusiasts seeking hands-on outdoor education and adventure. ## Additional Information - **Shipping to**:

Shipping Items to the House
Can I ship some gear to the house before my stay? Absolutely! However, please note that deliveries are at your own discretion; Wander will not be held liable for lost, stolen, or tampered items or packages.

IMPORTANT: Please ensure that delivery will fall during your stay dates in order to prevent disturbing the guests at the house before and after your trip. Should your package arrive on a day that doesn’t fall during your trip, a $50 fee will be charged for our runner's fee.


Need Something at the Home?
If there is anything you want in your Wander Home that you can’t find, simply let Concierge know so they can help out (no need to buy anything). You may contact them through the app or by texting +1-737-377-3205.

- **Occupancy notice**:

This home follows a strict maximum occupancy rule. Please make sure that the total number of guests accompanying you (including both children and adults) doesn't exceed the indicated maximum occupancy above to avoid cancellation of your stay and additional fees.

- **No smoking**:

Smoking is not permitted anywhere on the property.

## Guest Services - **24/7 Concierge**: Available through the Wander app - **Housekeeping**: Professional cleaning service - **Maintenance**: On-call support for any issues - **Local Recommendations**: Dining, activities, and experiences ## Property Details - **Property ID**: 640632477303442751 - **Hero Image**: https://assets.wander.com/640632547767748314/1200.webp --- *Last modified: 2026-07-14*