ESVR Vacation Rentals

ESVR Vacation Rentals Specializing in unique vacation properties in the charming towns of the Eastern Shore of the Chesapeake Bay.

Offering a boutique selection of cottages, waterfront homes and estates.

3 Nights for the price of 2To qualify for this LIMITED TIME offer:Must book a 3-night stay or more at The WeekenderMust ...
08/19/2025

3 Nights for the price of 2
To qualify for this LIMITED TIME offer:
Must book a 3-night stay or more at The Weekender
Must use promo code: FALL3FOR2
Must book between 8.5.2025 - 10.15.2025
Must stay between 9.1.2025 - 1.5.2026
Lowest night FREE
Offer cannot be applied to reservations made prior to this promotion.
Offer cannot be combined with any other promotions.
Discount will be applied only to the lowest nightly rate of the stay.
All getaways will be subject to our standard cancellation policy.

4 Nights for the price of 3
To qualify for this LIMITED TIME offer:
Must book a 4-night stay or more at Chesapeake Pines, Clearview, Mill Point, Neavitt Cottage, The Bird’s Nest, The Weekender or Windward Cove
Must use promo code: FALL4FOR3
Must book between 8.5.2025 - 10.15.2025
Must stay between 9.1.2025 - 1.5.2026
Lowest night FREE
Offer cannot be applied to reservations made prior to this promotion.
Offer cannot be combined with any other promotions.
Discount will be applied only to the lowest nightly rate of the stay.
All getaways will be subject to our standard cancellation policy.

5 Nights for the price of 4
To qualify for this LIMITED TIME offer:
Must book a 5-night stay or more at Clearview, Down By The Docks, Mill Point, Neavitt Cottage or The Eagle's Nest
Must use promo code: FALL5FOR4
Must book between 8.5.2025 - 10.15.2025
Must stay between 9.1.2025 - 1.5.2026
Lowest night FREE
Offer cannot be applied to reservations made prior to this promotion.
Offer cannot be combined with any other promotions.
Discount will be applied only to the lowest nightly rate of the stay.
All getaways will be subject to our standard cancellation policy.

https://easternshorevacations.com/vacation-rentals/m/custom-groups/promotions/

Get 4 Nights for the price of 3 NightsVIEW ALL PROMOTIONAL RENTALS: https://easternshorevacations.com/vacation-rentals/m...
08/06/2025

Get 4 Nights for the price of 3 Nights

VIEW ALL PROMOTIONAL RENTALS:
https://easternshorevacations.com/vacation-rentals/m/custom-groups/promotions

To qualify for this LIMITED TIME offer:

Must book a 4-night stay or more at Chesapeake Pines, Clearview, Mill Point, Neavitt Cottage, The Bird’s Nest, The Weekender or Windward Cove
Must use promo code: FALL4FOR3
Must book between 8.5.2025 - 10.15.2025
Must stay between 9.1.2025 - 1.5.2026
Lowest night FREE
Offer cannot be applied to reservations made prior to this promotion.
Offer cannot be combined with any other promotions.
Discount will be applied only to the lowest nightly rate of the stay.
All getaways will be subject to our standard cancellation policy.

VIEW ALL PROMOTIONAL RENTALS:
https://easternshorevacations.com/vacation-rentals/m/custom-groups/promotions

Neavitt CottageNeavitt, MD4 Beds2 Baths8 Guestshttps://easternshorevacations.com/vacation-rentals/m/properties/neavitt-c...
07/31/2025

Neavitt Cottage
Neavitt, MD
4 Beds
2 Baths
8 Guests

https://easternshorevacations.com/vacation-rentals/m/properties/neavitt-cottage/

Don’t Miss Out! Only 10 days are still available in August.

Shorely, this is a true outdoor paradise!

Originally a waterman's cottage, Neavitt Cottage has been tastefully updated (super fast wifi!) while maintaining its original charm and character. Located along Balls Creek, which branches off the Choptank River, Neavitt Cottage's location in the quaint village of Neavitt provides a peaceful and quiet country setting, yet is just minutes away from all that St. Michael's has to offer.

Enjoy crabbing, fishing, kayaking, boating, and sunset views off the new dock or have land based fun playing co****le in the expansive backyard. The large screened in back porch is the perfect place to relax or enjoy your summer crab feast and has unobstructed views of the water.

The sandy beach offers an easy kayak launch and kids will love to explore the shoreline. Bald eagles, herons, osprey, and all sorts of waterfowl make the creek their home and you can get up close and personal on a quiet kayak ride, 2 dual person kayaks are included for your use, so please bring your lifejackets!

The house is also fully stocked with board games, puzzles, and books for those quiet summer days. This is the perfect spot to make lasting memories with your family and friends while enjoying the Eastern Shore lifestyle!

Neavitt Cottage offers an open floor plan featuring 2 first floor bedrooms and open kitchen, dining, and living areas. Two additional bedrooms and a full bathroom are upstairs. Talbot County STR License ST-643-DER

PROPERTY FEATURES:

Waterfront: Balls Creek
Dock: Private dock with 3.5' MLW, fish cleaning table, multiple water and 120V electrical hookups, and the use of 2 dual person kayaks
Pet Friendly: This is a pet friendly rental.

BED SIZES:

King - 1 / Queen - 1 / Queen - 1 / Single Bed - Twin Sized - 2 /

Don’t Miss Out! Only 10 days are still available in August.

https://easternshorevacations.com/vacation-rentals/m/properties/neavitt-cottage/

Blue Heron's VillaEaston, MD5 Beds4 Baths10 Guestshttps://easternshorevacations.com/vacation-rentals/m/properties/blue-h...
07/28/2025

Blue Heron's Villa
Easton, MD
5 Beds
4 Baths
10 Guests

https://easternshorevacations.com/vacation-rentals/m/properties/blue-herons-villa/

Don’t Miss Out! August 9th - 30th still available.

Welcome to your dream retreat, nestled in a serene cove that feels like a page from a fairytale.
This enchanting waterfront vacation home spans over 3.6 acres and boasts a private dock along 233 feet of pristine water frontage on the tranquil Edge Creek, complete with a rip-rapped shoreline for added beauty and protection. The elegant 5-bedroom, 4-bath rental is designed to maximize breathtaking water views, allowing you to savor the picturesque scenery from nearly every room.

Step inside to discover a meticulously maintained interior featuring an open-concept kitchen and dining area that flows seamlessly into the inviting waterside formal living room, adorned with a cozy wood-burning fireplace. Bright and airy, the sunroom is framed by expansive Palladian and bay windows, offering panoramic views that change with the seasons. For added convenience, a separate in-law or au pair suite awaits, complete with its own full-sized kitchen for privacy and comfort. The primary suite is a true sanctuary, featuring a private balcony where you can unwind, as well as a luxurious bath equipped with double sinks, a corner jetted tub, and a separate shower. Outside, the property continues to impress with a covered back porch, a charming balcony, and an in-ground pool, all surrounded by stunning landscaping that enhances the natural beauty of this idyllic setting. Talbot County STR License #24-14

PROPERTY FEATURES:

Waterfront: Edge Creek
Pool: Private Pool. Swimming pools are open from May 22 - October 15. Be sure to bring your own pool towels.
Dock: Available for guest use. Water and electricity are included.
Grill: Propane grill. Propane is provided.

BED SIZES:

King - 1 / King - 1 / King - 1 / Queen - 1 / Queen - 1 /

Don’t Miss Out! August 9th - 30th still available.

https://easternshorevacations.com/vacation-rentals/m/properties/blue-herons-villa/

Check out what The Evinger Family caught today while enjoying their Eastern Shore Vacation Rental. We are very impressed...
07/25/2025

Check out what The Evinger Family caught today while enjoying their Eastern Shore Vacation Rental. We are very impressed and know they will be worth the effort. Bon appetit!

https://easternshorevacations.com/

Dragonfly CoveBozman, MD2 Beds2 Baths4 Guestshttps://easternshorevacations.com/vacation-rentals/m/properties/dragonfly-c...
07/22/2025

Dragonfly Cove
Bozman, MD
2 Beds
2 Baths
4 Guests

https://easternshorevacations.com/vacation-rentals/m/properties/dragonfly-cove/

Don’t Miss Out! August 17th - 30th still available.

Brand New Pool, Hot Tub and Dock

This 2-bedroom, 2-bathroom waterfront getaway features a character-filled interior and open floor plan. A foodie's dream, this well-equipped recently updated kitchen is space efficient. Retreat to the sunroom for an evening cocktail and conversation as you watch the most remarkable sunsets the eastern shore has to offer.

Out back, you'll find the ultimate rural retreat, equipped with 2 outdoor decks, private pool, hot tub and dock. The perfect location for outdoor fun. Your search for the finest vacation living is over. Nestled in a sought-after Talbot County neighborhood. Don't miss out on relaxing at this fabulous home. Book your getaway today. Talbot County STR License STN-23-38

PROPERTY FEATURES:

Waterfront: Harris Creek. 375 feet of shoreline.
Dock: Brand new dock available for guest use.
Water Toys: 3 kayaks and 1 paddleboard are available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.
Pool: Brand new pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels.
Hot Tub: Brand new hot tub available for guest use.
Grill: Propane grill. Propane is provided.
WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

BED SIZES:

King - 1 / Single Bed - Twin Sized - 2

Don’t Miss Out! August 17th - 30th still available.

https://easternshorevacations.com/vacation-rentals/m/properties/dragonfly-cove/

Captain's CoveSaint Michaels, MD5 Beds4.5 Baths10 Guestshttps://easternshorevacations.com/vacation-rentals/m/properties/...
07/17/2025

Captain's Cove
Saint Michaels, MD
5 Beds
4.5 Baths
10 Guests

https://easternshorevacations.com/vacation-rentals/m/properties/captains-cove/

Fantastic Family Compound Just 1/2 Mile to Historic District!

Located just on the outskirts of St. Michaels, this fantastic family vacation compound provides everything you need for a true Eastern Shore getaway. The lovingly restored farmhouse has a brand new gourmet kitchen, five bedrooms, a cozy den, and a screened porch with a gas fireplace to warm you on those breezy summers or early fall mornings. There is plenty of room for everyone to spread out, play games, or enjoy coffee and plan the day while overlooking the formal garden.

The grounds are lush with mature landscaping, plenty of privacy, centuries-old shade trees, and room to roam for the little ones. Enjoy the new gazebo: a perfect backdrop to capture some treasured family photos! The newly restored barn supplies endless opportunities for your kids or kids-at-heart with game tables, air hockey, and foosball. Work off the crab cakes and ice cream with the Vectra gym and rowing equipment! The pool is flanked by a pool house complete with a changing area and two full baths for showering, in addition to a kitchenette for your snacks and favorite beverages. The hot tub and pickle ball court are open year round for your enjoyment as well. Talbot County STR License ST-102-WEI

PROPERTY FEATURES:

Waterfront: Long Haul Creek
Dock: 100ft L-shaped dock with 6ft MLW, water and 30 amp electricity available for guest use.
Pickleball Court: Available for guest use.
Water Toys: 1 tandem kayak, 2 medium-sized kayaks (175lbs or less) and 1 stand up paddleboard are available for guest use.
Pool: Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels.
Hot Tub: Open year round and available for guest use.
Grill: Propane grill. Propane is provided.
Barn: The ground floor of the barn is not available for guest use between October and April.
Pet Policy: Pets are not permitted.

ClearviewTilghman, MD3 Beds3 Baths6 GuestsUse promo code CLEARVIEW10 to save 10% off the nightly rate of your next stay ...
07/16/2025

Clearview
Tilghman, MD
3 Beds
3 Baths
6 Guests

Use promo code CLEARVIEW10 to save 10% off the nightly rate of your next stay between 7/15/2025 and 9/30/2025. Cannot be combined with other offers.

https://easternshorevacations.com/vacation-rentals/m/properties/clearview/

Big Amenities: Pool Hot Tub Amazing Views!

Clearview is the answer to your getaway needs. With a swimming pool, hot tub, and views that go on and on, you can stake your claim to this spot and relax throughout your stay! Those who want to venture out can mingle with the Tilghman Island locals, watch the fresh catch come in straight from the Bay, or enjoy a sunset cruise from nearby Dockside Express. Gourmet dinners at one of the local restaurants or a day trip into St. Michaels will have the foodie leaving more than satisfied. Learn about watermen and the health of the Chesapeake by visiting nearby Phillips Wharf Environmental Center. Talbot County STR License STRN-22-1

PROPERTY FEATURES:

Waterfront: Chesapeake Bay
Dock: 60ft with 2.5ft MLW and electricity.
Water Toys: 1 single and 1 tandem kayak are available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.
Pool: Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels.
Hot Tub: Seasonal and available for guest use from May through November.
Fireplaces: Wood-burning. Firewood is not provided.
Grill: This property has a propane grill. Propane is provided
Pet Policy: This is a pet friendly rental..
WiFi:Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

BED SIZES:

King - 1 / Double Bed - 1 / Single Bed - Twin Sized - 1 / Single Bed - Twin Sized - 2 /

Use promo code CLEARVIEW10 to save 10% off the nightly rate of your next stay between 7/15/2025 and 9/30/2025. Cannot be combined with other offers.

https://easternshorevacations.com/vacation-rentals/m/properties/clearview/

The WeekenderBozman, MD2 Beds2.5 Baths4 Guestshttps://easternshorevacations.com/vacation-rentals/m/properties/the-weeken...
07/14/2025

The Weekender
Bozman, MD
2 Beds
2.5 Baths
4 Guests

https://easternshorevacations.com/vacation-rentals/m/properties/the-weekender/

TGIF … Escape to happiness, laughter, and unforgettable moments at The Weekender!

This bright and airy 2-bedroom, 2.5-bath vacation farmhouse minutes from Downtown St. Michaels is your haven for comfort and relaxation. The open-concept layout boasts a character-rich interior, perfect for entertaining in the spacious living area featuring a beautifully maintained, fully equipped kitchen. Step outside to a tranquil hardscape patio, overlooking manicured gardens and a sprawling backyard – ideal for morning coffees or evening cocktails.

Nestled in a peaceful eastern shore neighborhood, you're just a 5-minute drive from waterfront restaurants with breathtaking sunsets, charming ice cream parlors, cozy coffee shops, bustling marinas, unique shops, and scenic parks. Indulge in outdoor adventures like walking, biking, kayaking, and sailing, all just moments away. The Weekender offers everything you need for the perfect vacation getaway. Don't miss your chance to experience this fabulous rental – book your escape today! Talbot County STR License STN 25-12.

PROPERTY FEATURES:

Land Toys: Miscellaneous yard games, 1 kid bike and 1 adult bike are available for guest use.
Grill: Propane grill. Propane is provided.
WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

BED SIZES:

King - 1 / Queen - 1 /

https://easternshorevacations.com/vacation-rentals/m/properties/the-weekender/

Wade A Minute ChesterChester, MD5 Beds3.5 Baths12 Guestshttps://easternshorevacations.com/vacation-rentals/m/properties/...
07/11/2025

Wade A Minute Chester
Chester, MD
5 Beds
3.5 Baths
12 Guests

https://easternshorevacations.com/vacation-rentals/m/properties/wade-a-minute-chester/

Relax on the back porch where you can cook your favorites on the grill or enjoy the hot tub. As the sun rises and sets, savor your morning coffee or evening cocktail and revel in the breathtaking water views of Cox Creek. Bring your fishing poles to fish right off the dock. Kids of all ages will enjoy the large yard and game room with ping pong, foosball, and large smart tv. With two master suites, this home is perfect for multi-generation trips or multi-family getaways.

Whether you’re visiting for a weekend getaway or an extended vacation, this home serves as a great excuse to explore all the eastern shore has to offer.

Just minutes from the cross island trail, blue heron golf course, mowbray park, and some of the best restaurants, shopping, cafes, bars, wineries, nightlife, and mom-and-pop shops. All the perks of Queen Anne's County living are an easy drive away.

Don’t miss out on this rare vacation opportunity in a family-friendly neighborhood. Book your stay today and experience a perfect getaway on Kent Island!

PROPERTY FEATURES:

Waterfront: Cox Creek.
Dock: Private dock available for guest use.
Hot Tub: Hot tub is available for guest use.
Grill: Propane grill. Propane is provided.
Wifi: Free for guest use..

BED SIZES::

King - 1 / Queen / Full - 1 / Full - 1 / Bunk Bed - Single over Single - 2 /

https://easternshorevacations.com/vacation-rentals/m/properties/wade-a-minute-chester/

Saved By The BayKent Island, MD3 Beds2 Full Baths7 Guestshttps://easternshorevacations.com/vacation-rentals/m/properties...
07/09/2025

Saved By The Bay
Kent Island, MD
3 Beds
2 Full Baths
7 Guests

https://easternshorevacations.com/vacation-rentals/m/properties/saved-by-the-bay/

Relax and unwind. Located on the Chesapeake Bay, this charming vacation rental features 3 bedrooms, 2 bathrooms, and a renovated kitchen that boasts exquisite high-end granite countertops, a gas range, and stainless steel appliances..

An extra full bath, strategically placed, offers easy access from the pool and outdoor areas. The open floor plan in the living areas, providing a cozy spot to enjoy the mesmerizing views of Kent Island's waterways and seasonal bird migrations. Watch the sunrise over the bay. Dine indoors or al fresco, the choice is yours.

Reap the benefits of neighborhood living in this sought-after part of Queen Anne's County. Just a 3 - 5 minute drive to the Cross Island Trail, Blue Heron Golf Course and Driving Range, and the Mowbray Park tennis and pickleball courts and 10 - 15 minutes from some of the best restaurants, shopping, cafes, bars, wineries, nightlife, and mom-and-pop shops. All the perks of Queen Anne's County living are an easy drive away. Book your getaway today!

PROPERTY FEATURES:

Waterfront: Chesapeake Bay
Dock: Private dock with 130 ft of shoreline, 4.6 ft MLW with electric at dock but no water. Guests are not permitted to tie a boat to the dock.
Water Toys: 4 Kayaks, and crabbing gear available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.
Pool: Private pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels.
Land Toys: Corn hole is available for guest use.
Grill: Charcoal grill. Charcoal is provided.
WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

BED SIZES:

King - 1 / King - 1 / Queen - 1 / Bunk Bed - Single over Single - 1 / Single Bed - Twin Sized - 1 /

https://easternshorevacations.com/vacation-rentals/m/properties/saved-by-the-bay/

Jewel of the Tred AvonRoyal Oak, MD5 Beds5.5 Full Baths10 Guestshttps://easternshorevacations.com/vacation-rentals/m/pro...
06/30/2025

Jewel of the Tred Avon
Royal Oak, MD
5 Beds
5.5 Full Baths
10 Guests

https://easternshorevacations.com/vacation-rentals/m/properties/jewel-of-the-tred-avon/

Only a 15 Minute Drive to Downtown St. Michaels and Easton!

This 7,700 sq ft magnificently renovated nantucket style coastal home offers 5 BR, 5 and a half baths and is situated on 9 acres of landscaped grounds along the Tred Avon River with views to Oxford.

The ideal open-design floor plan concept features a sprawling interior with a formal dining room, expansive great room, pool table with bar, first-floor and second floor master bedrooms, flow-through living area and a home gym. No expense was spared in the chef-inspired kitchen that has been beautifully updated and boasts Viking appliances, granite countertops, an oversized kitchen island and a kitchen table that seats 10. All bedrooms offer picture perfect water views and were designed for relaxation. 4 out of the 5 bedrooms also offer a private master bathroom.

Enjoy the indoor/outdoor lifestyle while vacationing at this wonderfully secluded property which includes a private pond for morning strolls while sipping on your morning coffee, an expansive outdoor entertaining area, climate-controlled screened in porch, private pier, 350 ft of shoreline and a 50 x 25 x 9 ft heated waterside pool. Ideally positioned in a desirable Talbot County neighborhood. Take advantage of the best waterfront living around!

This premier property will book fast, so be sure to secure your paradise vacation today. Talbot County STR License STRN-23-7

BED SIZES:

King - 1 / Bunk Bed - Pyramid | Single over Double - 1 / King - 1 / Single Bed - Twin Sized - 2 / Queen - 1 / King - 1 /

https://easternshorevacations.com/vacation-rentals/m/properties/jewel-of-the-tred-avon/

Address

719 Goldsborough Street
Easton, MD
21601

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