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Eastern Shore Vacation Rentals

Name: Eastern Shore Vacation Rentals
Address: 719 Goldsborough Street, Easton, MD, 21601, US
Telephone: (410) 770-9093
Price range: $
Rating: 4.1

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United States
Easton, MD
Eastern Shore Vacation Rentals

Eastern Shore Vacation Rentals http://www.EasternShoreVacations.com Boutique vacation rental firm offering a chance to experience the Eastern Shore lifestyle.
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Cottages, homes and estates oriented to the Chesapeake Bay and it's tributaries. Homes sleep 4 to 26 people in areas such as St. Michaels, Oxford, Easton, Tilghman Island and Cambridge.

05/05/2025

Luxury awaits at the Beach House.

Beach House
Oxford, MD
4 Beds
4.5 Baths
8 Guests

https://easternshorevacations.com/vacation-rentals/m/properties/beach-house/

A stunning 4-bedroom, 4.5-bathroom vacation extravaganza in the vibrant Oxford neighborhood! This meticulously renovated home features a modern, open floor plan ideal for entertaining and relaxing after a day of exploring. Boasting a private beach, private pool, dock for fishing/crabbing and panoramic Choptank River views, you'll find endless opportunities for fun and relaxation.

Perfectly located within walking distance of top-rated waterfront restaurants, charming cafes, and marinas, and just a short drive to St. Michaels, Easton, and Tilghman Island, The Beach House is ideal for discovering the best of the Eastern Shore. Kayaking, sailing, biking, and exploring – the possibilities are endless! Secure the vacation you deserve – book The Beach House Today!

PROPERTY FEATURES:

Waterfront: Tred Avon River
Dock: Shared dock. Fishing Only. No electricity and no boats allowed to be tied up.
Pool: 7’ x 40’ built-in saltwater swimming pool. Guests swim in the pool at their own risk.
Grill: Propane grill. Propane is provided.
WiFi: Available for guest use.

BED SIZES:

Queen - 1 / Queen - 1 / Queen - 1 / Queen - 2 / Twin - 1 /

https://easternshorevacations.com/vacation-rentals/m/properties/beach-house/

04/04/2025

Loon Cottage
Royal Oak, MD
3 Beds
2 Baths
6 Guests

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

A Waterfront Oasis of Peace and Relaxation!

This 3-bedroom, 2-bathroom offers an open floor plan character-filled interior and includes a good-sized living room, dining room, and kitchen. A waterfront oasis of peace and relaxation along Irish Creek with lots of trees and 4,000ft of shoreline. Gather around the fire pit on cool evenings and experience the beautiful eastern shore sunsets.

Fishing, crabbing, boating, pickleball and tennis are all at your fingertips. Just a 10 minute drive to the town of St Michaels for local shopping, restaurants and entertainment. Book this vacation rental before everybody else does! Talbot County STR License ST-578-shi

PROPERTY FEATURES:

Waterfront: Irish Creek
Dock: 4,000ft of shoreline, 175ft private dock, and 6ft MWL. Guests are permitted to tie a boat to the dock.
Outdoor Fun: Pickleball and tennis court available for guest use..
Grill: Propane grill. Propane is provided.
Pet Friendly: 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:

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

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

04/01/2025

The Eagle’s Nest
Grasonville, MD
5 Beds
4 Baths
14 Guests

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

Soar above the everyday. Vacation like a legend.

This waterfront oasis in Queen Anne's County offers an escape that blends classic comfort with rockstar-level relaxation. Picture yourself gliding down the tree-lined drive to a sprawling 5-bedroom, 4-bathroom colonial, where a chef-inspired kitchen and spacious entertaining areas await.

Retreat to the oversized main suite, complete with a remodeled ensuite boasting heated floors, a soaking tub, and a two-person shower. Outside, a meticulously maintained backyard beckons with an outdoor dining patio, a crackling fire pit, and a private dock overlooking spectacular views.

This is more than a rental; it's a destination where unforgettable memories are made. Book your stay today.

PROPERTY FEATURES:

Waterfront: Little Greenwood Creek
Dock: 40’ “L” shaped private pier with 3ft MLW. Electricity and water available for guest use.
Pool: Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Heat is available for an additional fee. Please contact us if you want to add this option.
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 / Queen - 2 / Queen - 1 / Queen - 1 / Queen - 1 /

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

03/24/2025

Hawkeye Point
Saint Michaels, MD
3 Beds
2.5 Baths
6 Guests

https://easternshorevacations.com/vacation-rentals/m/properties/hawkeye-point/

Location , Location, Location

Escape to this stunning cedar Lindal home on the Eastern Shore, just a short drive from historic St. Michael's. Perfect for friends and family, this spacious 3-bedroom, 2.5-bathroom retreat boasts a top-to-bottom renovation with an open floor plan, chef inspired kitchen, loft, and expansive entertainment areas. Floor-to-ceiling windows frame breathtaking views of Broad Creek, creating a tranquil backdrop for cocktails and conversation in the screened patio, outdoor dining and poolside relaxation.

Enjoy the wrap-around porch, heated swimming pool, and a cozy propane fire pit under the stars. Don't miss this unique opportunity to unwind in luxury. Talbot County STR License STN 24-13

PROPERTY FEATURES:

Waterfront: Broad Creek
Dock: Private dock with 4ft MLW, water and electricity available for guest use.
Pool: 18 x 38 private pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Heat is available for an additional fee. Please contact us if you want to add this option.
Water Toys: 2 kayaks, 2 stand up paddleboards, pool toys and crabbing gear are available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.
Land Toys: Badminton or corn hole 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 / Double - 2 /

03/13/2025

Welcome to Red Barn Farm

https://easternshorevacations.com/vacation-rentals/m/properties/red-barn-farm

No expense spared! The impressive 6BR, 5.5BA St. Michaels waterfront getaway has recently been remodeled throughout with your comfort in mind. The open floor plan features a modern interior and provides large entertainment spaces. No expense was spared in this chef-inspired kitchen that comes equipped with dual ovens, wine fridge and island with butcher block countertop.

The home boasts a master suite on both the first and second floors, each with a luxury ensuite bathroom and waterfront view. The 10-acre property has a resort-like backyard complete with a shady pergola, picnic tables, built-in swimming pool, and rolling green lawn. The westward facing screened porch provides a great spot for enjoying a morning cup of coffee or an evening cocktail with the sunset.

Perfectly positioned close to downtown St. Michaels. Discover all the perks of this extraordinary property. A rare vacation opportunity for a large family. Early booking is recommended. Talbot County STR License STN-23-19

PROPERTY FEATURES:

Waterfront: Rolles Creek with 300ft of shoreline.
Dock: 75ft private dock. Water and electricity are available for guest use.
Water Toys: 1 Kayak, 1 Canoe 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: Private pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels.
Land Toys: 3 bicycles are available for guest use.
Grill: Propane grill. Propane is provided.

https://easternshorevacations.com/vacation-rentals/m/properties/red-barn-farm

03/11/2025

GET ONE NIGHT FREE

Clearview
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.
Firepit: 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.

03/10/2025

GET ONE NIGHT FREE

Heron's Roost
https://easternshorevacations.com/vacation-rentals/m/properties/herons-roost

Welcome to “Heron’s Roost,” an exceptional 3-bedroom, 2.5-bathroom haven nestled on 10 picturesque, wooded acres with 400 feet of waterfront on Grace Creek. This charming residence is designed for your comfort, featuring a thoughtfully laid-out floor plan that encompasses a charming living room, beautifully decorated bedrooms upstairs and down, and a seamless flow between the kitchen and dining areas. Talbot County STR License STN 24-9

PROPERTY FEATURES:

Waterfront: Grace Creek
Dock: Private dock and 2' MLW. Guests are permitted to tie a boat to the dock.
Water Toys: 2 kayaks and 2 canoes are available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.
Crabbing Gear: Crabbing gear is available for guest use.
Grill: Propane grill available for guest use.
WiFi: High speed broadband internet is available through Breezeline internet.

03/04/2025

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

GET ONE NIGHT FREE
Book 4 Nights or more and GET ONE NIGHT FREE *
Must book a 4-night stay or more at Bunker Hill Farm, Memory Lane, Neavitt Cottage, Ferry View or Crepe Myrtle
Must use promo code: SPRING4FOR3

Book 5 Nights or more and GET ONE NIGHT FREE *
Must book a 5-night stay or more at Mill Point, Oyster Haven or Down By The Docks
Must use promo code: SPRING5FOR4

Book 6 Nights or more and GET ONE NIGHT FREE *
Must book a 6-night stay or more at Heron's Roost, Swan Hollow or Chesapeake Pines
Must use promo code: SPRING6FOR5

Book 7 Nights or more and GET ONE NIGHT FREE *
Must book a 7-night stay or more at The Bird's Nest, Windward Cove, Bay Breeze, Clearview or Creek Cottage at Reed Creek Farm
Must use promo code: SPRING7FOR6

* To qualify for this LIMITED TIME offer:
Must book between 3.3.2025 - 4.30.2025
Must stay between 5.19.2025 - 9.9.2025
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 nightly rate of the stay.
All getaways will be subject to our standard cancellation policy.

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

02/27/2025

EAT, SWIM, RELAX, REPEAT

Book direct with Eastern Shore Vacation Rentals and save.
Visit us at easternshorevacations.com or call 410.770.9093.

Our hand-selected portfolio of Eastern Shore, MD, vacation rentals includes properties ranging from quaint historic cottages, waterfront vacation homes or estate luxury properties offering the very best of Eastern Shore living.

Our warm, friendly and knowledgeable staff adds an extra special personalized touch to your dream vacation and our effortless search and booking process ensures an unrivaled Chesapeake Bay vacation experience!

02/24/2025

Airbnb & Vrbo charge guests a service fee as high as 15%. Book direct with Eastern Shore Vacation Rentals and save.

Visit us at easternshorevacations.com or call 410.770.9093.

Our hand-selected portfolio of Eastern Shore, MD, vacation rentals includes properties ranging from quaint historic cottages, waterfront vacation homes or estate luxury properties offering the very best of Eastern Shore living. Our pet-friendly rentals cater to the whole family so there’s no need to leave your furry friends behind! Our warm, friendly and knowledgeable staff adds an extra special personalized touch to your dream vacation and our effortless search and booking process ensures an unrivaled Chesapeake Bay vacation experience!

Address

719 Goldsborough Street
Easton, MD
21601

Opening Hours

Monday	10am - 5pm
Tuesday	10am - 5pm
Wednesday	10am - 5pm
Thursday	10am - 5pm
Friday	10am - 5pm
Saturday	10am - 5pm
Sunday	10am - 5pm

Telephone

(410) 770-9093

Website

http://www.easternshorevacations.com/

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