Great Oak Landing Holiday Rentals, Chestertown: Private House Rentals

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Our top choices for Great Oak Landing hotels

A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

A spacious room with a large window, a seating area with a sofa and armchairs, a small table with a plant, and a display of various items including a mannequin and shelves with products.

A large brick building with a symmetrical facade, multiple chimneys, and a central entrance.

A campfire in a stone fire pit by a lakeside at sunset.

1. The Lodge at Great Oak Landing

Chestertown

Sandra

Rp1.932.552

Rp2.209.488 total

includes taxes & fees

11 Oct - 12 Oct

A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

A rectangular swimming pool with a tiled edge, surrounded by lounge chairs and a concrete deck.

2. Comfort Inn & Suites Chestertown

Chestertown

Amy

Rp1.823.908

Rp2.024.537 total

includes taxes & fees

1 Nov - 2 Nov

A modern restaurant with high tables and chairs, a bar area, and a television screen displaying a news program.

A modern lobby with a bar area, seating arrangements, and a television screen.

A hotel with a modern facade, a covered entrance, and a red car parked outside.

A hotel room with two beds, a bathroom, and a seating area.

3. SpringHill Suites Baltimore White Marsh/Middle River

Middle River

Evelyn

Rp1.916.447

Rp2.213.496 total

includes taxes & fees

15 Oct - 16 Oct

A modern hotel lobby with a long dining table, several chairs, and a bar area.

A hotel room with a bed, a chair, a bathtub, a framed picture, and a nightstand with a lamp.

A hotel reception area with a wooden reception desk, a coffee station, and framed pictures on the wall.

A hotel room with a kitchenette, a large mirror, a window with curtains, a desk, and a chair.

4. Hampton Inn & Suites Edgewood/Aberdeen-South

Edgewood

Lyn

Rp1.532.140

Rp1.715.996 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a sofa, two beds, a painting, and a lamp.

A hotel sign with a red background and white lettering, a parking lot, and a building with a brick facade.

A living room with a fireplace, a television, and a stone accent wall.

A multi-story brick building with a covered entrance and a parking lot.

5. Red Roof Inn & Suites Chestertown

Chestertown

Linda

Rp1.288.207

Rp1.429.910 total

includes taxes & fees

8 Oct - 9 Oct

A modern breakfast area with labeled dispensers for yogurt, eggs, and milk, a coffee machine, and a chalkboard menu.

A reception area with two reception desks, a blue geometric wall design, and a wooden panel accent.

A large indoor swimming pool with clear pool rules and a capacity sign, surrounded by windows and a tiled floor.

A snack and beverage vending area with a sign for the Express Shop.

6. Holiday Inn Express White Marsh by IHG

Nottingham

Kevin

Rp1.760.668

Rp2.033.572 total

includes taxes & fees

1 Nov - 2 Nov

A lobby with a reception desk, seating area, and a fireplace.

A hotel room with a seating area featuring green and purple chairs, a small white table, and a lamp. A framed artwork is on the wall, and there is a window with curtains.

A kitchenette with a microwave, refrigerator, and shelves stocked with snacks and beverages.

A hotel room with a large bed, a wooden headboard, a desk with a chair, and a patterned carpet.

7. Fairfield Inn & Suites by Marriott White Marsh

Nottingham

Angel

Rp1.817.261

Rp2.098.937 total

includes taxes & fees

11 Oct - 12 Oct

An indoor swimming pool with clear water, a changing room, and exercise equipment.

An outdoor patio area with wicker furniture and a small table, surrounded by brick buildings and a well-maintained garden.

A living room with a fireplace, a television mounted above it, and a coffee table with decorative items.

A spacious lobby with a fireplace, comfortable seating, and large windows.

8. Hilton Garden Inn Baltimore/White Marsh

Nottingham

Stewart

Rp1.746.097

Rp2.016.742 total

includes taxes & fees

14 Oct - 15 Oct

A spacious living area with a staircase, a fireplace, a sofa, and a dining area.

A dual-monitor workstation with two chairs, a desktop computer, and framed artwork on the wall.

A Country Inn & Suites hotel with a brick facade, multiple windows, and a sign indicating the entrance.

A hotel room with two beds, a desk with a television, a chair, and a window with curtains.

9. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

Bel Air

Vanessa

Rp1.600.771

Rp1.792.863 total

includes taxes & fees

1 Nov - 2 Nov

A boat deck with a white bench and a view of a calm lake and distant trees.

A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

A sunflower field with a white barn and a large house in the background.

A modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.

10. Inn at Huntingfield Creek

Rock Hall

Christine

Rp2.879.411

Rp3.196.151 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with seating, a fire pit, and string lights.

A modern lounge area with a green sofa, red ottomans, a wooden bench, and a wooden table.

A swimming pool with a tiled deck, red chairs, and a view of the outdoors.

A multi-story hotel with a modern design, featuring a covered entrance and a parking area.

11. Home2 Suites by Hilton Baltimore/White Marsh

Nottingham

Rhande

Rp1.826.783

Rp2.109.935 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a covered porch, a staircase, and a garden area.

A bedroom with a bed, a ceiling fan, a door, a chair, and a wall with three framed pictures.

A row of stationary bicycles with green frames and white seats, parked outdoors.

A dining room with a long wooden table set for six, surrounded by chairs. There are framed pictures on the walls, a window with a view of trees, and a sofa in the background.

12. Haven Point Inn and Gallery

Rock Hall

Mary

Rp2.391.533

Rp2.654.602 total

includes taxes & fees

6 Oct - 7 Oct

A hotel room with a bed, a desk with a chair, a sofa, and a coffee table. There is a TV on the desk and a window with curtains.

A hotel with a prominent sign, multiple parking spaces, and a covered entrance.

A hotel lobby with a reception desk, seating area, and a large screen.

A spacious lobby with a television, multiple seating options, a coffee station, and a large pillar.

13. La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

Edgewood

Jenri

Rp1.390.568

Rp1.557.436 total

includes taxes & fees

2 Nov - 3 Nov

A hotel lobby with multiple seating areas, a coffee station, and a kitchen in the background.

A vending machine with snacks and a drink dispenser.

A lobby with a beige carpet, a reception desk, and two beige armchairs.

A hotel room with a sofa, a bed, a desk, and a lamp.

14. Quality Inn & Suites Bel Air I-95 Exit 77A

Edgewood

Cherrie Mae

Rp1.148.926

Rp1.286.905 total

includes taxes & fees

14 Oct - 15 Oct

A modern restaurant with high ceilings, pendant lighting, and a mix of seating options including tables and booths.

A modern hotel with a stone facade, a clear entrance canopy, and a prominent Hilton Inn sign.

A modern building with a stone facade, large windows, and outdoor seating area with chairs.

A hotel reception area with a wooden reception desk, a minibar, and a wall with a textured pattern.

15. Hilton Garden Inn Bel Air

Bel Air

Jaccilynne

Rp1.893.616

Rp2.120.850 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a nightstand with a lamp, and a wooden headboard.

A home gym with an elliptical, a treadmill, and a stationary bike.

A coffee station with two coffee machines, a coffee press, and various coffee accessories on a wooden counter.

16. Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

Edgewood

Dalton

Rp1.491.178

Rp1.670.120 total

includes taxes & fees

2 Nov - 3 Nov

A Hampton Inn with a 'Welcome' sign under a covered entrance, surrounded by greenery.

A patio area with a fire pit, outdoor seating, and umbrellas providing shade.

A hotel room with a desk, chair, television, and a painting on the wall.

A hotel dining area with a long wooden table, multiple chairs, and a buffet counter.

17. Hampton Inn Baltimore/White Marsh

Nottingham

Olusola Sanusi

Rp1.819.462

Rp2.101.478 total

includes taxes & fees

14 Oct - 15 Oct

A spacious lobby with a high ceiling, a stone fireplace, and a seating area with orange sofas and chairs.

An outdoor patio with a round table, chairs, a stone fireplace, and a grill.

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

A hotel room with a kitchenette, a dining area with a table and chairs, a bed, and a nightstand with a lamp.

18. Residence Inn by Marriott Baltimore White Marsh

Nottingham

Mary

Rp2.114.176

Rp2.441.873 total

includes taxes & fees

11 Oct - 12 Oct

A hotel room with a kitchenette, a desk, a chair, a sofa, and a bathroom visible through an open door.

A hotel room with a kitchenette, a sofa, a coffee table, and a patterned rug.

A gym with treadmills, dumbbells, and exercise equipment.

A buffet setup with multiple self-service food dispensers.

19. Holiday Inn Belcamp - Aberdeen Area by IHG

Belcamp

Jenny

Rp1.491.178

Rp1.670.120 total

includes taxes & fees

2 Nov - 3 Nov

A modern lobby with a curved sofa, red armchairs, a fireplace, and a dining area with green chairs.

An outdoor patio with round tables and chairs, a barbecue grill, and umbrellas providing shade.

A hotel room with a dining area, a TV, a dresser, and a tray table.

A hotel dining area with a buffet setup, multiple dining tables, chairs, and a ceiling fan.

20. Homewood Suites by Hilton Bel Air

Bel Air

Jennifer

Rp1.817.261

Rp2.035.331 total

includes taxes & fees

1 Nov - 2 Nov

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Top Great Oak Landing Hotel Reviews

Comfort Inn & Suites Aberdeen near APG

8/10 Good

"Hotel was clean. Easy off 95 for stopping the night"

SpringHill Suites Baltimore White Marsh/Middle River

10/10 Excellent

"Very friendly staff, clean rooms, nice amenities.I would definitely recommend staying at this hotel."

Hampton Inn Baltimore Bayview Campus

10/10 Excellent

"The rooms seem newly refreshed and have lots of convenient lights and outlets. A very pleasant stay. I could hear just a little noise from adjacent room but luckily folks were considerate."

The Lodge at Great Oak Landing

10/10 Excellent

"This is a wonderful facility for a couple or family. The restaurant is just "ok"."

Holiday Inn Express White Marsh by IHG

8/10 Good

"This Holiday Inn is not too far from my location and I take care of my guests there. It is a value for the money and includes parking and breakfast. I would recommend."

More cheap stays in Great Oak Landing

Quality Inn & Suites Bel Air I-95 Exit 77A

2112a Emmorton Park Road Edgewood MD

Rp1.148.926

Rp1.286.905 total

14 Oct - 15 Oct

includes taxes & fees

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

Rp1.288.207

Rp1.429.910 total

8 Oct - 9 Oct

includes taxes & fees

Hampton Inn & Suites Edgewood/Aberdeen-South

2110 Emmorton Park Rd Edgewood MD

Rp1.532.140

Rp1.715.996 total

2 Nov - 3 Nov

includes taxes & fees

Hampton Inn Baltimore/White Marsh

8225 Town Center Drive Baltimore MD

Rp1.819.462

Rp2.101.478 total

14 Oct - 15 Oct

includes taxes & fees

SpringHill Suites Baltimore White Marsh/Middle River

6110 Greenleigh Avenue Middle River MD

Rp1.916.447

Rp2.213.496 total

15 Oct - 16 Oct

includes taxes & fees

9/10 Wonderful! (943 reviews)

Best Western Plus Hotel & Conference Center

5625 O'Donnell Street Baltimore MD

Rp1.998.538

Rp2.348.282 total

8 Oct - 9 Oct

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Great Oak Landing?

The Lodge at Great Oak Landing is one of the top choices for your stay based on our traveller data. This lodge offers a golf course and 2 restaurants. Other good choices for your visit to the area are La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh and Best Western Plus Hotel & Conference Center. See all available top hotels, or vacation rentals in Great Oak Landing.

If I need to cancel my hotel reservation in Great Oak Landing, will I receive a refund?

Yes! You'll find that most hotel reservations are fully refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Great Oak Landing.

What's the best LGBTQ-friendly place to stay in Great Oak Landing?

The Lodge at Great Oak Landing is a top LGBTQ-friendly lodge, and features a golf course and free WiFi. See all available hotels listed as LGBTQ-friendly in Great Oak Landing.

How is it to stay in Great Oak Landing?

Visitors can enjoy all that Great Oak Landing has to offer, including its restaurants. Tourists to the city can also enjoy its welcoming locals. There are 351 hotels and other accommodation options in the surrounding area. Find out more about Great Oak Landing.

What is there to see in Great Oak Landing?

The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay exemplify the area's natural beauty. You'll also find Historical Society of Kent County Maryland and Chestertown Historic District in the area. Take a look at what more there is to see and do in Expedia's Great Oak Landing guide.

What's the weather like in Great Oak Landing?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Great Oak Landing is 1223 mm.

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Find hotels in Great Oak Landing, MD from Rp1.261.348

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Great Oak Landing

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Great Oak Landing hotels

1. The Lodge at Great Oak Landing

2. Comfort Inn & Suites Chestertown

3. SpringHill Suites Baltimore White Marsh/Middle River

4. Hampton Inn & Suites Edgewood/Aberdeen-South

5. Red Roof Inn & Suites Chestertown

6. Holiday Inn Express White Marsh by IHG

7. Fairfield Inn & Suites by Marriott White Marsh

8. Hilton Garden Inn Baltimore/White Marsh

9. Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD

10. Inn at Huntingfield Creek

11. Home2 Suites by Hilton Baltimore/White Marsh

12. Haven Point Inn and Gallery

13. La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

14. Quality Inn & Suites Bel Air I-95 Exit 77A

15. Hilton Garden Inn Bel Air

16. Holiday Inn Express Edgewood-Aberdeen-Bel Air by IHG

17. Hampton Inn Baltimore/White Marsh

18. Residence Inn by Marriott Baltimore White Marsh

19. Holiday Inn Belcamp - Aberdeen Area by IHG

20. Homewood Suites by Hilton Bel Air

Top Great Oak Landing Hotel Reviews

Comfort Inn & Suites Aberdeen near APG

SpringHill Suites Baltimore White Marsh/Middle River

Hampton Inn Baltimore Bayview Campus

The Lodge at Great Oak Landing

Holiday Inn Express White Marsh by IHG

More cheap stays in Great Oak Landing

Quality Inn & Suites Bel Air I-95 Exit 77A

Red Roof Inn & Suites Chestertown

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn Baltimore/White Marsh

SpringHill Suites Baltimore White Marsh/Middle River

Best Western Plus Hotel & Conference Center

Frequently asked questions

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