Woolford Holiday Homes from €225: Search Top House Rentals

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Our top choices for Woolford holiday homes

A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

1. Waterfront Getaway with Dock

Woolford

Meagan G.

includes taxes & fees

19 Oct - 20 Oct

A spacious living room with a large TV, blue sofa, and a ceiling fan.

2. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford

Joyce F.

A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

3. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge

Mary Beth S.

includes taxes & fees

17 Nov - 18 Nov

A bedroom with a bed, dresser, and a door.

4. More, than just a place to sleep - welcome home!

Cambridge

includes taxes & fees

19 Oct - 20 Oct

A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

5. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge

Jill C.

includes taxes & fees

19 Oct - 20 Oct

A wooden interior with a dining area, sofas, and a table.

6. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Cambridge

Anonymous traveller

includes taxes & fees

19 Oct - 20 Oct

A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

7. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

includes taxes & fees

26 Oct - 27 Oct

8. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Chesapeak beach

Bryan P.

A house with a large lawn and a dock extending into a calm lake.

9. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Fishing Creek

Thomas S.

includes taxes & fees

14 Nov - 15 Nov

A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

10. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Lusby

Nicholas L.

includes taxes & fees

17 Nov - 18 Nov

A pathway lined with trees and lights leading to a wooden building with a visible window.

11. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lusby

Anonymous traveller

includes taxes & fees

19 Oct - 20 Oct

A spacious cabin interior with a wooden ceiling, a kitchen area, a living room with a sofa and a dining table, and a large window providing natural light.

12. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

Tanya S.

includes taxes & fees

19 Oct - 20 Oct

13. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Fishing Creek

Robin E.

includes taxes & fees

19 Oct - 20 Oct

A spacious living room with a large sofa, a television, and a view of the ocean.

14. 4-BR Waterfront Turret Home

Solomons

Thomas S.

includes taxes & fees

19 Oct - 20 Oct

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Top Woolford Hotel Reviews

Hyatt Regency Chesapeake Bay

8/10 Good

"Nice place, dinner staff was super slow but overall nice stay"

Comfort Inn & Suites Lexington Park near Pax River

10/10 Excellent

"Breakfast was great with hot options like eggs,sausage and make your own waffles along with cereal, toast, etc. The room was very clean. The only criticism is that the heating/air conditioning unit in the room was loud. I don't know if it was just my room but I turned it off due to the noise when sleeping."

Sandaway Suites & Beach

10/10 Excellent

"This little B&B was a complete surprise. My high school friend and I were on the Eastern Shore for our 50th high school reunion and were looking for somewhere to stay. We ended up choosing Sandaway, quite honestly, b/c it was all that was available at the time. We had no expectations. What a stunning surprise to find one of the finest accommodations I've ever stayed in, regardless of price! There was not a single thing that a traveler may require that was not thought of - from hooks in the bath, plenty of towels, brochures in the room about local attractions, two luggage racks, extra blankets and pillows. There was a carafe of hot coffee and a basket of breakfast items left quietly on the room's attached porch in the morning. There was a sweet little "goodie" bag in the room when we arrived with waters, snacks and a warm welcome note. We were informed that room around the corner from ours that had various breakfast/snack items available in the morning that we were free to help ourselves to. The host Ben was extremely helpful and kind, and had a ready solution to any questions or issue. There was a Keurig machine in our room that we couldn't get to work. When we reached out to him, he not only brought us a new machine, he also brought us two carafes of freshly brewed coffee. The room was charming & immaculate (even the tv remote was protected with a bag), with a stunning view of the Bay. I cannot recommend Sandaway highly enough. I will def be returning with my husband!"

The Wildset

10/10 Excellent

"Loved my stay at Wildset. Place is very clean, cozy & comfortable. Staff very friendly. Convenience to everything in town. Only 2 issues I had was how long it took shower water to get hot. And it wasn’t super hot. Not sure if it was cause I was in main building. Other was a knocking noise which seemed to happen primarily while restaurant was open. Not sure if it was from the dishwasher or some other equipment. I’m a light sleeper too so some people may be able to sleep thru it. Would def stay here again!!"

St Michaels Inn

8/10 Good

"We have stayed here quite a few times oner the last 15 or so years. The owners seem to always do work to make it better since the property is not a newer motel. The exterior shows the efforts. The interior is the main concern. The typical cleaning is fine in the high traffic areas, but fine detailing and dusting is non-existent and it's been this way for years. You can usually write you name in the dust on lamps and other items. Normally I would ding this level a cleaning two stars, but the room rates, especially off season, keeps the 4-star rating. Breakfast is in a large room and well stocked. Depending on the vacancy rate, there can be hot eggs and sausage. Otherwise, a fairly hefty continental breakfast. I do have to give a plug for the coffee and that also keeps a for star rating. Their coffee in the breakfast room is excellent compared to most hotels/motels where it is notoriously bad, which I never understood. For java drinkers, it means the difference between starting you day off in a positive or negative way. Never understood why hotels provide bad coffee. It leaves a bad taste in your mouth (pun intended)."

Hilton Garden Inn Solomons

8/10 Good

"The room was clean and away from the elevators with no issues for the specific room. The only reason this is not a 5 star review is that there is no accommodation for customers / guests that need a nightstand on both sides of the bed. In our situation both customers have a CPAP machine. The reservation was for 2 guests and the room was a queen bed and upon arrival we had to decide who was going to sleep without their CPAP machine because the room has no bedside table or electrical outlets on the outer edge of the bed. Regardless of the medical need when will Hotels learn that both sides of the bed need a place to hold their CPAP or book or tea."

Find out more about Woolford

Woolford Holiday Homes information

Number of reviews	207
Accommodation	280 Holiday Homes
Lowest Price	€225
Highest Price	€1,051

Room 1

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Treat yourself

Be picky

Check prices for these dates

Our top choices for Woolford holiday homes

1. Waterfront Getaway with Dock

2. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

3. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

4. More, than just a place to sleep - welcome home!

5. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

6. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

7. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

8. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

9. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

10. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

11. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

12. Lakefront Cabin Near Solomons Island w/ Hot Tub

13. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

14. 4-BR Waterfront Turret Home

Find holiday rentals that suit your style

Top Woolford Hotel Reviews

Hyatt Regency Chesapeake Bay

The Tilghman Island Inn

Holiday Inn Express Cambridge by IHG

Comfort Inn & Suites Lexington Park near Pax River

Sandaway Suites & Beach

The Wildset

St Michaels Inn

Hampton Inn Easton

Hilton Garden Inn Solomons

Find out more about Woolford

Woolford Holiday Homes information

Holiday Homes in Woolford

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Woolford holiday homes

1. Waterfront Getaway with Dock

2. The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

3. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

4. More, than just a place to sleep - welcome home!

5. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

6. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

7. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

8. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

9. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

10. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

11. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

12. Lakefront Cabin Near Solomons Island w/ Hot Tub

13. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

14. 4-BR Waterfront Turret Home

Find holiday rentals that suit your style

Top Woolford Hotel Reviews

Hyatt Regency Chesapeake Bay

Find out more about Woolford

Woolford Holiday Homes information

5. WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8