Title: Woolford Vacation Rentals : Short-Term Rentals for 2026 | Expedia.ca

[Woolford Travel Guide](https://expedia.ca/Woolford.dx553248635975865928)[Hotels in Woolford](https://expedia.ca/Woolford-Hotels.d553248635975865928.Travel-Guide-Hotels)[Woolford Car Rentals](https://expedia.ca/Car-Rentals-In-Woolford.d553248635975865928.Car-Rental-Guide)[Woolford Vacation Packages](https://expedia.ca/Woolford.d553248635975865928.Destination-Travel-Guides)

![Birds - Cattle Egret, Blackwater National Wildlife Refuge, Virginia](https://images.trvl-media.com/place/553248635975865928/dbd6d7b0-c9d1-4118-b96f-516a26296cfd.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975865928&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Woolford vacation rentals

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/6d192d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/2f8e6449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/ed18b7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/ec6f417f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

[](https://www.expedia.ca/Lusby-Hotels-Hot-Tub-Beach-Access-Lakefront-Getaway-In-Lusby.h120836005.Hotel-Information)

Lusby

CA $331

CA $965 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Lusby-Hotels-Hot-Tub-Beach-Access-Lakefront-Getaway-In-Lusby.h120836005.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23&regionId=553248635975865928&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Woolford%2C+Maryland%2C+United+States+of+America&regionId=553248635975865928&latLong=38.502621%2C-76.183276&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Woolford%2C+Maryland%2C+United+States+of+America&regionId=553248635975865928&latLong=38.502621%2C-76.183276&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=CONDO)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Woolford%2C+Maryland%2C+United+States+of+America&regionId=553248635975865928&latLong=38.502621%2C-76.183276&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Woolford%2C+Maryland%2C+United+States+of+America&regionId=553248635975865928&latLong=38.502621%2C-76.183276&adults=2&startDate=2026-07-07&d1=2026-07-07&endDate=2026-07-10&d2=2026-07-10&lodging=COTTAGE)

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## Top Woolford Hotel Reviews

![The Tidewater Inn](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/1969a1ee_y.jpg)

### The Tidewater Inn

10/10 Excellent

"Enjoyable stay great location!"

[](https://expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information)

![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg)

### Hyatt Regency Chesapeake Bay

10/10 Excellent

"Had a great time will be back soon"

[](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information)

![Days Inn & Suites by Wyndham Cambridge](https://images.trvl-media.com/lodging/1000000/920000/912600/912574/4c4274c5_y.jpg)

### Days Inn & Suites by Wyndham Cambridge

6/10 Okay

"The inn was in a great location. The price for the off season seemed ok. The man checking us in did a great job. There is a pool, but we were there in the spring. I saw a laundry area for the guests to use. Our room was a bit run down and we saw dirt in the corners of the bathroom and the ceiling looked like it leaked at one time. "

[](https://expedia.ca/Cambridge-Hotels-Days-Inn-Suites-By-Wyndham-Cambridge.h912574.Hotel-Information)

![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd_y.jpg)

### Inn at Perry Cabin

8/10 Good

"Disappointing. The hotel is lovely but the staff are in training mode and don’t get things quite right. They didn’t tell us there was an Easter brunch so we missed breakfast on Sunday as they had booked out the dining room and everything in town was already full. The food was nice but relatively expensive. When it rains there is nowhere to sit that is not the room or the pub. The pool despite being advertised was not yet open for the season which was of the main reasons we chose the hotel. "

[](https://expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information)

![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg)

### St Michaels Inn

10/10 Excellent

"The lady that checked us in was so sweet and helpful."

[](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information)

![Quality Inn Solomons - Beacon Marina](https://images.trvl-media.com/lodging/1000000/30000/22800/22769/823f1304_y.jpg)

### Quality Inn Solomons - Beacon Marina

2/10 Terrible

"We actually didn’t stay as the building was OK but the vehicles in the parking lot were very sketchy and some of the people in the parking made us very uncomfortable. "

[](https://expedia.ca/Solomons-Hotels-Quality-Inn-Solomons-Beacon-Marina.h22769.Hotel-Information)

![The Wildset](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/391fbabf_y.jpg)

### The Wildset

10/10 Excellent

"Cute place "

[](https://expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information)

![Knapps Narrows Marina & Inn](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/e01c273a_y.jpg)

### Knapps Narrows Marina & Inn

10/10 Excellent

"Parking was easy, could see car from room, coffee and tea offered all day, bike sign out was easy"

[](https://expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information)

![Comfort Inn & Suites Lexington Park near Pax River](https://images.trvl-media.com/lodging/6000000/5100000/5098400/5098394/11804ad4_y.jpg)

### Comfort Inn & Suites Lexington Park near Pax River

6/10 Okay

"AC was very noisy. Room was rather drab. For the price I definitely expected better. "

[](https://expedia.ca/Lexington-Park-Hotels-Comfort-Inn-Suites.h5098394.Hotel-Information)

## Find out more about Woolford

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woolford. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Woolford ](https://expedia.ca/Woolford-Private-Vacation-Homes.d553248635975865928-aaPrivateVacationHomes.Travel-Guide-Accommodation)
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- [Inns in Woolford ](https://expedia.ca/Woolford-Inns.d553248635975865928-aaInns.Travel-Guide-Accommodation)
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