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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Woolford Apartments

Harbor View Suite
Fridge, microwave, coffee/tea maker, toaster

Harbor View Suite

10.0 out of 10, Exceptional, (25)
"The room and location were perfect. Very clean and comfortable space to stay and right in the heart of town. "
Harbor View Suite
Studio in Downtown – Walk to Everything!
Iron/ironing board, WiFi, bed sheets

Studio in Downtown – Walk to Everything!

10.0 out of 10, Exceptional, (22)
"This was the perfect spot for a long weekend. Excellent location and the unit itself was more than we expected. "
Studio in Downtown – Walk to Everything!
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.
TV

Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

9.8 out of 10, Exceptional, (31)
"Great stay, clean & owner gave great local suggestions!"
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.
Cambridge Apt in Walkable Neighborhood
TV

Cambridge Apt in Walkable Neighborhood

9.0 out of 10, Wonderful, (2)
"I stayed for three nights and was quite pleased. The location is great, only a few steps from the river with a private yard. The apartment itself is older but has been upgraded and improved. Very comfortable and clean. Would definitely stay again."
Cambridge Apt in Walkable Neighborhood
Waterfront Solomons Apartment
Interior

Waterfront Solomons Apartment

9.4 out of 10, Exceptional, (10)
"The location is great with amazing views of the docks and very walkable to the boardwalk, restaurants, and the Solomon museum. Apartment was cozy with great communication from the hosts. Would recommend to anyone! "
The price is £219
includes taxes & fees
5 Sept - 6 Sept
Waterfront Solomons Apartment
Modern Cambridge Cottage: Walk to Town, Waterfront
Fridge, microwave, stovetop, dishwasher

Modern Cambridge Cottage: Walk to Town, Waterfront

10.0 out of 10, Exceptional, (11)
"Was a great stay"
Modern Cambridge Cottage: Walk to Town, Waterfront
Two bedroom two bath home on charming Solomons Island
Fridge, microwave, oven, stovetop

Two bedroom two bath home on charming Solomons Island

10.0 out of 10, Exceptional, (13)
"Within walking distance of great restaurants, small shops & other venues along the water."
Two bedroom two bath home on charming Solomons Island
The heart of St Michaels awaits.
Exterior

The heart of St Michaels awaits.

10.0 out of 10, Exceptional, (46)
"Beautiful, clean and well appointed in the perfect spot in downtown Saint Michael’s. Highly recommended!!"
The heart of St Michaels awaits.
Sailwinds Loft at Cambridge Creek
Private kitchen

Sailwinds Loft at Cambridge Creek

9.8 out of 10, Exceptional, (10)
"Enjoyed our stay while visiting family in the area. Easy access "
The price is £194
includes taxes & fees
13 Aug - 14 Aug
Sailwinds Loft at Cambridge Creek
Walk to Dtwn: Waterfront Eastern Shore Townhome!
Apartment (4 Bedrooms) | Interior

Walk to Dtwn: Waterfront Eastern Shore Townhome!

3.0 star property
Walk to Dtwn: Waterfront Eastern Shore Townhome!
Cozy centrally located studio with WiFi and AC in delightful Port Republic, MD
Fridge, microwave, stovetop, coffee/tea maker

Cozy centrally located studio with WiFi and AC in delightful Port Republic, MD

10.0 out of 10, Exceptional, (3)
"Very friendly and convenient!"
The price is £128
includes taxes & fees
16 Aug - 17 Aug
Cozy centrally located studio with WiFi and AC in delightful Port Republic, MD
Apartment in Downtown – Walk to Everything!
Living area

Apartment in Downtown – Walk to Everything!

9.8 out of 10, Exceptional, (6)
"We loved the property and the location (can’t be beat!). We walked to shops, restaurants, and bars all over town. It also had convenient parking. The apartment was clean and had everything we needed for a short stay. "
Apartment in Downtown – Walk to Everything!
Relax & Recharge in Our Family-Favorite Retreat
Property grounds

Relax & Recharge in Our Family-Favorite Retreat

2.0 out of 10, (1)
"Was never able to actually stay here because the owner never provided check-in info. They didn't respond to messages on the app or calling their personal number directly, didn’t respond to Vrbo employees either when they tried to contact the owner. Had to get a hotel last-minute after giving them three hours past the scheduled check-in time to respond. Incredibly frustrating and inconvenient as I was looking for somewhere to stay with my infant daughter after our house was packed up as we're...
Relax & Recharge in Our Family-Favorite Retreat
Courtyard Studio at Bancroft Manor. Cozy Retreat!
Exterior

Courtyard Studio at Bancroft Manor. Cozy Retreat!

10.0 out of 10, Exceptional, (23)
"Needed a place to stay before I move to SC and this place/location was perfect! Great all around and great communication."
Courtyard Studio at Bancroft Manor. Cozy Retreat!
Studio on the Bay.
Beach nearby, beach towels

Studio on the Bay.

10.0 out of 10, Exceptional, (22)
"I loved walking to the beach at sunset. And access to a larger beach for the day. Everyone friendly and a quiet nieghborhood. The stairs were quit interesting and you have to duck under a bush on top. But nice atomosphere and inside is nice as the pictures show."
Studio on the Bay.
Farmhouse Charm Woolford Studio Apt. w/ Amazing Eastern Shore Sunrise & Sunsets
Exterior

Farmhouse Charm Woolford Studio Apt. w/ Amazing Eastern Shore Sunrise & Sunsets

10.0 out of 10, Exceptional, (3)
"This studio was the perfect fit for my weekend. Equipped with all the essentials and cozy! Also close to my weekend event. Owners were extremely responsive. I definitely recommend a stay here."
Farmhouse Charm Woolford Studio Apt. w/ Amazing Eastern Shore Sunrise & Sunsets
Cambridge Apt in Walkable Neighborhood
Apartment (1 Bedroom) | Interior

Cambridge Apt in Walkable Neighborhood

3.0 star property
Cambridge Apt in Walkable Neighborhood
Vacation Rental in Historic St. Michaels
Fridge, microwave, oven, stovetop

Vacation Rental in Historic St. Michaels

Vacation Rental in Historic St. Michaels
Walk to Park & River: Dog-friendly Cambridge Gem
Apartment (0 Bedroom) | Interior

Walk to Park & River: Dog-friendly Cambridge Gem

Walk to Park & River: Dog-friendly Cambridge Gem
Walk to Park & River: Dog-Friendly Cambridge Gem
Terrace/patio

Walk to Park & River: Dog-Friendly Cambridge Gem

Walk to Park & River: Dog-Friendly Cambridge Gem
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.
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Top Woolford Hotel Reviews

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

10/10 Excellent
"This hotel was very nice and clean. We enjoyed the spacious room, which was a plus for my husband and I. Check in and check out were a breeze and the staff was very friendly and responsive. They also had one of the best complimentary breakfasts I've seen in a long time. I would stay again without question."
Cynthia 1-night trip
Posted 1 day ago
Holiday Inn Express Cambridge by IHG