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Find Hotels with a Pool in Oakland, MD

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Check availability on Oakland Hotels with a Pool

Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Oakland hotels with a pool

A swimming pool with lounge chairs, a building with a sloped roof, and a clear sky.
Bathroom
A hotel room with a wooden ceiling, a brick wall, a bed with white bedding, a small kitchenette, and a seating area.
Room

1. Cove Creek Lodge

Cove Creek Lodge
Oakland
$177 nightly
$202 total
Nov 1 - Nov 2
Total with taxes and fees
Cove Creek Lodge
Pool
Exterior
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
Beach

2. Will O' The Wisp: 206A Efficiency/One Bath

Will O' The Wisp: 206A Efficiency/One Bath
Oakland
  • Mountain condo offers indoor heated pool and hot tub with panoramic nature views for total relaxation.
$255 nightly
$288 total
Oct 13 - Oct 14
Total with taxes and fees
Will O' The Wisp: 206A Efficiency/One Bath
Pool
Beach
Exterior
A gym with various exercise equipment including treadmills, elliptical machines, and weightlifting stations.

3. Will O' The Wisp: 302B One Bedroom/One Bath

Will O' The Wisp: 302B One Bedroom/One Bath
Oakland
$262 nightly
$296 total
Oct 12 - Oct 13
Total with taxes and fees
Will O' The Wisp: 302B One Bedroom/One Bath
Pool
Exterior
A dining area with a wooden table and chairs, a brick accent wall, and pendant lighting.
A modern living room with a large TV, white furniture, and a view of the outdoors.

4. Will O' The Wisp: 107B One Bedroom/One Bath

Will O' The Wisp: 107B One Bedroom/One Bath
Mountainside
  • Lakeside getaway invites relaxation with heated indoor pool and hot tub, plus nearby outdoor adventures on Deep Creek Lake.
$278 nightly
$314 total
Oct 12 - Oct 13
Total with taxes and fees
Will O' The Wisp: 107B One Bedroom/One Bath
Pool
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
A gym with various exercise equipment including treadmills, elliptical machines, and weightlifting stations.
Beach

5. Will O' The Wisp: 205A Efficiency/One Bath

Will O' The Wisp: 205A Efficiency/One Bath
Oakland
$255 nightly
$288 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 205A Efficiency/One Bath
Pool
A room with a blue checkered sofa, a grey sofa with patterned cushions, a wooden bench, and a view of the outdoors through a sliding glass door.
Beach
Exterior

6. Will O' The Wisp: 102B One Bedroom/One Bath

Will O' The Wisp: 102B One Bedroom/One Bath
Oakland
$266 nightly
$300 total
Oct 11 - Oct 12
Total with taxes and fees
Will O' The Wisp: 102B One Bedroom/One Bath
Pool
A view from a porch overlooking a lake with a dock, benches, and a stone wall.
Exterior
Beach

7. Will O' The Wisp: 103A Efficiency/One Bath

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
$256 nightly
$289 total
Oct 11 - Oct 12
Total with taxes and fees
Will O' The Wisp: 103A Efficiency/One Bath
Pool
Beach
Exterior
A patio with two patterned chairs and a small table, overlooking a lake with boats and trees.

8. Will O' The Wisp: 105A Efficiency/One Bath

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
$255 nightly
$288 total
Oct 12 - Oct 13
Total with taxes and fees
Will O' The Wisp: 105A Efficiency/One Bath
Pool
A modern living room with a dining area, featuring a wooden table and chairs, a sofa, and a TV on a stand.
Exterior
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.

9. Will O' The Wisp: 104B One Bedroom/One Bath

Will O' The Wisp: 104B One Bedroom/One Bath
Oakland
  • Lakeside condo offers indoor pool, hot tub, and sauna, with nearby kayaking and snowboarding options.
$276 nightly
$312 total
Oct 12 - Oct 13
Total with taxes and fees
Will O' The Wisp: 104B One Bedroom/One Bath
Pool
A lakeside beach with wooden docks and white lounge chairs.
A lakeside view with a dock, boats, and a sandy beach area.
Exterior

10. Will O' The Wisp: 203A Efficiency/One Bath

Will O' The Wisp: 203A Efficiency/One Bath
Oakland
$255 nightly
$288 total
Oct 11 - Oct 12
Total with taxes and fees
Will O' The Wisp: 203A Efficiency/One Bath
View all properties

Choose what matters most at hotels with a pool in Oakland

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and hot tubs in Oakland

Exterior
Beach
Pool
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.

Will O' The Wisp: 206A Efficiency/One Bath

Will O' The Wisp: 206A Efficiency/One Bath
Oakland
$255 nightly
$288 total
Oct 13 - Oct 14
Total with taxes and fees
Will O' The Wisp: 206A Efficiency/One Bath
Exterior
Beach
Pool
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.

Will O' The Wisp: 302B One Bedroom/One Bath

Will O' The Wisp: 302B One Bedroom/One Bath
Oakland
$262 nightly
$296 total
Oct 12 - Oct 13
Total with taxes and fees
Will O' The Wisp: 302B One Bedroom/One Bath
Exterior
Pool
A dining area with a wooden table and chairs, a brick accent wall, and pendant lighting.
A modern living room with a large TV, white furniture, and a view of the outdoors.

Will O' The Wisp: 107B One Bedroom/One Bath

Will O' The Wisp: 107B One Bedroom/One Bath
Mountainside
$278 nightly
$314 total
Oct 12 - Oct 13
Total with taxes and fees
Will O' The Wisp: 107B One Bedroom/One Bath
Exterior
Spa
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
Beach

Will O' The Wisp: 102B One Bedroom/One Bath

Will O' The Wisp: 102B One Bedroom/One Bath
Oakland
$266 nightly
$300 total
Oct 11 - Oct 12
Total with taxes and fees
Will O' The Wisp: 102B One Bedroom/One Bath
Exterior
Pool
Spa
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.

Will O' The Wisp: 205A Efficiency/One Bath

Will O' The Wisp: 205A Efficiency/One Bath
Oakland
$255 nightly
$288 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 205A Efficiency/One Bath
Exterior
Pool
A patio with two patterned chairs and a small table, overlooking a lake with boats and trees.
Beach

Will O' The Wisp: 105A Efficiency/One Bath

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
$255 nightly
$288 total
Oct 12 - Oct 13
Total with taxes and fees
Will O' The Wisp: 105A Efficiency/One Bath
Exterior
A modern living room with a dining area, featuring a wooden table and chairs, a sofa, and a TV on a stand.
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
Beach

Will O' The Wisp: 104B One Bedroom/One Bath

Will O' The Wisp: 104B One Bedroom/One Bath
Oakland
$276 nightly
$312 total
Oct 12 - Oct 13
Total with taxes and fees
Will O' The Wisp: 104B One Bedroom/One Bath
A view from a porch overlooking a lake with a dock, benches, and a stone wall.
Exterior
Beach
A modern living room with a sofa, a dining area with a table and chairs, a large wall clock, and a sign that reads 'Our Happy Place'.

Will O' The Wisp: 103A Efficiency/One Bath

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
$256 nightly
$289 total
Oct 11 - Oct 12
Total with taxes and fees
Will O' The Wisp: 103A Efficiency/One Bath
Exterior
A balcony with two blue chairs, a small table, and a clock on the wall.
A bedroom with a large bed, a window with a view, a painting on the wall, and a nightstand.
A room with a dining table, bench, sofa, and a staircase.

Will O' The Wisp: 710H Studio Loft/One Bath

Will O' The Wisp: 710H Studio Loft/One Bath
Oakland
$256 nightly
$289 total
Oct 12 - Oct 13
Total with taxes and fees
Will O' The Wisp: 710H Studio Loft/One Bath
Exterior
Beach
A living room with a sofa, coffee table, and artwork. There is a fireplace and a dining area in the background.
Pool

Will O' The Wisp: 207B One Bedroom/One Bath

Will O' The Wisp: 207B One Bedroom/One Bath
Oakland
$276 nightly
$312 total
Oct 12 - Oct 13
Total with taxes and fees
Will O' The Wisp: 207B One Bedroom/One Bath
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

Top Oakland Hotel Reviews

Frequently asked questions

What are the best hotels in Oakland with outdoor pools?
Cove Creek Lodge is an excellent choice for travellers seeking a memorable stay in Oakland, featuring an inviting outdoor pool that enhances the overall experience. This lodge stands out not just for its shared pool, but also for its stunning mountain views and proximity to a picturesque lake, making it a fantastic spot for travellers.With a superb review rating of 10.0, the Cove Creek Lodge offers a range of accommodations, including the Standard Double Queen Fireplace Room and the Poolside Double Queen Fireplace Room, both of which promise a cozy atmosphere and access to the pool. Guests appreciate the clean rooms and comfort of the beds, making it a family-friendly option that caters to both relaxation and outdoor activities.Moreover, the lodge's location is ideal for those who enjoy mountain climbing and biking, with opportunities for exploration right at your doorstep.
How much does a hotel with outdoor pool in Oakland cost?
Enjoy staying in a hotel in Oakland with an outdoor pool. You can find a great deal from $124 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Oakland hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Oakland for you.

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