A river flowing through a forest with a waterfall.

Find Hotels with a Pool in Oakland, MD

Check availability on Oakland Hotels with a Pool

Tonight
Oct 13 - Oct 14
Tomorrow
Oct 14 - Oct 15
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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.
A hotel room with a wooden ceiling, a brick wall, a bed with white bedding, a small kitchenette, and a seating area.
Bathroom
A group of people sitting on Adirondack chairs around a fire pit in an outdoor setting with a lodge in the background.

1. Cove Creek Lodge

Cove Creek Lodge
Oakland
$200 nightly
$228 total
Oct 26 - Oct 27
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.
A glass table with four chairs, a black metal railing, and a view of a body of water and trees.

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.
$256 nightly
$289 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 206A Efficiency/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.

3. 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.
$279 nightly
$315 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 107B One Bedroom/One Bath
Pool
Beach
A gym with various exercise equipment including treadmills, elliptical machines, and weightlifting stations.
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.

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

Will O' The Wisp: 302B One Bedroom/One Bath
Oakland
$263 nightly
$297 total
Oct 19 - Oct 20
Total with taxes and fees
Will O' The Wisp: 302B One Bedroom/One Bath
Pool
A gym with various exercise equipment including treadmills, elliptical machines, and weightlifting stations.
Beach
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.

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

Will O' The Wisp: 205A Efficiency/One Bath
Oakland
$256 nightly
$289 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 205A Efficiency/One Bath
Pool
A balcony with two chairs, a view of trees and a lake.
Beach
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.

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

Will O' The Wisp: 207B One Bedroom/One Bath
Oakland
$278 nightly
$314 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 207B One Bedroom/One Bath
Pool
Exterior
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
Beach

7. 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.
$264 nightly
$299 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 104B One Bedroom/One Bath
Pool
Beach
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
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.

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

Will O' The Wisp: 102B One Bedroom/One Bath
Oakland
$265 nightly
$299 total
Oct 18 - Oct 19
Total with taxes and fees
Will O' The Wisp: 102B One Bedroom/One Bath
Pool
Beach
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
A view from a porch overlooking a lake with a dock, benches, and a stone wall.

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

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
$257 nightly
$290 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 103A Efficiency/One Bath
Pool
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
A patio with two patterned chairs and a small table, overlooking a lake with boats and trees.
Beach

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

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
$254 nightly
$287 total
Oct 18 - Oct 19
Total with taxes and fees
Will O' The Wisp: 105A Efficiency/One Bath
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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 modern hotel room with a grey sofa, a bed with a grey patterned bedspread, a small table with a remote control, and framed pictures on the wall.

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

Will O' The Wisp: 206A Efficiency/One Bath
Oakland
$256 nightly
$289 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 206A Efficiency/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
$279 nightly
$315 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 107B One Bedroom/One Bath
Exterior
Beach
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
Spa

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

Will O' The Wisp: 302B One Bedroom/One Bath
Oakland
$263 nightly
$297 total
Oct 19 - Oct 20
Total with taxes and fees
Will O' The Wisp: 302B One Bedroom/One Bath
Exterior
Spa
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
Pool

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

Will O' The Wisp: 205A Efficiency/One Bath
Oakland
$256 nightly
$289 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 205A Efficiency/One Bath
Exterior
A living room with a fireplace, a sofa, a coffee table, and a dining area in the background.
Beach
Pool

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

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
$254 nightly
$287 total
Oct 18 - Oct 19
Total with taxes and fees
Will O' The Wisp: 105A Efficiency/One Bath
Exterior
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
Beach
Pool

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

Will O' The Wisp: 104B One Bedroom/One Bath
Oakland
$264 nightly
$299 total
Oct 14 - Oct 15
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.
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'.
Pool
Exterior

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

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
$257 nightly
$290 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 103A Efficiency/One Bath
Exterior
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.
Pool
Spa

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

Will O' The Wisp: 102B One Bedroom/One Bath
Oakland
$265 nightly
$299 total
Oct 18 - Oct 19
Total with taxes and fees
Will O' The Wisp: 102B One Bedroom/One Bath
Exterior
Beach
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
$255 nightly
$288 total
Oct 18 - Oct 19
Total with taxes and fees
Will O' The Wisp: 710H Studio Loft/One Bath
Exterior
A bedroom with a large bed, a ceiling fan, a nightstand with a lamp, and a view of a lake through the window.
Beach
A cozy restaurant with a stone fireplace, wooden furniture, and large windows allowing natural light.

Will O' The Wisp: 708H Studio Loft/One Bath

Will O' The Wisp: 708H Studio Loft/One Bath
Oakland
$246 nightly
$279 total
Oct 14 - Oct 15
Total with taxes and fees
Will O' The Wisp: 708H Studio Loft/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.
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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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