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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
23 Sep - 24 Sep
Tomorrow
24 Sep - 25 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Oakland hotels with a pool

Indoor pool, a heated pool
Terrace/patio
Exterior
Property grounds

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

Will O' The Wisp: 203A Efficiency/One Bath
Oakland
AED 825
AED 1,050 total
includes taxes & fees
27 Sep - 28 Sep
Will O' The Wisp: 203A Efficiency/One Bath
Indoor pool, a heated pool
Beach
Exterior
Terrace/patio

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

Will O' The Wisp: 302B One Bedroom/One Bath
Oakland
AED 849
AED 1,085 total
includes taxes & fees
29 Sep - 30 Sep
Will O' The Wisp: 302B One Bedroom/One Bath
Indoor pool, a heated pool
Beach
TV, video games, DVD player
Dining

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.
AED 900
AED 1,150 total
includes taxes & fees
28 Sep - 29 Sep
Will O' The Wisp: 107B One Bedroom/One Bath
Indoor pool, a heated pool
Dining
Exterior
Beach

4. Will O' The Wisp: 309B One Bedroom/One Bath

Will O' The Wisp: 309B One Bedroom/One Bath
Oakland
AED 946
AED 1,207 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 309B One Bedroom/One Bath
Indoor pool, a heated pool
Beach
Dining
Exterior

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

Will O' The Wisp: 708H Studio Loft/One Bath
Oakland
AED 826
AED 1,054 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 708H Studio Loft/One Bath
Indoor pool, a heated pool
Terrace/patio
Exterior
Beach

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

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
AED 826
AED 1,054 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 103A Efficiency/One Bath
Indoor pool, a heated pool
Property grounds
Exterior
Dining

7. Will O' The Wisp: 711H Studio Loft/One Bath

Will O' The Wisp: 711H Studio Loft/One Bath
Oakland
AED 826
AED 1,054 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 711H Studio Loft/One Bath
Indoor pool, a heated pool
Dining
Exterior
Property grounds

8. Will O' The Wisp: 306C One Bedroom/One Bath

Will O' The Wisp: 306C One Bedroom/One Bath
Oakland
AED 837
AED 1,067 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 306C One Bedroom/One Bath
Indoor pool, a heated pool
Terrace/patio
Dining
Exterior

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

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
AED 825
AED 1,054 total
includes taxes & fees
13 Oct - 14 Oct
Will O' The Wisp: 105A Efficiency/One Bath
Indoor pool, a heated pool
Beach
Outdoor dining
Dining

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

Will O' The Wisp: 205A Efficiency/One Bath
Oakland
AED 821
AED 1,049 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 205A 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

Terrace/patio
Spa
Indoor pool, a heated pool
Exterior

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

Will O' The Wisp: 302B One Bedroom/One Bath
Oakland
AED 849
AED 1,085 total
includes taxes & fees
29 Sep - 30 Sep
Will O' The Wisp: 302B One Bedroom/One Bath
Exterior
Beach
TV, fireplace, video games
Terrace/patio

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

Will O' The Wisp: 105A Efficiency/One Bath
Oakland
AED 825
AED 1,054 total
includes taxes & fees
13 Oct - 14 Oct
Will O' The Wisp: 105A Efficiency/One Bath
Exterior
Beach
TV, video games, DVD player
Dining

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

Will O' The Wisp: 107B One Bedroom/One Bath
Mountainside
AED 900
AED 1,150 total
includes taxes & fees
28 Sep - 29 Sep
Will O' The Wisp: 107B One Bedroom/One Bath
Beach
TV, fireplace, video games, DVD player
Property grounds
Indoor pool, a heated pool

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

Will O' The Wisp: 203A Efficiency/One Bath
Oakland
AED 825
AED 1,050 total
includes taxes & fees
27 Sep - 28 Sep
Will O' The Wisp: 203A Efficiency/One Bath
TV, fireplace, video games, DVD player
Beach
Property grounds
Indoor pool, a heated pool

Will O' The Wisp: 711H Studio Loft/One Bath

Will O' The Wisp: 711H Studio Loft/One Bath
Oakland
AED 826
AED 1,054 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 711H Studio Loft/One Bath
Exterior
Dining
1 bedroom, WiFi (free), bed sheets
Beach

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

Will O' The Wisp: 708H Studio Loft/One Bath
Oakland
AED 826
AED 1,054 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 708H Studio Loft/One Bath
Terrace/patio
Exterior
Beach
Interior

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

Will O' The Wisp: 103A Efficiency/One Bath
Oakland
AED 826
AED 1,054 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 103A Efficiency/One Bath
Exterior
1 bedroom, WiFi (free), bed sheets
TV, video games, DVD player
Property grounds

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

Will O' The Wisp: 710H Studio Loft/One Bath
Oakland
AED 826
AED 1,054 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 710H Studio Loft/One Bath
Exterior
Dining
Spa
Indoor pool, a heated pool

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

Will O' The Wisp: 205A Efficiency/One Bath
Oakland
AED 821
AED 1,049 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 205A Efficiency/One Bath
Exterior
Interior
Beach
Indoor pool, a heated pool

Will O' The Wisp: 306C One Bedroom/One Bath

Will O' The Wisp: 306C One Bedroom/One Bath
Oakland
AED 837
AED 1,067 total
includes taxes & fees
7 Oct - 8 Oct
Will O' The Wisp: 306C 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.
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Top Oakland Hotel Reviews

Frequently asked questions

What's it like visiting Oakland?
If taking it easy by the pool is your idea of the perfect getaway, you may want to consider luxurious Oakland, which has 29 places to stay with pools. During your trip, you can explore sights such as Deep Creek Lake, and then relax and unwind poolside at one of the accommodations in Oakland that travelers like for their pools.
What are some accommodations with pools in Oakland?
Baja Motel: Vacation home, 11-minute walk from Deep Creek Lake. Offers complimentary wireless internet access, a communal pool, and kitchens. The Garrett Inn: Vacation home located near Deep Creek Lake. Offers complimentary wireless internet access, a communal pool, and kitchens. Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp: Vacation home located near Deep Creek Lake. Provides complimentary wireless internet access, a communal pool, and kitchens. In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,: Vacation home, 5-minute walk from Deep Creek Lake. Features kitchens, a communal pool, and televisions. Dog Friendly Cabin in the Woods, Hot Tub & Firepit: Vacation home located near Deep Creek Lake. Offers kitchens, a pool, and televisions.
How many pool hotels will I be able to find in Oakland?
Expedia's 29 hotels in Oakland give you a great choice for your poolside getaway.
What is there to see and do in Oakland?
Explore places like Deep Creek Lake while you're in Oakland. Spend some time experiencing the great outdoors at Youghiogheny River and Broadford Park. Take in the natural beauty of Oakland with the lakeside setting and riverfront.
When is the best time to book a hotel with a pool in Oakland?
Taking into account the local weather in Oakland can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Oakland are January, December, February, and May, with each month seeing an average of 31 inches of snowfall.