Oakland pickleball Stays, Resort Rentals, & Homes
House
- Omaha
- ·
- Carter Lake
- 0.99 mi to center
9.6Exceptional
(43 Reviews)
3 Bedrooms
2 Baths
6 Guests
Parking
Ocean View
Balcony/Terrace
View
US $266/Night
7 Nights - US $1,863
House
- Omaha
- ·
- Dundee-Happy Hollow Historic District
- 0.72 mi to center
10.0Exceptional
(6 Reviews)
4 Bedrooms
4 Baths
7 Guests
86.11 ft²
Breakfast
EV Charge Station- Parking
- View
US $203/Night
7 Nights - US $1,418
Apartment
- Omaha
- ·
- Downtown Omaha
- 0.92 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Parking
Kitchen
Air Conditioner
Internet
US $338/Night
7 Nights - US $2,366
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
6 Guests
1292 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $313/Night
7 Nights - US $2,193
House
- Iowa
- ·
- Council Bluffs
- 1.90 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
16 Guests
3724.31 ft²
- Parking
- View
- Air Conditioner
- Internet
US $738/Night
7 Nights - US $5,163
House
10.0Exceptional
(2 Reviews)
6 Bedrooms
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $715/Night
7 Nights - US $5,003
House
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
1292 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $335/Night
7 Nights - US $2,344
House
10.0Exceptional
(93 Reviews)
2 Bedrooms
1 Bath
6 Guests
800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $239/Night
7 Nights - US $1,670
House
10.0Exceptional
(75 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $367/Night
7 Nights - US $2,572
Luxury Places to Stay in Oakland
Over 1250+ Luxury Places to Stay in or Near Oakland
New
Condo
- Omaha
- ·
- Downtown Omaha
- 0.93 mi to center
4 Bedrooms
2 Baths
16 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $2,940/Night
7 Nights - US $20,580
House
- Omaha
- ·
- Carter Lake
- 0.71 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
4 Baths
12 Guests
Hot Tub- Parking
Pool- Kitchen
US $2,801/Night
7 Nights - US $19,608
House
- Iowa
- ·
- Pottawattamie County
- 7.26 mi to center
10.0Exceptional
(1 Review)
9 Bedrooms
9 Baths
34 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $2,429/Night
7 Nights - US $17,001
House
- Omaha
- ·
- Southeast Omaha
- 1.25 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
4 Baths
16 Guests
2841.67 ft²
- Hot Tub
- Breakfast
- Parking
- Pool
US $2,075/Night
7 Nights - US $14,528
House
- Omaha
- ·
- Carter Lake
- 1.08 mi to center
4 Bedrooms
4 Baths
10 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
US $2,031/Night
7 Nights - US $14,218
House
- Omaha
- ·
- Downtown Omaha
- 0.99 mi to center
10.0Exceptional
(39 Reviews)
7 Bedrooms
1 Bath
21 Guests
4300 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $1,775/Night
7 Nights - US $12,426
House
6 Bedrooms
3 Baths
23 Guests
4000 ft²
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
US $1,567/Night
7 Nights - US $10,968
Apartment
- Omaha
- ·
- Downtown Omaha
- 0.80 mi to center
9 Bedrooms
9 Baths
18 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,525/Night
7 Nights - US $10,678
House
10.0Exceptional
(23 Reviews)
4 Bedrooms
3 Baths
12 Guests
3600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,342/Night
7 Nights - US $9,392
Top-Rated Villas with a Pool in Oakland
Over 152+ Top-Rated Private Villas with a Pool in or Near Oakland
House
- Iowa
- ·
- Harrison County
- 5.42 mi to center
10.0Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $498/Night
7 Nights - US $3,485
House
- Omaha
- ·
- Southeast Omaha
- 1.25 mi to center
9.6Exceptional
(22 Reviews)
6 Bedrooms
3 Baths
16 Guests
2836 ft²
Private Pool- Hot Tub
- Parking
- Pool
US $913/Night
7 Nights - US $6,390
House
9.6Exceptional
(20 Reviews)
4 Bedrooms
3 Baths
9 Guests
1800 ft²
- Hot Tub
- Breakfast
- Parking
- Pool
US $285/Night
7 Nights - US $1,992
Hotel
- Iowa
- ·
- Council Bluffs
- 3.20 mi to center
9.6Exceptional
(7 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $120/Night
7 Nights - US $839
Hotel
- Iowa
- ·
- Council Bluffs
- 3.15 mi to center
9.4Exceptional
(1004 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $104/Night
7 Nights - US $726
Hotel
- Iowa
- ·
- Council Bluffs
- 3.25 mi to center
9.2Exceptional
(1377 Reviews)
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $101/Night
7 Nights - US $706
Hotel
9.2Exceptional
(1003 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $195/Night
7 Nights - US $1,362
Hotel
- Omaha
- ·
- Downtown Northeast
- 0.42 mi to center
9.2Exceptional
(699 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $198/Night
7 Nights - US $1,385
Hotel
- Omaha
- ·
- Downtown Omaha
- 1.22 mi to center
9.0Exceptional
(1157 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $115/Night
7 Nights - US $802
Pet-Friendly Villas in Oakland
Over 460+ Pet-Friendly Private Villas in or Near Oakland
Condo
10.0Exceptional
(31 Reviews)
2 Bedrooms
1 Bath
4 Guests
990 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $155/Night
7 Nights - US $1,082
Apartment
- Omaha
- ·
- Joslyn Castle
- 0.28 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
1205.56 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $138/Night
7 Nights - US $969
Hotel
- Iowa
- ·
- Council Bluffs
- 2.39 mi to center
7.6Very Good
(1005 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $81/Night
7 Nights - US $566
Apartment
- Omaha
- ·
- Downtown Omaha
- 1.11 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
2 Baths
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $389/Night
7 Nights - US $2,721
Apartment
- Omaha
- ·
- Downtown Omaha
- 0.72 mi to center
9.7Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
495.14 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $124/Night
7 Nights - US $868
House
- Omaha
- ·
- Downtown Omaha
- 1.35 mi to center
10.0Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
4 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $159/Night
7 Nights - US $1,110
Apartment
- Omaha
- ·
- Downtown Omaha
- 0.45 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $153/Night
7 Nights - US $1,074
House
10.0Exceptional
(4 Reviews)
1 Bedroom
2 Baths
16 Guests
12000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $693/Night
7 Nights - US $4,849
House
- Omaha
- ·
- Downtown Omaha
- 1.33 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $141/Night
7 Nights - US $984
Large Private Villas in Oakland
Over 157+ Large Villas in or Near Oakland for Groups and Families
House
- Omaha
- ·
- Southeast Omaha
- 0.54 mi to center
9.2Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
10 Guests
- Air Conditioner
- Internet
- Child Friendly
Bedding/Linens
US $320/Night
7 Nights - US $2,238
House
- Omaha
- ·
- Downtown Omaha
- 0.77 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
2346.53 ft²
- Hot Tub
- Air Conditioner
Barbecue/Outdoor Cooking
Wellness Facilities
US $261/Night
7 Nights - US $1,827
House
- Omaha
- ·
- Southeast Omaha
- 1.04 mi to center
1 Bedroom
1 Bath
10 Guests
1908 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $508/Night
7 Nights - US $3,555
House
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
12 Guests
2421.88 ft²
- View
- Air Conditioner
- Internet
- Laundry
US $346/Night
7 Nights - US $2,422
House
- Iowa
- ·
- Council Bluffs
- 0.75 mi to center
1 Bedroom
9 Baths
16 Guests
1615 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,305/Night
7 Nights - US $9,133
House
- Omaha
- ·
- Carter Lake
- 1.24 mi to center
10.0Exceptional
(36 Reviews)
5 Bedrooms
3 Baths
10 Guests
2300 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $461/Night
7 Nights - US $3,225
House
- Omaha
- ·
- Carter Lake
- 1.05 mi to center
10.0Exceptional
(11 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $558/Night
7 Nights - US $3,908
House
10.0Exceptional
(7 Reviews)
5 Bedrooms
1 Bath
10 Guests
2100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $526/Night
7 Nights - US $3,685
House
- Iowa
- ·
- Council Bluffs
- 4.04 mi to center
9.8Exceptional
(11 Reviews)
4 Bedrooms
2 Baths
12 Guests
1916 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $391/Night
7 Nights - US $2,739
Wheelchair Accessible Holiday Homes in Oakland
Over 277+ Wheelchair Accessible Villas and Holiday Homes in or Near Oakland
Condo
- Omaha
- ·
- Old Market
- 0.14 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $242/Night
7 Nights - US $1,691
Apartment
- Omaha
- ·
- Downtown Omaha
- 0.85 mi to center
1 Bedroom
1 Bath
3 Guests
699.65 ft²
- Breakfast
- Parking
- Air Conditioner
- Internet
US $85/Night
7 Nights - US $595
Hotel
- Omaha
- ·
- Old Market
- 0.18 mi to center
9.8Exceptional
(335 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $353/Night
7 Nights - US $2,469
Apartment
- Omaha
- ·
- Old Market
- 0.12 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $342/Night
7 Nights - US $2,394
New
Apartment
3 Bedrooms
4 Baths
14 Guests
796.53 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- View
US $140/Night
7 Nights - US $983
New
Condo
- Omaha
- ·
- Midtown Crossing
- 0.14 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $136/Night
7 Nights - US $949
Apartment
- Omaha
- ·
- Old Market
- 0.06 mi to center
9.8Exceptional
(25 Reviews)
1 Bedroom
2 Baths
6 Guests
1500 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $336/Night
7 Nights - US $2,352
Apartment
- Omaha
- ·
- Old Market
- 0.06 mi to center
9.8Exceptional
(16 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $174/Night
7 Nights - US $1,220
Apartment
- Omaha
- ·
- Downtown Omaha
- 0.93 mi to center
9.8Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $322/Night
7 Nights - US $2,252
Oakland Villas, Airbnb and Holiday Homes Under $200
Over 677+ Oakland Private Villas, Airbnb and Holiday Homes Under $200
Condo
- Omaha
- ·
- Southeast Omaha
- 1.11 mi to center
10.0Exceptional
(40 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $198/Night
7 Nights - US $1,385
House
- Omaha
- ·
- Joslyn Castle
- 0.24 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
1496.18 ft²
- Air Conditioner
- Internet
- Child Friendly
Security/Safety
US $145/Night
7 Nights - US $1,013
Hotel
- Omaha
- ·
- Downtown Northeast
- 0.18 mi to center
9.4Exceptional
(1064 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $140/Night
7 Nights - US $982
Apartment
10.0Exceptional
(20 Reviews)
2 Bedrooms
2 Baths
4 Guests
1023 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $180/Night
7 Nights - US $1,259
Apartment
- Omaha
- ·
- Joslyn Castle
- 0.28 mi to center
9.4Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
1205.56 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $157/Night
7 Nights - US $1,099
House
- Omaha
- ·
- Joslyn Castle
- 0.24 mi to center
10.0Exceptional
(18 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $190/Night
7 Nights - US $1,330
House
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $168/Night
7 Nights - US $1,176
Apartment
- Omaha
- ·
- Joslyn Castle
- 0.16 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $142/Night
7 Nights - US $994
Apartment
- Omaha
- ·
- Joslyn Castle
- 0.17 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $140/Night
7 Nights - US $978
Instantly Bookable Villa Rentals in Oakland
Over 731+ Instantly Bookable Private Villas in or Near Oakland
House
- Omaha
- ·
- Southeast Omaha
- 1.13 mi to center
10.0Exceptional
(40 Reviews)
2 Bedrooms
1 Bath
5 Guests
1300 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $362/Night
7 Nights - US $2,532
House
- Omaha
- ·
- Dundee-Happy Hollow Historic District
- 0.62 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
9 Guests
1375 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $418/Night
7 Nights - US $2,925
Condo
- Omaha
- ·
- Southeast Omaha
- 1.09 mi to center
10.0Exceptional
(29 Reviews)
2 Bedrooms
2 Baths
6 Guests
1900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $347/Night
7 Nights - US $2,429
Condo
- Omaha
- ·
- Midtown Crossing
- 0.16 mi to center
10.0Exceptional
(22 Reviews)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $221/Night
7 Nights - US $1,545
Condo
- Omaha
- ·
- Downtown Omaha
- 0.92 mi to center
10.0Exceptional
(16 Reviews)
2 Bedrooms
2 Baths
6 Guests
1800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $488/Night
7 Nights - US $3,418
House
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $224/Night
7 Nights - US $1,568
House
- Omaha
- ·
- Southeast Omaha
- 1.46 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $480/Night
7 Nights - US $3,363
Condo
- Omaha
- ·
- Downtown Omaha
- 0.23 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
6 Guests
750 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $179/Night
7 Nights - US $1,255
Apartment
- Omaha
- ·
- Joslyn Castle
- 0.17 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $141/Night
7 Nights - US $990
Book a Last Minute Place to Stay in Oakland
About Oakland Vacation Rentals
Discover over 1259 amazing vacation rental options in Oakland with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Oakland.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 564.33 ft², with prices averaging US $250 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Oakland.
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Top Pickleball-Ready Accommodation Types in Oakland
| Type | Count |
|---|---|
| Vacation Homes | 534 |
| Holiday Apartments | 438 |
| Cottages | 7 |
| Villas | 2 |
Use these Quick Filters to Find a Vacation Rental in Oakland
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Oakland with PickleTrip™.
Weather in Oakland, IA
View the weather forecast for Oakland before booking your Oakland Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Oakland, IA
PickleTrip offers a large selection of top attractions around Oakland . Research things to do on your vacation before you visit Oakland.
Frequently Asked Questions About Oakland?
What are the top vacation rentals, resorts, and hotels in Oakland with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Oakland. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Oakland!
- Midtown Stay: King Bed I FirePit I Yard I 5 min CHI Arena I CWS I Creighton
- Group Stay: KingBeds l Arcade l FirePit l Yard I 5mins CWS, CHI Arena, Creighton
- Modern Gem: King Bed I Arcade I FirePit I 5mins CWS I CHI Arena I Creighton
- Lake front home 3 miles from Downtown Omaha! Pet Friendly!
- King Bed|Non-Smoking
- 2 Full Beds|Non-Smoking
- Haven in Midtown's Historic Morton Meadows
- ZOO Old Market CHI Charles Schwab Field Cozy Downtown House
- Classic Bungalow Modern w/a Splash of Glam ZOO AKSARBEN UNMC UNO Bergan Mercy
- Luxury 3BR/4BA Townhome Rooftop Deck, Porch 5 Min to Downtown
How many pickleball-ready properties have private pools in Oakland?
Discover 39 accommodations with private or nearby pickleball courts in Oakland. Some of the best destinations to stay and play pickleball are:
- Fully Furnished Room Close to the Omaha Zoo
- Hampton Inn Council Bluffs
- Courtyard by Marriott Omaha East/Council Bluffs, IA
- Baymont by Wyndham Harlan
Which vacation rentals, resorts, or hotels in Oakland is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Oakland? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
- Luxurious Getaway! FREE PARKING!
- Modern & Stylish Townhome, Walk to Downtown Restuarants & Bars!
- Atlantic Farmhouse w/Spacious Yard!
How many PickleTrip vacation rentals or resorts are available in Oakland?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 1259 properties listed in Oakland in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
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