Oakland Holiday Rentals
Cottage
- Bowling Green
- ·
- Scottsville
- 7.93 mi to center
10.0Exceptional
(171 Reviews)
3 Bedrooms
2 Baths
9 Guests
1375 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
د.إ.1,032/Night
7 Nights - د.إ.7,224
House
- Bowling Green
- ·
- Smiths Grove
- 1.43 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
904.17 ft²
- Fireplace/Heating
- View
Pet Friendly
Parking
د.إ.727/Night
7 Nights - د.إ.5,090
Cabin
- Bowling Green
- ·
- Park City
- 0.31 mi to center
8.8Fabulous
(16 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
Kitchen
د.إ.1,163/Night
7 Nights - د.إ.8,142
House
- Bowling Green
- ·
- Smiths Grove
- 2.07 mi to center
10.0Exceptional
(164 Reviews)
3 Bedrooms
2 Baths
6 Guests
2550 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.795/Night
7 Nights - د.إ.5,568
House
- Kentucky
- ·
- Bowling Green
- 4.17 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1054.86 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
د.إ.589/Night
7 Nights - د.إ.4,121
Cottage
- Bowling Green
- ·
- Scottsville
- 8.02 mi to center
10.0Exceptional
(77 Reviews)
2 Bedrooms
1 Bath
4 Guests
570 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.497/Night
7 Nights - د.إ.3,482
House
- Bowling Green
- ·
- Glasgow
- 6.90 mi to center
10.0Exceptional
(76 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.534/Night
7 Nights - د.إ.3,739
House
10.0Exceptional
(71 Reviews)
3 Bedrooms
1 Bath
6 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.615/Night
7 Nights - د.إ.4,304
House
- Bowling Green
- ·
- Scottsville
- 8.61 mi to center
10.0Exceptional
(66 Reviews)
6 Bedrooms
4 Baths
14 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.2,634/Night
7 Nights - د.إ.18,440
Luxury Holiday Rentals in Oakland
Over 321+ Luxury Holiday Rentals in or Near Oakland
House
- Kentucky
- ·
- Bowling Green
- 0.26 mi to center
10.0Exceptional
(11 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.3,228/Night
7 Nights - د.إ.22,597
House
- Bowling Green
- ·
- Scottsville
- 7.67 mi to center
9.6Exceptional
(41 Reviews)
5 Bedrooms
3 Baths
16 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.2,538/Night
7 Nights - د.إ.17,768
House
- Kentucky
- ·
- Bowling Green
- 1.18 mi to center
10.0Exceptional
(23 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.2,170/Night
7 Nights - د.إ.15,186
House
- Bowling Green
- ·
- Scottsville
- 8.56 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.2,169/Night
7 Nights - د.إ.15,178
Cabin
- Bowling Green
- ·
- Park City
- 0.32 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
725 ft²
- Kitchen
- Parking
- Internet
- Child Friendly
د.إ.2,120/Night
7 Nights - د.إ.14,841
House
- Kentucky
- ·
- Bowling Green
- 3.68 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
10 Guests
3200 ft²
- Hot Tub
Spa- Fireplace/Heating
- Ocean View
د.إ.2,114/Night
7 Nights - د.إ.14,800
House
- Kentucky
- ·
- Bowling Green
- 4.32 mi to center
8.8Fabulous
(61 Reviews)
6 Bedrooms
4 Baths
12 Guests
Private Pool- Hot Tub
- Spa
- Fireplace/Heating
د.إ.2,097/Night
7 Nights - د.إ.14,679
Cabin
- Bowling Green
- ·
- Scottsville
- 9.34 mi to center
10.0Exceptional
(4 Reviews)
6 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.2,091/Night
7 Nights - د.إ.14,639
House
- Kentucky
- ·
- Bowling Green
- 5.55 mi to center
9.2Exceptional
(22 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
Pool
د.إ.1,990/Night
7 Nights - د.إ.13,933
Top-Rated Holiday Rentals with a Pool in Oakland
Over 88+ The Best Private Villas and Holiday Rentals in Oakland with a Pool
Other
10.0Exceptional
(118 Reviews)
4 Bedrooms
1 Bath
12 Guests
1400 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.885/Night
7 Nights - د.إ.6,192
House
10.0Exceptional
(20 Reviews)
2 Bedrooms
1 Bath
4 Guests
1560 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.947/Night
7 Nights - د.إ.6,629
Other
- Bowling Green
- ·
- Scottsville
- 9.90 mi to center
10.0Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
2500 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
د.إ.698/Night
7 Nights - د.إ.4,888
Apartment
- Kentucky
- ·
- Bowling Green
- 2.53 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
د.إ.656/Night
7 Nights - د.إ.4,591
House
9.8Exceptional
(25 Reviews)
5 Bedrooms
4 Baths
10 Guests
5750 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.1,874/Night
7 Nights - د.إ.13,114
Hotel
- Kentucky
- ·
- Bowling Green
- 2.62 mi to center
9.6Exceptional
(837 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
د.إ.871/Night
7 Nights - د.إ.6,093
Hotel
- Kentucky
- ·
- Bowling Green
- 2.67 mi to center
9.5Exceptional
(372 Reviews)
1 Bath
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.521/Night
7 Nights - د.إ.3,650
Hotel
- Kentucky
- ·
- Bowling Green
- 3.98 mi to center
9.4Exceptional
(1121 Reviews)
1 Bath
- Hot Tub
- Pool
- Breakfast
- Kitchen
د.إ.496/Night
7 Nights - د.إ.3,471
Hotel
- Kentucky
- ·
- Bowling Green
- 3.48 mi to center
9.4Exceptional
(703 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
د.إ.545/Night
7 Nights - د.إ.3,816
Pet-Friendly Holiday Rentals in Oakland
Over 117+ Pet-Friendly Holiday Rentals in or Near Oakland
Cabin
- Bowling Green
- ·
- Park City
- 2.46 mi to center
10.0Exceptional
(46 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,146/Night
7 Nights - د.إ.8,021
House
- Kentucky
- ·
- Brownsville
- 3.55 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
419.79 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
د.إ.622/Night
7 Nights - د.إ.4,352
Hotel
- Kentucky
- ·
- Bowling Green
- 4.60 mi to center
8.8Fabulous
(1301 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Pet Friendly
د.إ.333/Night
7 Nights - د.إ.2,328
House
- Bowling Green
- ·
- Smiths Grove
- 1.43 mi to center
10.0Exceptional
(38 Reviews)
2 Bedrooms
1 Bath
5 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.627/Night
7 Nights - د.إ.4,392
Apartment
- Kentucky
- ·
- Brownsville
- 5.01 mi to center
9.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
4 Guests
355.21 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
د.إ.476/Night
7 Nights - د.إ.3,335
Cottage
- Kentucky
- ·
- Bowling Green
- 4.27 mi to center
10.0Exceptional
(37 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.972/Night
7 Nights - د.إ.6,805
House
- Kentucky
- ·
- Bowling Green
- 0.51 mi to center
10.0Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
5 Guests
850 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
د.إ.582/Night
7 Nights - د.إ.4,073
House
- Kentucky
- ·
- Bowling Green
- 6.66 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.1,269/Night
7 Nights - د.إ.8,880
House
- Kentucky
- ·
- Bowling Green
- 7.60 mi to center
10.0Exceptional
(9 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,124/Night
7 Nights - د.إ.7,866
Large Holiday Rentals and Private Villas in Oakland
Over 36+ Large Holiday Rentals and Private Villas in or Near Oakland
House
- Bowling Green
- ·
- Scottsville
- 8.47 mi to center
10.0Exceptional
(38 Reviews)
3 Bedrooms
2 Baths
11 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,435/Night
7 Nights - د.إ.10,044
Apartment
- Kentucky
- ·
- Bowling Green
- 1.50 mi to center
7.4Very Good
(90 Reviews)
28 Bedrooms
28 Baths
75 Guests
602.78 ft²
- Fireplace/Heating
- Pool
- Parking
Air Conditioner
د.إ.308/Night
7 Nights - د.إ.2,159
House
- Bowling Green
- ·
- Scottsville
- 8.19 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
2 Baths
10 Guests
1100 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
د.إ.1,235/Night
7 Nights - د.إ.8,641
House
5 Bedrooms
5 Baths
10 Guests
5747.93 ft²
- Spa
- Fireplace/Heating
- Pool
- Parking
د.إ.1,780/Night
7 Nights - د.إ.12,461
House
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
11 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.831/Night
7 Nights - د.إ.5,817
House
- Bowling Green
- ·
- Scottsville
- 7.44 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
10 Guests
3200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,106/Night
7 Nights - د.إ.7,742
House
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
11 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.1,455/Night
7 Nights - د.إ.10,180
House
- Bowling Green
- ·
- Scottsville
- 8.44 mi to center
9.8Exceptional
(240 Reviews)
5 Bedrooms
7 Baths
14 Guests
4521 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.1,543/Night
7 Nights - د.إ.10,801
House
- Bowling Green
- ·
- Smiths Grove
- 0.75 mi to center
9.6Exceptional
(217 Reviews)
3 Bedrooms
2 Baths
16 Guests
2400 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.1,259/Night
7 Nights - د.إ.8,814
Wheelchair Accessible Holiday Homes in Oakland
Over 59+ Wheelchair Accessible Holiday Homes in or Near Oakland
Apartment
- Kentucky
- ·
- Bowling Green
- 2.51 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
د.إ.618/Night
7 Nights - د.إ.4,326
Hotel
- Kentucky
- ·
- Bowling Green
- 3.96 mi to center
9.2Exceptional
(201 Reviews)
9 Baths
367.05 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.548/Night
7 Nights - د.إ.3,834
Hotel
- Kentucky
- ·
- Bowling Green
- 3.96 mi to center
9.4Exceptional
(823 Reviews)
1 Bath
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.532/Night
7 Nights - د.إ.3,724
Apartment
- Kentucky
- ·
- Bowling Green
- 2.37 mi to center
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
د.إ.738/Night
7 Nights - د.إ.5,167
Hotel
- Kentucky
- ·
- Bowling Green
- 2.59 mi to center
9.0Exceptional
(550 Reviews)
9 Baths
478.99 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
د.إ.514/Night
7 Nights - د.إ.3,599
Apartment
- Kentucky
- ·
- Bowling Green
- 2.58 mi to center
2.0Average
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
د.إ.646/Night
7 Nights - د.إ.4,525
Hotel
- Kentucky
- ·
- Bowling Green
- 4.05 mi to center
8.9Fabulous
(840 Reviews)
8 Baths
313.5 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
د.إ.513/Night
7 Nights - د.إ.3,592
House
- Kentucky
- ·
- Bowling Green
- 3.77 mi to center
1 Bedroom
1 Bath
2 Guests
355 ft²
- Pool
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.782/Night
7 Nights - د.إ.5,476
House
- Kentucky
- ·
- Bowling Green
- 4.05 mi to center
1 Bedroom
1 Bath
2 Guests
290 ft²
- Pool
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.705/Night
7 Nights - د.إ.4,936
Oakland Private Villas and Holiday Homes Under $200
Over 188+ Oakland Private Villas and Holiday Homes Under $200
Cabin
- Kentucky
- ·
- Bowling Green
- 5.27 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.714/Night
7 Nights - د.إ.4,995
House
- Kentucky
- ·
- Bowling Green
- 4.17 mi to center
9.6Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1076.39 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
د.إ.507/Night
7 Nights - د.إ.3,548
Hotel
- Kentucky
- ·
- Bowling Green
- 2.60 mi to center
9.4Exceptional
(144 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Air Conditioner
د.إ.633/Night
7 Nights - د.إ.4,433
Apartment
- Kentucky
- ·
- Bowling Green
- 0.10 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
د.إ.617/Night
7 Nights - د.إ.4,315
Bed & Breakfast
9.3Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
247.57 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
د.إ.646/Night
7 Nights - د.إ.4,525
Condo
- Kentucky
- ·
- Bowling Green
- 0.35 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.531/Night
7 Nights - د.إ.3,717
Cottage
- Kentucky
- ·
- Bowling Green
- 7.61 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.698/Night
7 Nights - د.إ.4,888
Cabin
- Kentucky
- ·
- Brownsville
- 3.55 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
420 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
د.إ.642/Night
7 Nights - د.إ.4,491
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Internet
- Child Friendly
Laundry
د.إ.615/Night
7 Nights - د.إ.4,304
Instantly Bookable Holiday Homes in Oakland
Over 147+ Instantly Bookable Holiday Homes in or Near Oakland
House
- Bowling Green
- ·
- Scottsville
- 8.34 mi to center
10.0Exceptional
(64 Reviews)
3 Bedrooms
3 Baths
8 Guests
2400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,322/Night
7 Nights - د.إ.9,255
House
- Kentucky
- ·
- Bowling Green
- 4.60 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1420 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.657/Night
7 Nights - د.إ.4,598
Cabin
- Bowling Green
- ·
- Glasgow
- 7.63 mi to center
10.0Exceptional
(45 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.967/Night
7 Nights - د.إ.6,765
House
- Bowling Green
- ·
- Glasgow
- 8.82 mi to center
10.0Exceptional
(38 Reviews)
3 Bedrooms
2 Baths
6 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.870/Night
7 Nights - د.إ.6,093
Cottage
- Bowling Green
- ·
- Scottsville
- 7.60 mi to center
10.0Exceptional
(35 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,083/Night
7 Nights - د.إ.7,580
House
- Kentucky
- ·
- Bowling Green
- 3.94 mi to center
10.0Exceptional
(22 Reviews)
4 Bedrooms
3 Baths
8 Guests
3200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,635/Night
7 Nights - د.إ.11,447
Cabin
- Bowling Green
- ·
- Glasgow
- 8.01 mi to center
10.0Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
8 Guests
1764 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.839/Night
7 Nights - د.إ.5,876
House
- Kentucky
- ·
- Bowling Green
- 2.58 mi to center
10.0Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
د.إ.1,191/Night
7 Nights - د.إ.8,337
Cabin
- Bowling Green
- ·
- Park City
- 0.31 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
725 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Internet
د.إ.943/Night
7 Nights - د.إ.6,603
Book a Last Minute Place to Stay in Oakland
About Casai's Private Villas and Holiday Rentals in Oakland
Discover more than 330 vacation rentals available in Oakland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Oakland.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Oakland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Oakland. On average, places to stay near Oakland offer 652.29 ft², with nightly prices averaging د.إ.752.
With Casai, finding and comparing holiday rentals in Oakland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Oakland
| Type | Count |
|---|---|
| Vacation Homes | 139 |
| Holiday Apartments | 70 |
| Cottages | 11 |
Use these Quick Filters to Find a Holiday Rental in Oakland
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Oakland.
Weather in Oakland, KY
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, KY
Casai 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 holiday rentals in Oakland?
With numerous options available in Oakland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Oakland:
- The Kentucky Kajun! A Beautiful 5 Bed/4 Bath Cabin On Barren River Lake.
- Cozy house close to Mammoth Cave and Bowling Green
- Cozy cabin getaway - Country setting - pond with walking trail
- Beautiful cottage with AMAZING view of Barren River Lake!
- Bluegrass Vineyard B&B, nestled next to the vineyard and winery
- Peace and quiet of country living within minutes of city amenities.
- Lake front, Romantic Honeymoon Getaway.
- Simply Sailing - A Cottage In The Trees
- Firestone's @ BRL 14mi-Mammoth Cave. Fire pit!
- Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave
How many holiday rentals have private pools in Oakland?
Discover a selection of holiday rentals with private pools near Oakland with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Sleepover: Deluxe 1BD/1BA - Bowling Green
- Fairfield Inn & Suites by Marriott Bowling Green
- Sleepover: Enticing 1BD/1BA - Bowling Green
- TownePlace Suites by Marriott Bowling Green
Which holiday homes in Oakland are best for families?
If you're searching for a family-friendly holiday home in Oakland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Oakland:
- Experience “Convenience” in Location to Beech Bend, WKU, Caves, Corvette Museum.
- Glasgow Getaway w/Patio, Fireplace & Grill!
- Tru by Hilton Bowling Green, KY
How many Casai.ae holiday rentals are available in Oakland?
As of 2026, Casai boasts over 330 properties listed in the Oakland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Oakland.
People Also Ask
Finding the best prices in Oakland
Map
