Hot Oakland Cottage Rates

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Featured Cottages in Oakland

Charming 3-bedroom cottage in Plein Air

Charming 3-bedroom cottage in Plein Air

2 out of 5
Oxford
With a stay at this cottage in Taylor, you'll be 10.3 mi (16.5 km) from University of Mississippi and 7.7 mi (12.4 km) from South Campus Rail Trail.
Charming 3-bedroom cottage in Plein Air
Lakehouse Retreat Minutes From The Oxford Square

Lakehouse Retreat Minutes From The Oxford Square

Taylor
With a stay at this cottage in Taylor, you'll be on a lake, and 9.1 mi (14.6 km) from University of Mississippi and 7.7 mi (12.4 km) from South Campus Rail ...
Lakehouse Retreat Minutes From The Oxford Square
Off the beaten path

Off the beaten path

Water Valley
With a stay at this cottage in Water Valley, you'll be 22.3 mi (35.8 km) from University of Mississippi and 9.7 mi (15.6 km) from Yalobusha General ...
Off the beaten path
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Charming Oxford Home ~ 7 Mi to Ole Miss!

Charming Oxford Home ~ 7 Mi to Ole Miss!

3 out of 5
Oxford
With a stay at this cottage in Oxford, you'll be within a 10-minute drive of University of Mississippi and South Campus Rail Trail.
Charming Oxford Home ~ 7 Mi to Ole Miss!
Coffeeville Cabin w/ Deck ~ 7 Mi to Grenada Lk

Coffeeville Cabin w/ Deck ~ 7 Mi to Grenada Lk

3 out of 5
Coffeeville
When you stay at this cottage in Coffeeville, you'll be 13 minutes by car from Grenada Lake.
Coffeeville Cabin w/ Deck ~ 7 Mi to Grenada Lk
Charming Country Home w/ Yard - 14 Mi to Ole Miss!

Charming Country Home w/ Yard - 14 Mi to Ole Miss!

3 out of 5
Oxford
With a stay at this cottage in Oxford, you'll be 13.2 mi (21.3 km) from University of Mississippi and 9 mi (14.5 km) from Yalobusha General Hospital.
Charming Country Home w/ Yard - 14 Mi to Ole Miss!
The Get-A-Way at Grenada lake

The Get-A-Way at Grenada lake

Grenada
With a stay at this cottage in Grenada, you'll be within a 10-minute drive of Grenada Country Club and Bledsoe Park.
The Get-A-Way at Grenada lake
Pet-friendly Cabin Rental: 5 Mi to Sardis Lake!

Pet-friendly Cabin Rental: 5 Mi to Sardis Lake!

3 out of 5
Sardis
With a stay at this cottage in Sardis, you'll be within a 15-minute drive of Sardis Lake and John W. Kyle State Park.
Pet-friendly Cabin Rental: 5 Mi to Sardis Lake!
Oxford Home on Private Land < 7 Mi to Dtwn!

Oxford Home on Private Land < 7 Mi to Dtwn!

3 out of 5
Oxford
With a stay at this cottage in Oxford, you'll be within a 10-minute drive of University of Mississippi and South Campus Rail Trail.
Oxford Home on Private Land < 7 Mi to Dtwn!
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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.

Oakland Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Oakland will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Oakland definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Oakland, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Oakland Cottages essential information

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14 Cottages
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Popular accommodation
Charming 3-bedroom cottage in Plein Air , Lakehouse Retreat Minutes From The Oxford Square, Off the beaten path, Charming Oxford Home ~ 7 Mi to Ole Miss!, Coffeeville Cabin w/ Deck ~ 7 Mi to Grenada Lk, Charming Country Home w/ Yard - 14 Mi to Ole Miss!, The Get-A-Way at Grenada lake, Pet-friendly Cabin Rental: 5 Mi to Sardis Lake!, Oxford Home on Private Land < 7 Mi to Dtwn!

Top trending hotels in Oakland

Waterfront property located at Point Pleasant on Enid Lake

Waterfront property located at Point Pleasant on Enid Lake

Oakland
With a stay at this vacation home in Oakland, you'll be on the waterfront, and 8.5 mi (13.7 km) from George Payne Cossar State Park and 13.4 mi (21.5 km) from ...
Waterfront property located at Point Pleasant on Enid Lake
Lakefront Cabin at Point Pleasant on Enid Lake

Lakefront Cabin at Point Pleasant on Enid Lake

Oakland
With a stay at this vacation home in Oakland, you'll be on the waterfront, and 8.4 mi (13.5 km) from George Payne Cossar State Park and 13.3 mi (21.3 km) from ...
Lakefront Cabin at Point Pleasant on Enid Lake
Enid Lake Waterfront Cabin- Point Pleasant

Enid Lake Waterfront Cabin- Point Pleasant

Oakland
With a stay at this cabin in Oakland, you'll be on the waterfront, and 8.7 mi (14 km) from George Payne Cossar State Park and 13.5 mi (21.8 km) from Yalobusha ...
Enid Lake Waterfront Cabin- Point Pleasant
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Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping

Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping

Oakland
When you stay at this cabin in Oakland, you'll be 6 minutes by car from George Payne Cossar State Park.
Crappie Fishing, Hunting, ATV Trails, Boating, Fishing, State Park, Camping
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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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^Subject to availability and chosen travel dates.