Oakland Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Oakland vacation rentals

Exterior

Equestrian House Suites

Equestrian House Suites
3.0 star property
Pleasant Mount
The price is ￥26,896
￥89,413 total
includes taxes & fees
Apr 1 - Apr 2
Equestrian House Suites
Interior

Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek
Hancock
9.0 out of 10, Wonderful, (25 reviews)
"Close to town ,clean just what we were looking for"
United States
Anonymous traveler
The price is ￥21,287
￥50,663 total
includes taxes & fees
Apr 7 - Apr 8
Charming 120-year-old farmhouse by the creek
Property grounds

Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!

Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!
Thompson
10.0 out of 10, Exceptional, (13 reviews)
"This is the perfect place for you to come and relax. "
United States
Anabel P.
The price is ￥19,976
￥32,130 total
includes taxes & fees
Apr 1 - Apr 2
Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!
Exterior detail

Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres
Starlight
10.0 out of 10, Exceptional, (200 reviews)
"Excellent property and great location "
United States
Eric P.
The price is ￥21,287
￥54,922 total
includes taxes & fees
Apr 8 - Apr 9
Handcrafted Riverfront Cabin on 10 acres
Outdoor dining

King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!

King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!
Thompson
9.6 out of 10, Exceptional, (40 reviews)
"Great stay especially for a wedding for family vacation "
United States
Catherine P.
The price is ￥19,976
￥32,130 total
includes taxes & fees
Apr 7 - Apr 8
King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!
Fridge, microwave, oven, stovetop

The Hideout Cottage • Awaken With Spring

The Hideout Cottage • Awaken With Spring
Pleasant Mount
The price is ￥17,259
￥48,241 total
includes taxes & fees
Apr 4 - Apr 5
The Hideout Cottage • Awaken With Spring
Property grounds

Waterfront Properties vacation rental

Waterfront Properties vacation rental
Windsor
9.8 out of 10, Exceptional, (67 reviews)
"The owners were very attentive and willing to answer any question we had with very quick responses. The owners gave many recommendations for food in the area when asked. The place fit our needs perfectly. Will rent this place again if in the area again."
United States
Tyler J.
The price is ￥19,976
￥51,105 total
includes taxes & fees
Apr 4 - Apr 5
Waterfront Properties vacation rental
Interior

Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!

Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
Thompson
10.0 out of 10, Exceptional, (14 reviews)
"Perfect place to bring the family for a quiet ski holiday. "
United States
Pamela S.
The price is ￥25,570
￥46,526 total
includes taxes & fees
Apr 6 - Apr 7
Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
Property grounds

Deluxe Duplex • Springtime Escape

Deluxe Duplex • Springtime Escape
Pleasant Mount
The price is ￥26,848
￥65,701 total
includes taxes & fees
Apr 1 - Apr 2
Deluxe Duplex • Springtime Escape
Smart TV

Seasons on Oak Short walk to best Fly Fishing in Northeast Cozy Cabin Deposit NY

Seasons on Oak Short walk to best Fly Fishing in Northeast Cozy Cabin Deposit NY
Deposit
10.0 out of 10, Exceptional, (18 reviews)
"A couple of our crew stayed here for the last couple weeks while out of town working on a job, and the cabin felt like home, it was clean, the host was super responsive, and it was just the perfect place for us. "
United States
RHL C.
The price is ￥43,948
￥61,000 total
includes taxes & fees
Apr 6 - Apr 7
Seasons on Oak Short walk to best Fly Fishing in Northeast Cozy Cabin Deposit NY
Smart TV, fireplace, books, music library

Quiet Lakefront Retreat nestled in the woods.

Quiet Lakefront Retreat nestled in the woods.
Montrose
10.0 out of 10, Exceptional, (95 reviews)
"Great clean, comfortable place, attentive hosts, beautiful location. "
United States
David A.
The price is ￥20,775
￥30,388 total
includes taxes & fees
Apr 5 - Apr 6
Quiet Lakefront Retreat nestled in the woods.
Property grounds

2BR Premium Duplex • A Season of Renewal

2BR Premium Duplex • A Season of Renewal
Pleasant Mount
9.0 out of 10, Wonderful, (2 reviews)
"Would've liked to have more to cook with than just a microwave, other than that the stay was commendable."
United States
Jeremy
The price is ￥20,136
￥56,528 total
includes taxes & fees
Apr 2 - Apr 3
2BR Premium Duplex • A Season of Renewal
Dining

Vacation Cottage Getaway • Fields in Bloom

Vacation Cottage Getaway • Fields in Bloom
Pleasant Mount
The price is ￥17,259
￥48,241 total
includes taxes & fees
Apr 4 - Apr 5
Vacation Cottage Getaway • Fields in Bloom
Interior

Endless Mountain Resort

Endless Mountain Resort
Union Dale
The price is ￥17,259
￥34,394 total
includes taxes & fees
Apr 6 - Apr 7
Endless Mountain Resort
Interior

Hip Dtwn Apt W/ Arcade & Gym

Hip Dtwn Apt W/ Arcade & Gym
Binghamton
9.6 out of 10, Exceptional, (4 reviews)
"WE LOVED this place! Beautiful, clean super modern. Will stay again! "
United States
Lisa D.
Hip Dtwn Apt W/ Arcade & Gym
Fridge, microwave, oven, stovetop

Forest Hideout Cottage • Nature’s Spring Symphony

Forest Hideout Cottage • Nature’s Spring Symphony
Pleasant Mount
10.0 out of 10, Exceptional, (1 review)
"the stay was fine, never knew there was a heated pool"
United States
Aliyah A.
The price is ￥32,793
￥93,753 total
includes taxes & fees
Apr 2 - Apr 3
Forest Hideout Cottage • Nature’s Spring Symphony
Property grounds

Hilltop, relax and enjoy nature's aviary atop the Endless Mountains.

Hilltop, relax and enjoy nature's aviary atop the Endless Mountains.
Hallstead
9.0 out of 10, Wonderful, (9 reviews)
"We needed a place to stay for the 6 of us attending the funeral of our mother and this vintage home was the perfect place for us. It offered tranquil views which was just what we needed. "
United States
Paula M.
The price is ￥35,957
￥60,582 total
includes taxes & fees
Apr 4 - Apr 5
Hilltop, relax and enjoy nature's aviary atop the Endless Mountains.
House (3 Bedrooms) | Interior

1/2 Mi to Delaware River: Angler's Paradise!

1/2 Mi to Delaware River: Angler's Paradise!
3.0 star property
Deposit
1/2 Mi to Delaware River: Angler's Paradise!
Property grounds

Susquehanna Waterfall Haven

Susquehanna Waterfall Haven
Susquehanna
The price is ￥32,362
￥58,962 total
includes taxes & fees
Apr 2 - Apr 3
Susquehanna Waterfall Haven
Property grounds

Queen Cabin Modern Cabin Near Skiing, Trails, Firepit, Hot Tub & Stargazing!

Queen Cabin Modern Cabin Near Skiing, Trails, Firepit, Hot Tub & Stargazing!
Thompson
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful stay, loved the peaceful setting and all the little touches that made it feel like home. Perfect spot for a relaxing getaway. Would definitely stay again!"
United States
Andrew S.
The price is ￥17,979
￥29,954 total
includes taxes & fees
Apr 1 - Apr 2
Queen Cabin Modern Cabin Near Skiing, Trails, Firepit, Hot Tub & Stargazing!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakland Hotel Reviews

Holiday Inn Binghamton Downtown by IHG

Holiday Inn Binghamton Downtown by IHG

10/10 Excellent
"Wonderful stay "
Melissa 1-night trip
Posted 2 days ago
Holiday Inn Binghamton Downtown by IHG

Find out more about Oakland

Search for holiday rentals in Oakland on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakland using one of the methods below:

  • View our selection of featured holiday rentals in Oakland
  • Use the map to find apartments and other holiday homes in the Oakland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakland while they last

Look no further and take a look at our great range of rental properties in Oakland!

Frequently asked questions

Can I find a vacation rental in Oakland?

Yes, we give you a choice of vacation rentals close to well known points of interest in Oakland, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Oakland?

Tranquil River cottage w/hot tub, firepit , mins to a 18-holes golfing & fishing: Visitors like this Oakland vacation home rental. It is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Oakland?

Explore the area and family-friendly sights such as Animal Adventure Park, or get out into nature at a spot like Susquehanna River. In the larger area, you’ll find Heart Lake and Shehawken Lake.

What’s a vacation rental in Oakland like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Oakland. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.