Vacation rentals in Oakland

A welcoming living space features a rustic wooden table with two glasses of red wine and a bottle. A warm fire glows in the background, adding a cozy ambiance. A decorative candle and a small plant enhance the setting.

4.97 out of 5 average rating, 118 reviews

10 minutes to Downtown! HUGE Home With Pool Access

JacobRating, 5 stars1 month ago

Had the whole family together for a few days and had a great time together! The house worked very well for the 20 of us. We had plenty of bedrooms, bathrooms and space. The kitchen and dining area accommodated us well. We had a great time with a foosball tournament in the basement! Thanks so much!!

An aerial view of the resort grounds displays the outdoor pool alongside tennis and basketball courts. Lush greenery surrounds the area, with various accommodations visible. Ample parking is available, and the clubhouse can be seen in the background, providing access to onsite amenities.

5 out of 5 average rating, 196 reviews

*Branson Boho 1*Gated Resort-1stFLR Fully Updated!

AmyRating, 5 stars1 week ago

We loved our 3 night stay! Everything was spotless and just as pictured and described. Andria and I texted a few times really just general texts but she always responds quickly and is very nice. Whenever we are in Branson and needing two bedrooms/2 baths, this will certainly be our number one place to stay!

4.97 out of 5 average rating, 112 reviews

An inviting outdoor space features a circular firepit surrounded by comfortable Adirondack chairs. A paved pathway leads to the deck of the bungalow, where string lights illuminate the area. A fully fenced yard provides a sense of privacy and comfort.

Home in Branson

Dwtwn Boho Bungalow|Walk 2 Lndng, Main St.|Firepit

DanaRating, 5 stars1 month ago

Great host! Our family including pet had an amazing stay. We had everything we needed, host was very responsive and helpful, we loved the location. This very lovely home fit the needs of our family of four. Everything was clean, orderly, and well maintained. Easy check-in and checkout. Would re-book here for sure!

An indoor swimming pool is enclosed by large glass panels, allowing natural light to illuminate the space. The pool features clear blue water and built-in steps leading into it. The atmosphere is spacious and clean, complemented by a sleek design and a view of the surrounding area.

4.98 out of 5 average rating, 183 reviews

Uniquely Designed Condo Steps Away from Pool!

KimRating, 5 stars1 week ago

What a beautiful, comfortable place! The location is incredible with a pool and restaurant within walking distance. Gorgeous views from a private deck, spacious living area, stocked kitchen and comfortable bedrooms — all with contemporary decor make this place a perfect spot! The extensive list of recommendations was so helpful! Hope to return for another outstanding stay!

4.97 out of 5 average rating, 105 reviews

Branson Oasis - Perfect Location and Development

BrunoRating, 5 stars1 month ago

Kyle’s beautiful home is in a great location. The size ( five bedrooms and five and one half bathrooms) was perfect for our extended family. Our eight teenagers enjoyed the game room , pickleball and the indoor pool just a few feet from the back porch. Kyle is a very responsive and accommodating host.

4.91 out of 5 average rating, 224 reviews

Foggy Bay Hideaway Perfect Summer Getaway

KimRating, 5 stars1 week ago

Greg was an excellent and flexible host. His manager, Brenda, was able to accommodate my family of six for a last minute stay including my request for an expedited check-in. The house was spacious, clean, and pretty, and fun to stay in. The location was perfect for our needs. We would definitely stay there again.

4.97 out of 5 average rating, 110 reviews

Condo in Hollister

Sunset Escape

DeanneRating, 5 stars3 days ago

Wow! Tammy’s condo was beautifully decorated and very clean! As soon as we stepped inside we felt welcomed! Loved all of the special touches, such as the hand written note and goodie basket when we arrived. We ate all of our meals on the balcony with the amazing view, great conversations and many smiles and laughs! Can’t wait to go back! If you are thinking about booking this condo…do it!

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Popular amenities for Oakland vacation rentals

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Pool

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Other great vacation rentals in Oakland

A spacious living area features a large stone fireplace, surrounded by comfortable leather seating. A coffee table sits at the center on a patterned area rug. Natural light enters through a nearby window, complementing the rustic artwork displayed on the wall.

4.94 out of 5 average rating, 34 reviews

Gray Wolf Lodge-Private Saltwater Pool, Hot Tub

NicoleRating, 5 stars1 month ago

Our stay at Gray Wolf Lodge was awesome!! The house was absolutely beautiful! We stayed over spring break during a cold snap so we are already planning to come back when its warm outside and we can enjoy the pool! We had a large group (15 people) and everyone felt like they had their own, comfortable space. Jeff was a very resposive host and was wonderful to rent from! There was an issue with the hot tub warming up and he sent someone out to fix it right away so we were able to enjoy it. Highly recommend staying at the Gray Wolf Lodge! Thanks for everything Jeff!

An indoor swimming pool is shown within a spacious, well-lit area. Large windows allow natural light to fill the space, with seating areas visible along the sides. The pool features clear water and is flanked by safety rails and an accessible entry point.

4.97 out of 5 average rating, 37 reviews

Pointe Royale Walk In Condo Near Golf/Pools 2BR2BA

LisaRating, 5 stars2 weeks ago

Lindsey’s place was the perfect getaway my husband and I loved it. Beautiful surroundings! Just a lovely condo! Would highly recommend.

Superhost

The kitchen is equipped with stainless steel appliances including a refrigerator and oven. Wooden cabinets offer ample storage, while a large countertop provides space for food preparation. A sink is positioned near a window, allowing natural light to illuminate the area.

Home in Branson

4.77 out of 5 average rating, 65 reviews

Walk to The Strip: Family-Friendly Branson Home

KimberlyRating, 5 stars5 months ago

Very nice home, setup was great. Clean, informative and comfortable.

The master bedroom features a spacious king bed with quality bedding and a decorative throw. Large windows offer natural light, and a ceiling fan enhances airflow. A doorway leads to the adjacent living area, while soft furnishings provide a cozy atmosphere.

4.94 out of 5 average rating, 118 reviews

Newly renovated, 2bd/2ba condo w/ king beds.

DanaeRating, 5 stars2 weeks ago

The pictures did not do this property justice. It was very spacious and also very private. It was close to everywhere that we needed to go. It was also spotless! I would book again if in the area!

Superhost

A red, two-story mill building is positioned beside a gently flowing stream. A small waterfall cascades over rocks, surrounded by lush greenery. The building features a large wheel and a porch with a railing, set against a backdrop of towering trees.

Home in Willow Springs

4.81 out of 5 average rating, 26 reviews

Escape to nature

AnnaRating, 5 stars1 month ago

This place is so close to the family we go here to visit and it's private. plenty of room for our big family. Great experience checking in and out and we will book with her again!

The kitchen area is designed with modern white cabinetry and a marble countertop, featuring stainless steel appliances. A dining space includes two wooden stools. Natural light floods the room from large windows, enhancing the open layout that flows to a cozy living area with orange accents.

4.95 out of 5 average rating, 102 reviews

Branson getaway in Golf Resort

DonnaRating, 5 stars1 month ago

We had a wonderful stay! It was very clean something that is most important. It felt safe and private.

5 out of 5 average rating, 8 reviews

Farm stay in Jasper

Billy Goats Gruff/ Mountainside Hobby Farm

MichaelRating, 5 stars1 month ago

Our stay at Billy Goats Gruff in Jasper was nothing short of perfect! Nicole has thought of every detail to make it feel like a true home away from home. The property was a delight, with friendly dogs, goats, and chickens that quickly became part of the family. We loved exploring the grounds and had so much fun splashing around in the creek. Its location was ideal, offering easy access to hiking trails and outdoor adventures that our whole family enjoyed. Highly recommend for anyone looking for a cozy, nature-filled getaway!