Holiday rentals in Pryor

5 out of 5 average rating, 143 reviews

Sunset Cottage

Relax with the whole family at this peaceful cottage retreat. Surrounded by tranquil scenery including front porch views of open pasture land and neighboring horses. Newly renovated 3 bedroom home with large fenced in yard. Plenty of parking Minutes from Tulsa located on the south side of Claremore. Conveniently located with easy access to Route 66 and Will Rogers turnpike. (2 miles). Tulsa Airport -21 minutes Catoosa (Blue Whale) - 10 minutes Owasso - 24 minutes Broken Arrow -20 minutes

Campervan/Motorhome in Chelsea

4.97 out of 5 average rating, 35 reviews

Heartland Unwinder Non- smoking unit 4 mi off Rt66

Enjoy the peaceful setting of this romantic spot in rural northeast Oklahoma. Nestled on family farmland this non-smoking cozy camper provides all the amenities you need to spend a relaxing weekend or mid-week retreat. Stepping away from the schedules of life to reconnect with nature and your family. At the Heartland Unwinder you will enjoy quiet evenings. There are beautiful sunsets, roaming cattle and even distant howling coyotes. Come enjoy the hot tub available under a moonlit starry sky!

4.88 out of 5 average rating, 263 reviews

Guest house in Owasso

French Woods Quarters

Our guesthouse has a very warm, peaceful decor to parallel the nature around it. You will likely see many deer and other wildlife from the huge covered back porch while enjoying a meal cooked in your full kitchen. You will also have access to an attached single-car garage where there is also a washer and dryer available for your use. The pool is left open year round. Whether you need a place to get away and relax or place to call home while you're traveling for work, this is your place!

4.99 out of 5 average rating, 302 reviews

Cottage in Claremore

Cozy Country Cottage

This cozy cottage is set on five acres of scenic countryside just north-east of Tulsa. I designed and built this 480 square foot home for myself and lived in it happily for five years. But, now I’ve moved on to my next project and I’m eager to share this cottage with my guests! The house gets beautiful light, has a very comfortable bed, and is ideal for single travelers and couples. Take a soak in the tub after a long day on the road and feel your cares melt away. Stay a while, relax.

4.98 out of 5 average rating, 54 reviews

Guest suite in Pryor

Welcome to Natures Nest!

Peaceful and private country living that's only minutes away from Oklahoma's largest industrial park. Our 800 square foot Mother-In-Law suite has everything you need to relax like you would in your own home. Come and explore the 20+ acres, go fishing, jogging, kayaking, or just relax on the screened in patio while you sizzle up some steaks on the gas grill. The suite is on the west end of the main home with it's own entrance and is closed off from the main house for your privacy.

4.92 out of 5 average rating, 167 reviews

Tiny home in Pryor

Lake Hudson Tiny House Retreat

Enjoy nightly rates under $100, plus early check-in and late check-out, so you can maximize your time here. Escape to a quaint, newly-remodeled lakeside retreat. Our tiny house is the perfect getaway for an adventurous family of four. Or, a couple, looking for some quiet serenity. Located on the scenic shores of Lake Hudson, it's a wonderful place to unplug and unwind. There's no WiFi. Just kayaking, fishing, boating, swimming, stargazing...and roasting s'mores.

5 out of 5 average rating, 143 reviews

The Pineapple Cottage Just off the Famous Route 66

UPDATE: MAGGIE AND WINSTON are now on the back property! Both are both Tennessee Walking horses. both trained and used for mounted and search and Rescue! OWNER will be on premises at times to feed and clean up after horse! ROMANTIC Getaway! Avid Readers /Writers Retreat! THAT is How Guests are describing the Pineapple Cottage!!! Enjoy and Explore NE Oklahoma and the Famous Route 66 with easy access to everything from this centrally located Cottage.

4.98 out of 5 average rating, 429 reviews

Guest house in Inola

The Music Studio with Instruments

Beautifully sits on the side of a hill overlooking a pond with a pecan grove as the backdrop. Peaceful, quiet, conveniently located just off a main highway * Prepare your food in the kitchen area or cook on the grill * Swing on the front porch or sit on the back porch * Walk among the trees, feed the ducks, pet the donkey, enjoy nature! NOTE: Need something more economical, check out "The Bunkhouse" - same location

4.93 out of 5 average rating, 101 reviews

Claremore Cozy Cottage - Near Downtown

Near Downtown Claremore, Rogers State University and Claremore Lake, the Cozy Cottage provides a tranquil stay located in the heart of Claremore. The Cozy Cottage offers 2 bedrooms, both with TVs and fresh white linens, 1 bathroom, a full kitchen with complimentary coffee, cream and sugar, new washer and dryer, smart TVs, cable and WiFi, Nest thermostat, and door locks - all controlled with Alexa throughout.

5 out of 5 average rating, 100 reviews

Cabin in Pryor

Hot Tub, Fire Pit, Lake Views, King Bed, Kayaks

Discover the charm of Cardinal Cabin, a cozy log cabin nestled in nature with views of Lake Hudson in Pryor, OK. Unwind in the hot tub, gather around the fire pit, prepare meals in the fully-equipped kitchen, or relax with a book by the electric fireplace. This inviting 2-bedroom, 2-bathroom retreat is the perfect place to relax and reconnect with loved ones, offering a peaceful escape for up to 6 guests.

4.98 out of 5 average rating, 196 reviews

Home in Pryor

The Hygge House. No cleaning fee! Free Netflix!

The eclectic decor of the Hygge House is a quaint mix that perfectly blends time honored comforts with the latest in technology. Wrap yourself in a soft velvet-like blanket while you watch t.v., read a book, work, or surf the web with fast, beefy WiFi. Enjoy the quiet of the neighborhood with the assurance that if you need anything, as your hosts, we are just a text or call away.

4.96 out of 5 average rating, 148 reviews

Tiny home in Claremore

Blue Country Bungalow

Enjoy a private bungalow style house in a quiet country setting. Furnished comfortably, this two bedroom tiny bungalow house will be a perfect getaway or stop over as you pass thru Route 66. The master bedroom has a comfy queen bed and large closet. The extra bedroom has a double bed and a dresser. The space is ideal for up to 3 adults or two adults, two children.

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Other great holiday rentals in Pryor

Tiny home in Salina

4.84 out of 5 average rating, 201 reviews

Lakeside Tiny House Country Cabin

FaithRating, 5 stars2 weeks ago

kevin and carol were very attentive and the tiny cabin was everything we needed for a quiet peaceful stay. we will be coming back soon!

5 out of 5 average rating, 12 reviews

Will Rogers Bunkhouse

annRating, 5 stars2 months ago

Lovely, clean, thoughtfully decorated and well-equipped home with a very comfortable bed. Perfect for attending events at the nearby Claremore Expo Center. Restaurant with home-style cooking a short walk away. Americana buffs will enjoy the books and cowboy memorabilia focused on Will Rogers; the stay included two tickets to the Will Rogers museum and memorial next door. First-rate all around.

4.94 out of 5 average rating, 31 reviews

Whimsical Lake House: Fishing, Hiking, Views!

KatrinaRating, 5 stars1 week ago

The views were stunning! The beds were comfortable. Something that was amazing was the clawfoot tub that overlooked the hills and lake in the master suite! Something that meant a lot to me is the fact that it was in the woods, (I hate bugs) and they absolutely spray as the host assured me. A saw a few little bugs, but they were all dead, even the flies! The recliner couch quit working while we were there but the massive TV in the living room made up for it!!! The tv in the master is also massive. The deck is also very nice and kept a great Oklahoma breeze the whole time we were there! The master bedroom is a double door that doesn’t completely seal but it’s on the end of the house by itself so def not a problem. The laundry room is great with an extra toilet! The closet in the master bedroom is so big you could put a pack in play or toddler bed in it, just fyi! You might want to double check with the host to make sure the fire pit has plenty of propane! Great weekend!

5 out of 5 average rating, 13 reviews

Home in Salina

Getaway on the Hudson

KariRating, 5 stars2 weeks ago

We really enjoyed our stay! The view and access to the water was perfect! Our kids loved being able to get up and go fishing right away! The deck is so peaceful and it’s a great spot to just sit and enjoy the surroundings! The inside of the house is very cute and has everything you need! Francesco was so helpful and a great host! The drive in is a little different and the other dwellings around the house are pretty run down, but once you are there you won’t notice it at all! The area is very secluded and points towards the water.

4.91 out of 5 average rating, 23 reviews

Tent in Pryor

Glamping near Rocklahoma

CoreyRating, 5 stars2 weeks ago

My family and our dogs stayed for one night. it was a great overall experience! It was a comfortable and peaceful stay. Lawrence was very friendly and helpful with things to do in the area and anything we needed as far as our stay. we saw the totems, and went to a nice relaxing lake nearby.

5 out of 5 average rating, 9 reviews

Home in Pryor

Pryor Creek Country Home

StephanieRating, 5 stars1 week ago

We absolutely loved this home. The kitchen was beautiful, as was the bedrooms, living room and bathroom. From the fixtures to the furniture, they had thought of everything. We enjoyed the covered porches and saw a deer several time. The gas grill was perfect for outdoor cooking and entertaining. Our dogs loved the fully fenced back yard and spent hours exploring the grounds. They even had dog bowels and designated towels for them. We hated to leave!

4.98 out of 5 average rating, 57 reviews

Guest house in Claremore

Cottage in the Country

BrandynnRating, 5 stars2 days ago

Delightful stay in a peaceful and beautiful setting. Perfect place to let the dogs stretch and a perfect place for us, too. Had everything we needed and Leslie stayed in touch from the start. We felt welcomed and right at home. Thank you, Leslie!