Holiday rentals in Monkey Island

4.93 out of 5 average rating, 212 reviews

Cabin in Jay

The Wilderness Homestead Cave-HotTub-Hiking

Escape to our Wilderness Homestead Romance Retreat in the Oklahoma Ozarks where adventure meets luxury. A cave that transforms into a magical haven at night, adorned w/soft lights and featuring a table for two. Indulge in the hot tub oasis, complete with warm towels, aromatherapy, and floating candles. Roast marshmallows at the outdoor fire pit, or take a hike on our hiking trail. Seasonal BOW hunting permitted.Welcoming 420 enthusiasts our pet-friendly retreat promises an unforgettable getaway!

Top guest favourite

Apartment in Afton

5 out of 5 average rating, 22 reviews

Golfers Paradise - TeeTime Hideaway

Take it easy at this unique and tranquil getaway. Less work and more golf is our motto here at Tee Time Hideaway. Nestled in the greens of Shangri La Golf located on Monkey Island you will enjoy this 1 bed, 1 bath condo uniquely decorated to be a Golfers Retreat in Shangri La Country Estates. Enjoy your central location just 1/4 mile from The Summit for your daily dose of iron. Furnished with a king size bed in the bedroom and a Queen size futon in the living room. Go long or go home!

Top guest favourite

Cottage in Eucha

4.99 out of 5 average rating, 127 reviews

Private Spring Fed Reservoir w/paddle boat

Off the beaten path, approximately one mile down a bumpy dirty road you will find a hidden gem. At the edge of the Ozarks in the heart of green country is a small cottage located on a beautiful one acre spring feed pond. You can see the spring gushing out of the hillside. Our cottage is small, cozy, and very relaxing. Whether you are kicking back watching the tube or paddling around the pond you will feel right at home and may not want to leave. Paddle boat, 4 paddle boards and 2 kayaks included

4.84 out of 5 average rating, 101 reviews

Calhoun lakehouse on Monkey Island w/Golf Cart opt

Come relax at this peaceful, cozy lakehouse in the heart of Monkey Island. Golf cart available to rent. Kayaks available to use at no addtl cost. Launch your boat across the street at the private ramp & take advantage of the opportunity to fish in "The Crappie Capitol of the World" Golfers, the award winning Shangri la golf course & par 3 Battle Field are less than 1 mile away. Welcome small dogs for fee. Enjoy the nearby night life entertainment, restaurants, & golf/walking and cart trails.

4.95 out of 5 average rating, 78 reviews

Twin Retreat Cabin 1: FREE Golf Cart Summer Promo

Welcome to The Twin Retreat: Cabin #1! Come experience a modern, rustic, yet luxury stay in our meticulously furnished cabin! With the private hot tub, stone firepit, kayaks, games and overall cozy furniture, you won't want to leave. If you decide to venture out though, the cabin is perfectly situated just minutes from Shangri La Golf Courses and Resort/Spa, the new Battlefield Par 3 course, the Anchor Activity Center, marinas, dining, casino and much more. We look forward to hosting you soon!

4.96 out of 5 average rating, 182 reviews

Cottage in Afton

Lake waterfront, dock parking, private launch

Lakefront studio cabin in Padley’s Point! This cabin is a full renovation with furnished kitchen but still has that cottage (one big room) charm. The bedroom area has a queen over queen bunk-bed that comfortably sleeps 4, and the couch in the living area is a sofa sleeper (queen size). Property is located 5 feet from a private launching ramp and private dock. Lakeside fun is just steps away! Swimming, fishing, and boating can be enjoyed from your private nautical oasis!

4.88 out of 5 average rating, 104 reviews

The Beach House at Grand Lake

Welcome to the Beach House at Grand Lake. If you are looking to stay at a peaceful location with a private dock (excluding the use of boat slip) and a great view, you've come to the right place. You can relax inside next to a cozy fire or enjoy the outdoors on our private deck. You will have an amazing view inside and outside, of Duck Creek and the main lake. You can enjoy fishing and floating off the dock or just lounging with your feet in the water. Amazing sunrises!

4.96 out of 5 average rating, 56 reviews

Evergreen Cove 1 Cabin Mnky Islnd

Kick back and relax in this simple, modern, rustic space. Enjoy being surrounded by nature and just steps away from the lake. Right down the road from Shangri-La you can enjoy the amenities of the golf course and the Anchor but in the comfort of this cabin space with a full kitchen and hot-tub just installed! This cabin is a single story 1 bedroom 1 bathroom with fireplace and large deck to relax on. Walk towards the lake and enjoy the community fire pit.

4.88 out of 5 average rating, 25 reviews

Place to stay in Afton

The Aurora Aframe @ Selena Vista

Enjoy the lovely setting of this romantic spot in nature. This Aframe is secluded with a beautiful lakefront view. Deer, horses, foxes and an array of birds can be seen from the front porch. Covered porch and stone patio with a fire pit and chiminea are available. Hot tub for two, and outdoor grill are available for cookouts. This is the perfect spot to get away from the city. You will never believe that you are on Grand Lake. The sunsets are incredible.

4.88 out of 5 average rating, 33 reviews

The Lake at 14 Missouri Drive

The Lake at 14 Missouri Drive is just minutes from golf, horseback riding, wine tasting, restaurants, boat dock, and Shangri-la resort. If you're looking for a place to spend your downtime, enjoy some fresh air, and family time this is it! Enjoy board games, arcade, a fully stocked kitchen, and drink your coffee on the back deck while watching squirrels and occasionally deer do their thing . Kick back and relax in this calm, stylish space.

4.94 out of 5 average rating, 148 reviews

Home in Eucha

Spectacular Waterfront Luxury w/dock Grand Lake!!!

Enjoy the wide open lake views!! Either from the comfort of the beautiful living room, while preparing a meal at the kitchen or while enjoying it at dinner, you will have the most astonishing lake views from this beautiful house. On the fall and winter wake up to eagles in flight. This jewel is located at the main lake and close to lakeside restaurants and a marina for boat launching. This beautiful house was just built and is ready!!!

4.88 out of 5 average rating, 60 reviews

Becker's Bungalow Monkey Island

This cozy cabin is located in Port Duncan, the central part of Monkey Island. Flanked by Tera Miranda to the North and Shangri-La to the South, Port Duncan puts you in the center of all the Grand Lake action. Back deck, wraparound porch, fire pit, full backyard fence for your pets, grill, full bathroom upstairs, and bunk beds to sleep all the kids are just a few amenities available to make your stay comfortable and memorable.

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Kick off your hiking boots at these rustic lodgings

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Popular amenities for Monkey Island holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Monkey Island

Home in Cleora

4.8 out of 5 average rating, 86 reviews

Grand Lake Deck View Hideout

LouiseRating, 5 stars2 weeks ago

Lovely quiet property with a lake view from the deck. Property as described.

4.88 out of 5 average rating, 43 reviews

Home in Monkey Island

Treetop cottage

HarmonyRating, 5 stars5 days ago

What a great space for seclusion, peace, and privacy. The neighborhood was great for walking in the evenings. Watching the deer come and go was fun! This location was just a short distance from the seminar at Shangri-La Resort. 5-Star all the way around!

Superhost

5 out of 5 average rating, 4 reviews

Portside Paradise- Relaxing Hot Tub

ErinRating, 5 stars7 months ago

We had a short stay. Great location and just what we needed. Cute little set up!

5 out of 5 average rating, 40 reviews

Luxury Cabin with Hot Tub/Fire Pit/Lake Views 2

MatthewRating, 5 stars1 week ago

My girlfriend and I took the opportunity to stay at this charming modern cabin for the weekend. The cabin was just as advertised, had lots of thoughtful amenities, was clean, and was surrounded by a peaceful lake landscape. We would recommend this place to anyone that wants to get away from the hustle and bustle of everyday life to enjoy an inviting, comfortable little spot with great access to Grand Lake.

5 out of 5 average rating, 8 reviews

Apartment in Afton

Shangri-La Condo Monkey Island

RaulRating, 5 stars19 months ago

Very relaxing and quiet, beautiful location We highly recommend staying at Dave's Place at country Estates on Monkey Island.

4.77 out of 5 average rating, 13 reviews

Monkey Island Waterfront House with Private Dock

TylerRating, 5 stars1 week ago

Would highly recommend staying with Jonathon if you are planning a trip to Grand Lake. Here are a couple of the things that made our stay so great: 1) Plenty of open space in the house which made it great for our large group. 2) Spent lots of time swimming at the dock. 3) Great fishing off the dock. Definitely bring a fishing pole.

5 out of 5 average rating, 18 reviews

#MonkeyIslandHideaway at Grand Lake, Oklahoma

CurtisRating, 5 stars2 months ago

First thing the home was awesome clean spacious, we had a great time even though it rained the whole time. Fishing wasn't good but the home itself made up for that. We will be coming again. Thank You Alicia