
Cottage vacation rentals in Pine Ridge
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Pine Ridge
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Pine Ridge cottage rentals
Cottage rentals with a hot tub

Serene Maravillosa Casita!
Corinna is very friendly and outgoing. She is more than happy to recommend activities and restaurants. She has thought of everything that someone would need or want and then goes ABOVE that. (I LOVED the heated toilet seat!) Everything is as represented in the pics and is in pristine condition. We were here for 4 nights during a get-away to see the area and visit with an elderly uncle. We enjoyed the hot tub and took the paddleboat out. I wish we would have stayed longer to have more time to enjoy hanging out at the house. I hope to come back to La Casita soon.

Cottage 2bds, slps4, kitchenette, laundry, hot tub
2nd visit and just as good as the 1st visit. Very well appointed, with everything needed for a nice visit. Animals on farm are just a bonus for hours of enjoyment.

Hilltop Golf Course Cottage in The Villages!

Deck & Hot Tub: Lakeside Retreat in Inverness!
Pet-friendly cottage rentals

Charming, peaceful farm cottage + horse boarding
As a horse person - I figured I would really enjoy staying at a horse farm. Some may think a horse farm cottage would be too rustic or smell like horses… not this place! Absolutely gorgeous interior design with everything that I would need for my stay. Very clean & comfy! The kitchen is nicer than the one I have in my house and I was really sad that I had to leave. The views of the horses in their paddocks really added to my love for this property. I whole heartedly recommend this cottage for horse & non-horse lovers 😊😊😊

Adorable cottage with fully fenced yard
Cute small house in convenient location for WEC and HITS. Great kitchen and comfortable living room/bedroom. The neighborhood is definitely developing (didn’t feel incredibly comfortable coming back in the dark), but that is typical for Ocala outside the gated communities. Overall a great stay and listing is on point!

Horse Country Cottage. Private 3/2 home.
Kristina and Beth, who managed the property, were the kindest and most pleasant hosts. They made us feel right at home and let us wander around the property anytime we liked. The horses, cows, chickens, and especially the dogs, were so much fun. We could interact with them as little or as much as we preferred. The cottage was well equipped and very clean. We had a fabulous time! It was a great peaceful getaway and we can't wait to come back! One of our favorite Airbnb stays ever!

Screened Lanai /Clear Kayak / Waterfront / Fire Pi
We had an amazing stay at this Airbnb! The home was clean and exactly as listed, making us feel right at home. One of the highlights was kayaking with the manatees; we even saw baby manatees and lots of other wildlife. The location felt private yet was conveniently close to grocery stores and restaurants, which was perfect. Check-in was a breeze, and we enjoyed easy day trips to Tarpon Springs, Honeymoon Island for shelling, Dunedin and Tampa. Weeki wachee state park was just down the street and a fun visit. This place is great for families with young kids, as we appreciated the security measures in place to keep the little ones safe. Highly recommend this Airbnb to anyone looking for a relaxing and enjoyable stay!

(Waterfront) Charming Lakefront Cottage
Our 2nd one month stay at this lovely cottage. It's an excellent location on a channel to access Lake Henderson. Perfect for bass fishing. The home is clean and comfortable. It's spacious and was perfect for 2 couples. The kitchen is organized and well stocked . We enjoyed the patio, particularly the newly installed gazebo which provided shade during sunny days. The view from the patio is relaxing and perfect for sunrises. Home is located in a very quiet neighborhood. It's an easy 3 mile ride down 44 sidewalk to get to the Withlachoochee Bike Trail. Spent many hours fishing. Every Monday we'd make the the 45 minute drive to the Webster Flea Market (excellent stop for produce) then stop for lunch at Big Bass Grill on Lake Panasoffkee. Easy drive to Winn Dixie. Would absoulutely stay again,

Mini Farm House near the rivers and beach
Cozy and comfortable home. We would definitely stay again when we’re in the area. Thank you Melinda and team

Ozello Keys Cottage on Crystal Bay
Beautiful view from the porch, which is where we had coffee each morning. Loved seeing all the birds and the fish jumping. At night, fire flies! Neighbors were friendly. Our doggies loved the boat ramp at high tide. We had a lovely peaceful stay which is what we were after. Had a great dinner at Pecks Old Port Cove. The cottage was comfy and well stocked.

Peaceful Chic Cottage Mini Farm Near The Villages
Fantastic stay! This tiny farmhouse was spotless, stylish, and comfortable. The space was stocked with essentials, the host was warm and accommodating, and the peaceful setting made it easy to relax. Highly recommend!
Private cottage rentals

Let’s Live Now Canal Cottage: Kayaks, Dock, Bikes
Shannon’s place was so cozy!! It was so clean and decorated so well. The location was close to restaurants and being right on the canal was so convenient. We were able to paddle Monkey Island. Shannon was a phenomenal host. She made sure we were taken care of and was very responsive. Would definitely stay again.

Cozy Vibes Lake Cottage
Highly recommend the apartment, nice backyard directly at the water. Beautifully renovated bath- and bedrooms. Well-equipped kitchen with everything you need to cook your own meals. Hosts were reachable and very supportive. Perfect for a weekend-escape into the green!

Tranquil Waterfront Cottage on Lake Rousseau 3bdrm
This was perfect for my best friends and I to have an awesome weekend reunion. I moved out of the area over a year ago and it was a perfect spot to spend time with those I love and miss the most. We had gone to the dam (recreation area less than a mile away) when we were kids and it was really neat to visit it again more than 20 years later. The beautiful view from the backyard was incredible and the sunsets looked more like paintings than pictures. Our gracious hosts were accommodating for my dogs, which was a necessity. The grill was in great shape, the beds were comfortable, and there’s a big tub in the master bathroom that the youngest child was ecstatic for. The tv met everyone’s needs and the WiFi was decent. If it’s available for our next reunion, then it will become a tradition. Thank you for lending us your home for this unforgettable weekend of gingerbread houses, fishing, Christmas movies, good music, and cooking great food with friends and family!

Peaceful Lakeside Cottage for Tennis Enthusiasts!
This was a home run. My wife and I needed to get away from the stress of everyday life, suburbia and just see a different landscape. This checked ALL of the boxes and then some. When we talk retirement, this is what we want.

PARADISE POINT on Weeki Wachee (Boat Welcome)
Amazing and peaceful. This was exactly what I and my kids (6 and 14) needed for a weekend trip! I would highly recommend and would book again if coming to the area without hesitation.

Spotted Dance Ranch
It was a great time. The hosts were very nice and on top of everything. Very peaceful! I’d stay again anytime.

The Lakeside River House
Een mooi plekje in een mooie omgeving. Het uitzicht is fantastisch. Aan het terras aan het water heb je de hele dag wat te zien. De kano’s kun je gebruiken en zijn van prima kwaliteit. Wij hebben hier een paar heerlijke dagen gehad.

Serene Spacious 2 BR Florida Lake Cottage
Loved using the Kayaks ! Beautiful area! Visiting family close by , the home had everything we needed to have Thanksgiving!
Destinations to explore
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Seminole Vacation rentals
- Kissimmee Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Panama City Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Gold Coast Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Weeki Wachee Springs
- Rainbow Springs State Park
- Plantation Inn and Golf Resort
- Manatee Springs State Park
- Fort Island Beach
- Paynes Prairie Preserve State Park
- Black Diamond Ranch
- Florida Museum of Natural History
- Weeki Wachee Springs State Park
- Ocala National Golf Club
- World Woods Golf Club
- Clerbrook Golf & RV Resort
- Arlington Ridge Golf Club
- Ocala Golf Club
- Depot Park
- Bird Creek Beach
- Citrus Springs Golf & Country Club
- Homosassa Springs Wildlife State Park
- The Preserve Golf Club
- Crystal River Archaeological State Park
- Lake Griffin State Park
- Werner-Boyce Salt Springs State Park