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Vacation rentals in Wellington

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Top-rated vacation rentals in Wellington

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
An expansive wooden deck is illuminated by soft lighting strung along the railing, providing a warm glow against the twilight sky. Multiple seating options are arranged around the deck, including several chairs and a table, surrounded by trees that create a serene outdoor atmosphere.
Cabin in Wellington
4.91 out of 5 average rating, 75 reviews

Robins Nest: Cozy Escape by RRG & Cave Run Lake

Escape to Robins Nest, a cozy A-frame nestled in Daniel Boone National Forest near Cave Run Lake. Whether seeking serenity or adventure, this cabin is your ideal escape! Sip coffee on the private back deck, enjoy sunrise views over open fields, and unwind by the firepit under star-filled sky. Just 3 miles from the lake for kayaking, swimming, fishing and more. Explore 30+ hiking trails within 20 miles and 170+ trails within 30. A perfect mix of peaceful retreat and outdoor adventure awaits.

Top guest favorite
Home in Wellington
5 out of 5 average rating, 22 reviews

Home Away From Home Escape at Cave Run Lake

Fully remodeled & designed w/new furnishings: blackout blinds, 2 workstations, fast WiFi, and 2 Roku TVs. Enjoy 3 outdoor spaces, fire pit, & dining areas on 1.5 private acres. Fully stocked kitchen (Keurig, air fryer, blender & more). Games, books, DVDs & essentials incl. Ample parking + boat trailer pull-through. Minutes to the lake, marina, trails, and Red River Gorge. 5 min from a convenience store. Perfect for lake days, hiking, or remote work. Quiet, private 1-mile road for a true escape.

Top guest favorite
Cabin in Wellington
4.95 out of 5 average rating, 175 reviews

Private Cabin•2 acres•RRG•Nada Tunnel•Sheltowee

This charming 2bed, 1bath cabin is situated among the trees on 2 private acres offering the perfect blend of seclusion, comfort and relaxation. Whether you're seeking a peaceful getaway, romantic weekend, an outdoor hiking adventure, lake day, or a cozy base for attending a wedding ;‘Simmer Down’ is the place to be. This eclectic retreat is situated near Red River Gorge and the vast Daniel Boone Forest. Enjoy Murder Branch Trail, Sheltowee Trace, Devils Market House Arch & Broke Leg Falls

Guest favorite
Cabin in Wellington
5 out of 5 average rating, 32 reviews

Cave Run Escape

6 minutes to Long Bow Marina! This cabin in the woods is perfect for your next fishing trip, family getaway, or time away from it all. Relax with the whole family in the peaceful Daniel Boone National Forest. Features 5 beds, comfortably sleeps 6, lots of space to explore on the property. 2 minutes to convenience store 25 minutes from I-64 and Morehead, KY 15 minutes to Broke Leg Falls This is a Fishermans delight with space to park up to 2 boat trailers & an outdoor fish cleaning station.

Guest favorite
Cabin in Wellington
5 out of 5 average rating, 30 reviews

New Romantic Adults Only Covered Hot Tub w/TV & FP

Welcome to **Jasper at Hemlock Reserve — The Green Jasper Jewel.** This romantic cabin was designed for couples to relax and reconnect. The master suite features a spa-style bath with a freestanding soaking tub beneath a chandelier. Ten-foot bifold doors open fully to a covered deck where you can enjoy the hot tub, outdoor TV, and fireplace rain or shine. Nestled in the woods between Red River Gorge & Cave Run, Hemlock & Jasper offer a peaceful place to slow down and enjoy time together.

Top guest favorite
Cabin in Rogers
4.96 out of 5 average rating, 142 reviews

The Turtle • Pet friendly • Hot Tub • Romantic

The Turtle is a modern A-frame cabin with a private hot tub near Red River Gorge and Natural Bridge. Decorated with original folk art by Wolfe County artists, it offers forest views, an outdoor TV, fast Wi-Fi, and cozy comfort. Peaceful, pet-friendly, and close to hiking, climbing, and scenic trails, this secluded yet convenient getaway is perfect for couples or friends seeking a romantic or adventurous escape. The Turtle blends art, music, and nature into a relaxing Kentucky retreat.

Top guest favorite
A modern black house is set on a rocky landscape, surrounded by lush greenery. A wooden post carved with bear figures adds natural charm. Large windows invite light into the home, enhancing the connection between indoor and outdoor spaces.
Cabin in Wellington
4.99 out of 5 average rating, 168 reviews

Luxury Cliffside Hammock House

Escape to a modern luxury hammock oasis: with cozy indoor & outdoor loft-net hammocks, memory foam beds with MyPillow pillows for supreme comfort, and MyPillow towels enhancing the spa-like bathrooms featuring rainfall showers and body jets. Adventure awaits with a private trail into Daniel Boone National Forest, a hot tub, and a pool table. This space isn't just a stay but an experience, designed for those seeking luxury, comfort, and a touch of adventure. Not Suitable for children.

Top guest favorite
A hot tub is positioned on a covered deck, overlooking lush green hills and treetops. The water is bubbling, inviting relaxation while the natural landscape offers a serene backdrop. Sunlight filters through the trees, creating a peaceful ambiance.
Cabin in Frenchburg
5 out of 5 average rating, 136 reviews

The Bluff on Amos Amazing Views!

This unique place has a style all its own. Centrally located between Red River Gorge and Cave Run Lake. Enjoy a hike at the gorge or a day at the lake. Come back enjoy soaking in the hot tub and take in the views!!! This spacious one bedroom one bath with tub/ shower is the perfect place for a getaway. It is equipped with full size appliances and everything you need to prepare a meal. The outdoor fire pit and charcoal grill are perfect for any outdoor cooking and relaxing!!!

Top guest favorite
The rustic black cabin features a steeply pitched roof and is surrounded by greenery. A simple pathway leads to the entrance, with a deck visible on one side. Neatly trimmed bushes and trees enhance the outdoor space, providing a sense of privacy.
Cabin in Wellington
4.9 out of 5 average rating, 180 reviews

Cheerful 3 Bed Cabin Firepit Hot Tub Cave Run Lake

Welcome to Black Bear Cabin. Overlooking the beautiful Daniel Boone National Forest and very close to Cave Run Lake and many popular hiking trails This is our families home away from home. We love this spacious and peaceful getaway and hope you do as well. This Cabin is a Rustic 3 Bedroom w/ Loft Area. It has 2 full bathrooms. Our kitchen is fully equipped for cooking meals. On the deck is a relaxing hot tub and grill. In the yard is a firepit with adirondack chairs.

Guest favorite
Cabin in Frenchburg
4.91 out of 5 average rating, 251 reviews

Tall Stüga at Lush Hollow

Welcome to Tall Stüga! Our incredibly modern, Scandinavian-themed cabin! You're located on the Sheltowee Trace, minutes from Cave Run Lake and only 25 country miles from Red River Gorge making it the perfect place to escape and wake up amongst trees or spend a weekend w/friends! There is public access to hiking trails, boat docks, horse camps, local golf course, parks & more. Plus, you'll be close to numerous quaint little towns, state forests, antique stores & local markets.

Top guest favorite
Cabin in Wellington
4.97 out of 5 average rating, 36 reviews

Eagle’s Landing Cabin by Cave Run Lake

Relax and unwind at Eagle’s Landing, a peaceful A-frame cabin just minutes from Cave Run Lake. Nestled on Shady Lane, this retreat features a hot tub, warm wood interiors, porch swings for lazy afternoons, and a large back deck where you can soak in nature and star-filled skies. Whether fishing, hiking, boating, or simply recharging, Eagle’s Landing blends rustic charm with modern comforts—including an automated backup generator—for the ultimate escape in tranquility.

Top guest favorite
Home in Wellington
4.99 out of 5 average rating, 100 reviews

Romantic Cabin with Waterfall & Treehouse

Romantic retreat in the heart of Daniel Boone National Forest, located on 2 acres of private woods. The Waterfall Haven cabin has a gorgeous waterfall that can be heard and viewed from the back deck (during seasons of rain).The cabin is situated only 4 miles away from gorgeous Cave Run Lake and 40 minutes from Red River Gorge, KY. Enjoy the cozy 2 bedroom/ 1 bath with a spacious downstairs living room for movie night in front of the gas fireplace.

Popular amenities for Wellington vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Wellington

Guest favorite
Home in Wellington
4.91 out of 5 average rating, 33 reviews

House near Cave Run Lake and Red River Gorge.

Guest favorite
Cabin in Wellington
4.93 out of 5 average rating, 28 reviews

Luxe A-Frame: 5 Mins to Cave Run Lake close to RRG

Guest favorite
A cabin entrance is seen from the front, featuring a covered porch with two blue chairs and a small table. Flower beds with colorful blooms surround the steps, while a welcoming sign is affixed to the wooden exterior. Lush greenery frames the scene, enhancing the tranquil setting.
Cabin in Wellington
4.94 out of 5 average rating, 51 reviews

Stillwater Cabin: Cave Run Lake | Red River Gorge

Top guest favorite
The exterior of an A-frame cabin showcases a sloped metal roof and a welcoming entrance. A porch with rocking chairs invites relaxation, while a picnic table and grill are nearby. Surrounding trees enhance the secluded atmosphere, with a glimpse of the lake visible in the background.
Cabin in Menifee County
5 out of 5 average rating, 38 reviews

Getaway Cabin w/Lake & Cliff Views/Red River Gorge

Top guest favorite
Cabin in Wellington
4.96 out of 5 average rating, 48 reviews

Green Acre Cabin

Top guest favorite
The cabin is framed by flowering trees, showcasing a rustic exterior with a brown facade and a metal roof. A spacious front porch and balcony provide outdoor space, while a grassy area leads down the gentle slope of the property, enhancing the serene natural setting.
Cabin in Wellington
5 out of 5 average rating, 45 reviews

Pet-Friendly Cozy Cabin | Near RRG, DBNF, Cave Run

Top guest favorite
Cabin in Campton
5 out of 5 average rating, 56 reviews

Blue Cedar Skydeck - Rooftop Golf, Sauna, Hot Tub

Top guest favorite
A rustic cabin exterior is featured, showcasing a combination of log and stone construction. A porch with wooden posts provides seating on two chairs. Flowering plants add color and charm to the grassy landscape, while trees and foliage surround the property for a natural, secluded setting.
Cabin in Menifee County
5 out of 5 average rating, 48 reviews

Red Bird Log Cabin

Frequently Asked Questions

  • What are the best places to stay in Wellington?

    Wellington has cozy cabins, family homes, and retreats nestled near the Daniel Boone National Forest. Staying close to outdoor recreation areas is often suggested for easy access to hiking and nature.

  • What are the best things to do in Wellington with kids?

    Kids often enjoy exploring nature trails, fishing at local lakes, or participating in hands-on craft workshops. Parks and outdoor spaces in Wellington create opportunities for learning and play.

  • What are some of the best things to do in Wellington?

    Explore natural trails in the Daniel Boone National Forest, visit lakes for fishing or picnicking, and try locally rooted arts and crafts workshops. Outdoor recreation and small-town culture sit side by side in Wellington.

  • How is the weather in Wellington?

    Wellington has cool winters around 28–44°F (-3–7°C), warming to 65–85°F (19–29°C) in summer, with consistent rainfall throughout the year. Spring and fall bring mild temperatures and are often favored for outdoor adventures.

  • When is the best time to visit Wellington?

    Late spring and early autumn are often recommended for comfortable temperatures and vibrant natural scenery. These seasons also coincide with community events and outdoor festivals in Wellington.

  • What are the best places to visit in Wellington?

    Explore the Daniel Boone National Forest, wander tranquil lakeside spots, and visit local craft studios reflecting Appalachian heritage. These sites are frequently suggested for experiencing Wellington’s nature and culture.

  • What are some hiking trails in Wellington?

    Wellington has several hiking trails through Daniel Boone National Forest, featuring woodland paths, scenic overlooks, and areas rich in native flora. Trails around lakes and mountainous terrain are frequently appreciated by visitors.

  • What are some family activities we can do in Wellington?

    Families often enjoy hiking easy nature trails, picnicking at scenic spots, and visiting interactive craft studios. Outdoor adventure and small community activities are frequently suggested in Wellington.

  • What are some of the best day trip ideas from Wellington?

    Explore Red River Gorge’s geological features, visit mountain villages with Appalachian heritage, or wander peaceful waterfalls and forests nearby. Outdoor experiences and regional crafts enrich day trips from Wellington.

  • Are there any pet friendly accommodations available in Wellington?

    Wellington has pet-friendly rentals, including cabins and private homes near outdoor recreation areas. Local hosts frequently provide amenities for guests traveling with pets.

  • What are some local tips for visiting Wellington?

    Try local eateries for Appalachian flavors, check for seasonal trails and wildlife, and start hikes early to enjoy quiet mornings. Engage with community events and craft markets to connect with Wellington’s traditions.

  • What is Wellington known for?

    Wellington is known for its connection to the Daniel Boone National Forest, Appalachian culture, and outdoor activities like hiking and fishing. Local arts and crafts as well as community gatherings shape the area’s identity.

  • What are the best hidden gems to explore in Wellington?

    Wellington has peaceful nature reserves, family-owned antique shops, and quiet lakeside spots that are often appreciated for their tranquility. Wandering woodland paths and discovering lesser-known viewpoints can create memorable moments.

  • What are the best foods to try in Wellington?

    Wellington has Appalachian-inspired dishes, including locally raised meats, hearty stews, and cornbread. Seasonal produce, wild mushrooms, and classic Southern pies are frequently suggested by residents. Travelers often find family-run diners and barbecue joints around town.

  • What should I bring for a trip to Wellington?

    Pack hiking shoes, layered clothing for changing weather, insect repellent, and a reusable water bottle for outdoor exploring. A camera or binoculars can be useful for spotting wildlife and scenic views in Wellington.

  • What is the nightlife in Wellington like?

    Nightlife in Wellington is typically relaxed, with casual eateries, occasional live music at community venues, and social spaces for conversation. Expect a laid-back, friendly atmosphere rooted in local traditions.

  • What are the most popular events or festivals in Wellington?

    Wellington and the surrounding area often highlight outdoor festivals in late spring and summer, featuring live music, local crafts, and traditional food stalls. Community gatherings, bluegrass music events, and holiday celebrations are frequently suggested for visitors.

  • Are there family friendly vacation rentals in Wellington?

    Wellington has family-friendly rentals, including spacious cabins and homes near nature trails. Hosts in the area frequently provide amenities like outdoor play areas and easy access to recreation.