Villa holiday rentals in Plainview

Luxury Private Estate with 6 Bedrooms in Leesburg

luxury Private Estate in Leesburg. Perfect for family fun near wineries & breweries! with 6Bedrooms, huge owners suite & lux bath w/heated floors, soaking tub. The primary suite has a private living room that leads to a balcony. Huge open kitchen with high-end appliances, double wall-oven, oversized island, granite counters, skylights, heated floors, new sunroom, Bluetooth ceiling speakers. Covered Porch with Brand New Hot Tub. Beautiful outdoors with firepit under the stars. Welcome to Harmony.

Location · Family · Layout

Private Lakefront | POOL TABLE | Fishing | HOT TUB

This Spanish inspired LAKEFRONT VILLA has been featured in multiple publications to highlight its one-of-a-kind architectural design. Enjoy morning coffee from the HOT TUB in the patio overlooking the fully stocked PRIVATE POND & FOUNTAIN, perfect for FISHING with a Lake Hefner backdrop. Featuring THREE master bedrooms, the 24' Cathedral style ceilings provide the perfect setting for any entertainer's dream. With beautiful views of Lake Hefner, you’ll savor every sunset with this OKC treasure!

Family · Location · Barbecue

🦌 Deer Hill a LR Country Estate Est. In 1938 🫶🏼

Once upon a time there was a home situated on the Perryville Hwy far far away from the hustle & bustle of big city living. 86 years later it's now a hidden gem in the middle of everything LR has to offer. Don't overpack, you'll find it loaded not only with flair & jaw dropping features but also stacked with amenities not found at most rentals. Making Deer Hill "the spot" for family & friend gatherings!! Welcome to Deer Hill our old family home, where you'll want to come back time and again!

Value · Family · Hot tub

Mill Road Farmhouse: Restored with Beautiful Pool.

The Mill Road Farmhouse is a destination in and of itself. Immaculately restored inside and out, this home is a true retreat in the middle of Amish Country. We have a feeling you will be spending all of your time relaxing by pool and hot tub during the warmer months (or maybe grilling up a feast in the brand new outdoor kitchen area) and curled up next to one of the four indoor fireplaces during the winter months. And then of course end each day star-gazing while sitting around the campfire.

Family · Location · Air conditioning

A Cozy Retreat on No. 5

Across from the Harness Track and an easy walk to the main clubhouse at Pinehurst sits our villa on the 2nd hole of the Ellis Maples designed Pinehurst No. 5. Our newly renovated 2nd floor unit has 3 bedrooms, 2 bathrooms and and open floor plan. With seating for 8 and 5 beds, you can bring the whole family comfortably. Cook dinner in the kitchen equipped with new stainless and enjoy a glass of wine out of the cooler. This unit has two porches, and both are great for your morning coffee.

Value · Family · Backyard

Book the Lodge-Pool-hot tub 4 king,14 bed, dine 24

Family & Group-Friendly Escape-5BR lodge on 9 secluded, park like acres w/ pool, hot tub, fireplaces, gourmet kitchen, & dining & sleeping for 22. 4 king beds, billiards, darts, games, & more. Walk to trails, drive 5 min to Medicine Park & Old Fort Sill. Great for reunions, nature lovers, & family fun. Pets welcome w/ fee. Priced # of guests. > 30 people venue fees apply - Event 1 $1,500, Event 2 +$500: tables, chairs, linens, etc. Barn, Air Stream, 2 night rental required for events.

Value · Location · Decor

Luxury Home • MTN Views • Pool Table • Chefs Kitchen • Fire Pit

Luxury hilltop retreat with hot-tub and crackling fire-pit. 3 King Suites, 1 Queen Bedroom, 1 Queen Futon, Chef’s kitchen, sleeping 10. Families love the pool table, board games and sprawling backyard for kids to explore. High Chair and PackNPlay are ready for your little ones! Minutes from hiking and local dining—return home for sunset s’mores round the fire. Book now to secure your dates! Chimney Rock and Chimney Rock State Park are OPEN! The lake will be open again in May of 2026!

Family · Value · Comfort

Whispering Pines Retreat by Private Lake/ Villa #1

Whispering Pines Retreat #1 This stylish villa is Located 1/2 mile from SR 30. Overlooking a large pond with a swim area and beach. A massive 2 person shower and a hot tub are only a few of the things you will love about this Retreat. This listing is for Villa and lake #1 and is what you are seeing in the photos. There is another Villa and Lake #2 on the same property. If you want to book both on the same days you can do so by going to my profile and finding the other listing there.

Value · Family · Access

Walk to the Beach! PingPong-Fenced Yard-N64-Bikes!

Escape to the Blue House, a pet-friendly retreat just 6-mins to the beach. - Full kitchen and charcoal grill - Coffee bar (k-cups, espresso, coffee grinder, french press, and pour over) - Fully fenced patio with a fire pit and ping pong - Outdoor shower - 5 Bikes - Northside Park - 2 min walk away - N64 - 48W EV charger - Record player - Pet ramp Sleep 10 (8 Adults 2 Children) in our 3 bedrooms - 1 king, 1 queen, 1 full over full bunk bed, and full sofa bed. NOT POSTED ON C.LIST

Location · Value · Barbecue

Copperfield - Unit 1 - 5 Bed/4 Bath

Come stay at one of the coolest vacation rentals in South Central Illinois. Originally built in 1918 by a member of the Kohl family, this building has been a focal point of downtown Centralia ever since. The property features old world architecture, with its solid brick structure and rich woodwork, and spectacular courtyard. Newly remodeled with a fresh look and an old world feel, it is a comfortable place for friends and families to stay. This is the main unit of 2 in the building.

Value · Family · Backyard

HUGE Luxurious Villa for 20 ppl+Firepit | Events

Bring the whole family to Charlotte's Luxurious Farmhouse Villa that boasts over 3500 sq. ft. of room for fun and relaxation. Perfect for family retreats, church retreats, corporate events, small events or family vacations. Our home features 3 master en-suites, and 4 additional sleeping areas for a total of 20 guests! Enjoy the cozy and modern black and white farmhouse decor in the common areas. Plenty of seating and space for everyone whether you are hanging out indoors or out!

Value · Location · Check-in

Red River Gorge. Indoor Pool. Game room. Pets.

Nestled in the quiet town of Stanton, Kentucky; 10-15 minutes away from all that Red River Gorge has to offer. 45 min to Lexington. Our house is whimsical and spacious. Perfect for families! We have a huge kitchen to cook a meal and relax by the fire pit in our private courtyard that overlooks the mountains. Also our Private pool is available March-Nov. Pet friendly (3 pet max) with a fully fenced in back yard. Please add pets to the reservation and pay the pet fee.

Value · Family · Parking