Guesthouse vacation rentals in Winchester

Find and book unique guesthouse rentals on Airbnb

Quick stats about guesthouse rentals in Winchester

Total vacation rentals
Explore 60 vacation rentals in Winchester
Nightly prices starting at
Winchester vacation rentals start at G$8,370 GYD per night before taxes and fees
Verified guest reviews
Over 4,060 verified reviews to help you choose
Pet-friendly vacation rentals
Find 20 rentals that welcome pets
Vacation rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
60 of Winchester vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winchester rentals
4.8 Average rating
Winchester stays are highly rated by guests—averaging 4.8 out of 5!
Nearby attractions
Winchester's top spots, include AREA15, The STRAT Hotel, and Casino & SkyPod

Top-rated guesthouse rentals in Winchester

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

1 of 1 pages1 / 1

Guest favorite

A vibrant sleeping area is highlighted by a tropical leaf mural on one wall. A spacious bed with white linens, accented by a yellow throw pillow, is complemented by bedside lamps. A decorative tray with beverages rests on the bed, with a bright bathroom visible in the background.

Guesthouse in Sunrise Manor

4.89 out of 5 average rating, 148 reviews

Boutique Tropical Studio | King Bed & Free Parking

Boutique tropical studio in a quiet Las Vegas neighborhood, designed for comfort, privacy and longer stays. Relax in a King Bed, enjoy a Cozy Seating Area, Smart TV, Fully Equipped Kitchen, Private Patio, High-Speed WiFi, In-Unit Washer & Dryer, remodeled bathroom and Free Parking. About 15 min from the Strip and Downtown, this stylish retreat is ideal for couples, solo travelers, business guests, remote work, weekend getaways and extended visits near restaurants, shopping and entertainment now.

Top guest favorite

Guesthouse in Paradise

4.97 out of 5 average rating, 123 reviews

Private Casita Oasis near Strip!

Modern Casita with private pool & B-ball Court Near the Las Vegas Strip. Experience the perfect blend of comfort and convenience in this brand-new, private casita. Located just 12 mins from the airport and 10 mins from the vibrant Las Vegas Strip, this retreat offers everything you need for a memorable stay. Making it perfect for both short and extended stays. Whether you're in town for business or leisure, this casita offers a peaceful escape with easy access to all the excitement of Las Vegas.

Top guest favorite

A cozy living area features a grey sectional sofa positioned near a decorative clock and paintings. A round dining table with three placemats holds a small potted plant. A lamp provides warm lighting next to a patterned rug, enhancing the welcoming space.

Guesthouse in Paradise

4.95 out of 5 average rating, 195 reviews

Private Loft Guesthouse! Gated Parking & Fast WiFi

Modern & Private Guesthouse | Gated Parking | Fast WiFi Welcome to your cozy, private Las Vegas guesthouse! This detached, renovated 780 sq. ft. loft includes secure gated parking. Features: Private entrance, queen bedroom, full kitchen, and in-unit washer/dryer. Enjoy reliable High-Speed Internet for seamless streaming and remote work. Prime Location: 15 mins to the Strip and 11 mins to the airport. Walk to essential shops and dining. Book your convenient, secure, pet-friendly retreat today!

Guest favorite

The kitchen features white cabinetry with a contemporary design, complemented by a modern light fixture. Equipped with a microwave, coffee maker, and sink, it provides practical amenities. A dining table is visible with simple place settings, creating a space conducive to meal preparation and dining.

Guesthouse in Paradise

4.9 out of 5 average rating, 139 reviews

Dreamy and Cozy 2 bedroom and 2 bath Apartment

Beautiful apartment(Guest House)with 2 bed, 2 bath, kitchen and living room. Ideal for 2 couples or parents with children. The kitchen is equipped with utensils so you can prepare your own food. It also has an espresso machine to enjoy a delicious coffee in the morning. It has a TV with Roku and Disney+ It is completely independent, only the patio it is shared, it is very central, 10 minutes from the airport and 15 minutes from the famous Las Vegas strip. There are several supermarkets nearby

Guest favorite

A spacious pool area is featured with a separate spa and a swim-up bar. Palm trees surround the pool, showcasing a sunny patio area. The water appears inviting, enhanced by the clear blue sky above.

Guesthouse in Paradise

4.96 out of 5 average rating, 259 reviews

Sun's Vegas ABC Retreat

A guesthouse (casita) within a 1-acre compound that’s 8 minutes from the airport, 10 minutes to the Strip and less than 15 minutes from the new Allegiant Stadium. The casita consists of 3 mini-suites (a bedroom with private full bathroom), a living/dining room, full kitchen, laundry and powder room. Common area outside of the guesthouse includes the pool, spa, exercise room, pickle-ball court, bocce court and patio with a gas and an electric BBQs. FOR NO SHARING OF COMMON AREAS—See Below.

Guest favorite

A spacious room is presented with light wood flooring and neutral colored walls. A queen mattress is dressed in a light coverlet, while a television is mounted on the wall across from a desk and chair. A dresser with multiple drawers offers additional storage.

Guesthouse in Paradise

4.92 out of 5 average rating, 194 reviews

Luxury Guest Suite

Luxury Guest House with full kitchen and home amenities, comes with a queen luxury mattress bed with a Futon Sofa bed that can accommodate one more adult or 2 children. The place is a guest house with it’s own private entrance on the side of the house can’t missed the pavers way leading you to the entrance gate. 5 mins from the airport and 5-10 mins to the strip it is a great location. We’ve got cameras, for your protection and ours we have cameras filming only the front of the property.

Guest favorite

A serene pool area features a clear, unheated pool complemented by several lounge chairs and umbrellas, providing shaded seating. The modern home is visible in the background, surrounded by palm trees, blending outdoor relaxation with comfort.

Guesthouse in Paradise

4.94 out of 5 average rating, 176 reviews

Quiet Family Oasis / GolfView / NoChores / 3Bed1Ba

Take it easy at this unique and tranquil getaway. Mid-century home built right at the 9th hole at the Las Vegas National Golf Course. 10 min from the strip, 10 min from the airport Pet friendly :) Fully stocked kitchen. Newly rennovated pool (unheated sorry) with wet deck and underwater bench. Patio furniture, daybed, and lounge chairs Fiber internet, Washer/Dryer, Rock Band, and board games NOTE: Only 1 Bathroom **For the sake of future guests, NO parties, NO smoking inside**

Guest favorite

The living area features a blue sectional sofa adjacent to a small white coffee table. A large television is placed on a grey media console. Two framed botanical prints adorn the pink walls, and light enters through a partially closed door with a curtain. Potted plants add greenery.

Guesthouse in Paradise

4.85 out of 5 average rating, 213 reviews

My pretty little house

Enjoy the simplicity of this quiet, centrally located accommodation, 10 minutes from the Strip and casinos, 10 minutes from the airport and best of all in a family-friendly, clean and quiet neighborhood. In just the blink of an eye, you'll be at the city's most exciting attractions! It's an attached home to the main residence, offering privacy and complete independence. It features a master bedroom with a double bed, a sofa bed in the living room, a separate bathroom, and a kitchen.

Guest favorite

Guesthouse in Paradise

4.94 out of 5 average rating, 155 reviews

Cozy and Cute Guest house

Welcome to your home in Las Vegas! Our house is located: • Just 10 minutes by car from the famous Las Vegas Strip. • 12 minutes from the Las Vegas Convention Center. • 14 minutes from Allegiant Stadium. • 12 minutes from Fremont Street. • 10 minutes from Harry Reid International Airport. • 10 minutes from the Bellagio Hotel. Enjoy the convenience of being close to Las Vegas’ main attractions, with the tranquility of a residential neighborhood. We look forward to welcoming you!

Top guest favorite

A well-appointed guestroom is shown, featuring a spacious bed with patterned pillows and a cozy white throw. A mirror above the bed reflects the room's light, and bedside tables with lamps flank either side. A ceiling fan adds to the comfort of the bright, minimalist space.

Guesthouse in Paradise

4.96 out of 5 average rating, 386 reviews

Modern Guesthouse w/ private parking & entrance

My peaceful 1-BR guesthouse has everything you need for your Las Vegas trip. It is 15 minutes away from the Strip and 10 minutes away from the airport. The unit comes with Wi-Fi, TV and Roku. During your stay, you can also enjoy using a convenient private bathroom, kitchen, and living room. Our Airbnb is within driving distance to several popular restaurants, bars, and cafes. An ideal base to explore Las Vegas. It is peaceful and centrally-located place.

Guest favorite

Guesthouse in Paradise

4.9 out of 5 average rating, 255 reviews

Private guest house—5.5 miles from the Strip

Enjoy your stay at the Casita (guest house connected to the home, not shared.) Perfect for a family of 4 (during the summer we highly recommend a party of 2 for a more comfortable stay due to the desert heat). Your family will be close to everything when you stay at this centrally-located place located just 15 mins away from the Las Vegas strip. Convention center is located 10 mins away. CHECK OUT MY GUIDEBOOK FOR RECOMMENDATIONS!

Guest favorite

A relaxed sleeping area is presented with a spacious bed dressed in white linens. A bedside table holds decorative items, while a simple wall decoration adds a touch of elegance. Natural light enters through a window adorned with blinds, enhancing the room's welcoming feel.

Guesthouse in Winchester

4.84 out of 5 average rating, 154 reviews

Golden Fabulous Studio

Discover the perfect Las Vegas retreat! Our guest house boasts 2 cozy beds, a sofa bed, a fully equipped kitchen, TV, and high-speed WiFi. Just 12 mins from the airport, 10 mins from the Strip, and 8 mins from Fremont Experience. With a 2-min drive to Boulder Station casino, 6 mins to the Convention Center, and outdoor furniture for relaxation, your stay combines comfort and convenience. Book now for a relaxing Vegas experience!