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Guesthouse vacation rentals in Winchester

Find and book unique guesthouse rentals on Airbnb

Quick stats about guesthouse rentals in Winchester

  • Total vacation rentals

    Explore 70 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at G$8,369 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,550 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 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

  • 4.7 Average rating

    Winchester stays receive an average rating of 4.7 out of 5 from guests

  • 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.

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Top guest favorite
Guesthouse in Paradise
4.97 out of 5 average rating, 136 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.

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, 155 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.

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, 264 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.

Top guest favorite
A private studio room features a spacious bed with light bedding. Two bedside lamps provide gentle illumination beside dark wood nightstands. A decorative mirror reflects the light, while soft blue lighting enhances the ambiance from one wall. Neutral tones create a calming atmosphere.
Guesthouse in Paradise
4.89 out of 5 average rating, 494 reviews

Homey Guesthouse w/ private entry & parking

Cozy private studio just 15 minutes from the Strip and 10 minutes from the airport. The suite is fully separated from our main home, offering comfort, privacy, and a private entrance with dedicated parking on the right side of the driveway. Our Airbnb is within walking distance to shops and cafes. Please note: the studio is windowless by design for added quiet and privacy. A great fit for solo travelers or guests who enjoy a calm, restful space. I’m always happy to help with any questions.

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, 199 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.

Top guest favorite
Guesthouse in Paradise
4.96 out of 5 average rating, 202 reviews

Private Gated Casita | Peaceful Getaway in Vegas

Escape to peace and quiet in your private Las Vegas casita! This detached 780 sq. ft. loft has a private entrance, queen bed, full kitchen, and washer/dryer. Unwind in our tended cactus garden with private grill space and outdoor furniture. Conveniently located 15 mins to the Strip, 11 mins to the airport, and with walkable shops & dining. Gated and secure parking, pet-friendly, and high-speed WiFi. Ideal for couples, solo travelers, and remote work. Can also accommodate small children.

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, 184 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**

Top guest favorite
Guesthouse in Paradise
4.95 out of 5 average rating, 172 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!

Guest favorite
Guesthouse in Paradise
4.93 out of 5 average rating, 212 reviews

Belle room

Welcome to the beautiful city of Las Vegas. In this space that we offer you will find tranquility and security. We are located 8 minutes away from the airport by car and less than 10 minutes away from the city's main attractions. We have all the amenities for your enjoyment. It is a brand new space, with Wi-Fi access, HD TV with Netflix, YouTube, Amazon video, etc. A cozy space for couples with everything created for your enjoyment and tranquility.

Guest favorite
Guesthouse in Paradise
4.9 out of 5 average rating, 261 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
The kitchen features modern stainless steel appliances, including a refrigerator, stove, and microwave. White cabinetry and a sleek black sink complement the light countertops. A herringbone backsplash adds texture, while the wood flooring provides warmth to the space.
Guesthouse in Las Vegas
4.93 out of 5 average rating, 110 reviews

2BR Retreat with Private Entrance - Near The Strip

Note: This is not a detached guest house. It is attached to the rest of the house. However, it has a private gate and entrance. There are no shared spaces, and you will have complete privacy. There’s no carbon monoxide detector in the house because the house doesn’t have gas; it’s all electric.

Superhost
The room features two spacious queen-sized beds with dark bedding, accented by decorative pillows. A modern kitchenette is visible in the background, along with a small dining area, illuminated by ceiling lights. Wall art enhances the contemporary design, while a green plant adds a touch of nature.
Guesthouse in Las Vegas
4.89 out of 5 average rating, 105 reviews

Private New Guest House 15 min Strip. FREE parking

Retreat to our 100% Private Cozzy Guest House, located only 15mins from the Strip Our cozy retreat features a 2 Queen-size resort beds, a fully equipped kitchen and FREE parking. Come and explore this private and immaculate spot in the city. Book Now!!!

Popular amenities for Winchester guesthouse rentals

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