Long Island Holidays - Vacation Rentals in Rutland
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Luxury Places to Stay in Rutland
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Top-Rated Vacation Rentals with a Pool in Rutland
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Pet-Friendly Vacation Rentals in Rutland
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Large Vacation Homes & Villas in Rutland
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Wheelchair Accessible Vacation Homes in Rutland
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Rutland Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Rutland
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About Rutland Vacation Rentals
With more than 153 Rutland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Longislandholidays and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Rutland.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Longislandholidays Rutland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Rutland. Places to stay near Rutland are 985.08 ft² on average, with prices averaging US $525 a night.
Longislandholidays makes it easy and safe to find and compare vacation rentals in Rutland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Rutland
| Type | Count |
|---|---|
| Vacation Homes | 76 |
| Holiday Apartments | 43 |
| Hotels | 12 |
| Cabin Rentals | 3 |
| B&B | 2 |
| Ski Chalet Rentals | 2 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Rutland
★ Pro Tip: Longislandholidays makes it easy to compare the best listings on Longislandholidays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Longislandholidays homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Rutland.
Weather in Rutland
View the weather forecast for Rutland before booking your Rutland Vacation Rentals to confirm your best time to go.
Top Attractions Around Rutland, VT
Longislandholidays offers a large selection of top attractions around Rutland. Research things to do on your vacation before you visit Rutland.
Other Places to Stay Near Rutland, VT
Rutland Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Rutland?
There are a lot of options in Rutland. If you plan on staying in the Rutland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Rutland:
- Updated Home, Near Killington and Okemo, Hot Tub, EV Charger
- Beechwood Home - 4 Bedrooms and 3 Baths, sleeps 10
- Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
- Suburban Mountain "Ski" House
- Spacious, comfortable home, close to Killington and Pico. Sleeps 8.
- Spacious Holiday Getaway – Near Slopes & Downtown
- Bear Paw Cabin: 3 Living Areas, Hot Tub & Chef's Kitchen 5 Mins to Pico
- 3 Mi to Killington & Pico: Vermont Retreat!
- Red Clover Farmhouse-5 bedroom near Killington
- Spacious ski chalet with pool table & mountain views
How many vacation rentals have private pools in Rutland?
There are 3 vacation rentals with private pools near Rutland. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Rutland are best for families?
If you are looking for a family-friendly vacation home in Rutland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Rutland:
How many vacation rentals are available in Rutland?
Currently, the total number of properties listed in 2026 is over 153 in the Rutland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Rutland.
