Olivebridge Cottage Rentals By Owner

Olivebridge Cottage Rentals

Highly Rated

10.0

Exceptional

(63 Reviews)

Relaxing Catskill Mountain Cottage.

1000 ft² 4 Guests 2 Bedrooms 1 Bathroom

Family Friendly Cottage

Fireplace/Heating
Balcony/Terrace
Pet Friendly

£237/Night For 7 Nights £1,658

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Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

Highly Rated

10.0

Exceptional

(54 Reviews)

Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir

400 ft² 2 Guests 1 Bedroom 1 Bathroom

Family Friendly Cottage

Fireplace/Heating
Balcony/Terrace
Pet Friendly

£100/Night For 7 Nights £702

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10.0

Exceptional

(31 Reviews)

Cozy Catskills Cottage

4 Guests 2 Bedrooms 1 Bathroom

Ocean View Cottage

Fireplace/Heating
Pool
Ocean View

£170/Night For 7 Nights £1,191

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Classic Cottage w/Beautiful Catskill View, onn5 peaceful acres. Weekly discount!

Highly Rated

10.0

Exceptional

(55 Reviews)

Classic Cottage w/Beautiful Catskill View, onn5 peaceful acres. Weekly discount!

1300 ft² 6 Guests 3 Bedrooms 1 Bathroom

Family Friendly Cottage

Fireplace/Heating
Balcony/Terrace
Kitchen

£232/Night For 7 Nights £1,624

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NEW: Riverfront Cottage w/Hot Tub, Sauna & Pond

10.0

Exceptional

(1 Review)

NEW: Riverfront Cottage w/Hot Tub, Sauna & Pond

1894 ft² 6 Guests 3 Bedrooms 2 Bathrooms

Family Friendly Cottage

Spa
Fireplace/Heating
Balcony/Terrace

£423/Night For 7 Nights £2,962

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New

Modern Remote Catskills getaway! Hot Tub & Views!

6 Guests 3 Bedrooms 3 Bathrooms

Family Friendly Cottage

Pet Friendly
Air Conditioner
Child Friendly

£244/Night For 7 Nights £1,709

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New

NEW: Riverfront Cottage w/ Hot Tub, Sauna & Pond

6 Guests 3 Bedrooms 2 Bathrooms

Family Friendly Cottage

Spa
Fireplace/Heating
Balcony/Terrace

£300/Night For 7 Nights £2,102

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Visit a farm-stay container house on a 30-acre organic forest in Stone Ridge, NY

10.0

Exceptional

(19 Reviews)

Visit a farm-stay container house on a 30-acre organic forest in Stone Ridge, NY

4 Guests 2 Bedrooms 1 Bathroom

Family Friendly House

Fireplace/Heating
Balcony/Terrace
Kitchen

£196/Night For 7 Nights £1,374

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10.0

Exceptional

(1 Review)

The Country Inn

236.81 ft² 2 Guests 3 Bedrooms 1 Bathroom

Bed & Breakfast

Fireplace/Heating
View
Parking

£203/Night For 7 Nights £1,424

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Ashokan ArtHaus, Private Hot Tub, Wags Welcome!

10.0

Exceptional

(15 Reviews)

Ashokan ArtHaus, Private Hot Tub, Wags Welcome!

800 ft² 5 Guests 2 Bedrooms 1 Bathroom

Family Friendly Apartment

Hot Tub
Fireplace/Heating
Balcony/Terrace

£232/Night For 7 Nights £1,627

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9.0

Exceptional

(2 Reviews)

Catskills Cabin Near Ashokan Reservoir

1302.43 ft² 5 Guests 2 Bedrooms 1 Bathroom

Family Friendly House

Fireplace/Heating
Parking
Internet

£161/Night For 7 Nights £1,129

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Peaceful, Secluded Olive Star Cottage. Huge Garden with Fire Pit. Pet Friendly

9.8

Exceptional

(40 Reviews)

Peaceful, Secluded Olive Star Cottage. Huge Garden with Fire Pit. Pet Friendly

4 Guests 2 Bedrooms 1 Bathroom

Ocean View House

Fireplace/Heating
Ocean View
Balcony/Terrace

£168/Night For 7 Nights £1,177

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More Top-Rated Cottage Rentals in Olivebridge Area

Why Choose Rent By Owner for your Olivebridge Cottage Rentals?

What makes our Cottage Rentals special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Olivebridge

When should you plan your Cottage Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the region offers distinct attractions and scenic beauty throughout each season, making it ideal to plan your stay in these charming cottages when the weather aligns with your preferences for outdoor adventures or peaceful relaxation.

Peak Season Highlights

Summer (June to August)

During the summer months, this destination experiences warm and pleasant weather, ideal for enjoying outdoor activities and exploring the scenic surroundings.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Fall (September to November)

The fall season offers vibrant foliage and crisp air, making it a perfect time to immerse yourself in the natural beauty of the area.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

Winter (December to February)

In winter, the region transforms into a peaceful retreat with cooler temperatures, providing a cozy atmosphere for relaxation away from the crowds.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F

Early Spring (March to May)

Early spring brings milder weather and blooming landscapes, offering a quiet, less crowded time to enjoy this destination’s tranquility.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Olivebridge

How to Book Your Olivebridge Cottage Rentals

What's our booking process?

Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Olivebridge

More Top-Rated Cottage Rentals in Olivebridge Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Enjoy a private outdoor space with a spacious patio or deck perfect for relaxing or entertaining.
Take advantage of a fully-equipped barbecue area to host cookouts amidst scenic views.
Make use of beautifully landscaped gardens or yard areas to stroll or unwind in nature.
Benefit from access to outdoor dining setups, ideal for enjoying meals surrounded by the region's natural beauty.
Stay active with outdoor sports facilities such as volleyball courts or lawn games often available on-site.
Relax around a cozy fire pit during cool evenings, perfect for storytelling or roasting marshmallows.
Explore nearby walking trails or wooded areas that provide scenic outdoor adventures right outside your door.

Top Attractions Around Olivebridge

What attractions are nearby?

Within the vicinity, you can explore a variety of outdoor activities and scenic spots that showcase the natural beauty of Olivebridge, New York, making it an ideal location for nature enthusiasts seeking relaxation and adventure in this picturesque region.

Family Activities

Hiking Trails Exploration: Discover family-friendly hiking trails that offer scenic views and engaging outdoor adventures suitable for all ages in the region surrounding Olivebridge.
Local Nature Reserves Visit: Spend a day exploring the area's nature reserves, where you can enjoy picnicking, bird watching, and educational opportunities amid natural beauty.
River Activities: Engage in relaxing or active river-based activities, such as gentle tubing or fishing, to experience the tranquil waterways here with your loved ones.
Family-Friendly Parks: Visit nearby parks equipped with playgrounds and open spaces to ensure your family has a fun-filled day of outdoor recreation in this part of New York.

Adult Activities

Hiking Trails Explore scenic hiking trails that wind through the area's lush landscapes, offering a peaceful escape into nature.
Water Activities Engage in water-based pursuits such as kayaking and paddleboarding on nearby lakes, perfect for adventure seekers.
Local Wineries Visit charming wineries in the region to sample regional wines and enjoy picturesque vineyard views.
Farmers Markets Discover fresh produce and handcrafted goods at local farmers markets, immersing yourself in the area’s vibrant community vibe.

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Olivebridge Travel Tips

How Can You Make the Most of Your Stay?

Plan Ahead: Book your accommodation early to secure the best cottages and take advantage of seasonal offers in this charming area.
Explore Local Nature: Take time to enjoy the natural surroundings by hiking or relaxing outdoors, which enhances your authentic experience here.
Embrace the Region’s Charm: Discover nearby scenic spots and local events to fully immerse yourself in the region's welcoming atmosphere.
Utilize Local Resources: Connect with community guides or visitor centers to find personalized tips for making the most of your stay in this destination.

Transportation Options

Personal Vehicles: You can easily explore the area by car, with convenient access to scenic drives and nearby attractions in this part of New York.
Public Transit: Local bus services provide affordable transportation options that connect you to key destinations within the region.
Rental Cars: Renting a vehicle is a flexible way to navigate the surroundings at your own pace, especially for day trips or exploring remote areas.
Taxis and Ride-Sharing Services: Reliable ride-hailing options are available for straightforward travel around this destination without the need for personal transportation.

Local Customs Options

Local Craftsmanship Visitors often observe the region's appreciation for handcrafted goods, reflecting a deep-rooted tradition of supporting local artisans and their unique creations.
Seasonal Celebrations The area celebrates distinct seasons with festivals and community events that highlight its natural beauty and cultural heritage throughout the year.
Farm-to-Table Dining Culinary experiences here emphasize fresh, locally sourced ingredients, showcasing the region’s rich agricultural roots in every meal.
Historical Respect Residents cherish their history, often participating in customs that honor the region's past through preservation efforts and storytelling gatherings.

Frequently Asked Questions About Olivebridge Rental Cottages

1. What are the top Cottages in Olivebridge?

There are a lot of options in Olivebridge. If you plan on staying in the Olivebridge area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Olivebridge:

2. How many Cottages are available in Olivebridge?

Currently, the total number of properties listed by RBO in 2026 is over 7 in the Olivebridge area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Olivebridge. 

3. What is the cancellation policy for cottages in Olivebridge, New York?

Cancellation policies vary depending on the listing you choose. Please review the specific cottage's terms and conditions on its page or contact the owner directly for detailed information.

4. How do I ensure my booking for a cottage in this area is secure?

Secure your reservation by using trusted platforms that offer verified listings and secure payment options. Contact the owner if you have any concerns before confirming your stay.

5. Are there any additional fees associated with booking cottages in Olivebridge, New York?

Additional fees such as cleaning, service charges, or taxes may apply. These details are typically listed during the booking process or can be clarified by reaching out to the property owner.

6. What amenities are typically included with cottages here?

Amenities can vary between cottages, but common features include Wi-Fi, kitchen facilities, heating, and parking. For specific amenities, refer to the listing details or contact the owner directly.

7. Is there a minimum stay requirement for cottages in this region?

Minimum stay requirements depend on the individual property’s policy. Check the listing details or contact the owner to confirm the length of stay needed for your dates.