Discover Your Perfect Glenwood Vacation Homes

Best Vacation Homes in Glenwood

10.0
Exceptional
(22 Reviews)
900 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£181/Night For 7 Nights £1,268
9.5
Exceptional
(2 Reviews)
904.17 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Spa
  • Fireplace/Heating
  • Parking
£220/Night For 7 Nights £1,543
9.8
Exceptional
(37 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
£154/Night For 7 Nights £1,079
10.0
Exceptional
(3 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£222/Night For 7 Nights £1,553
7.4
Very Good
(154 Reviews)
226.04 ft² 6 Guests 10 Bedrooms 2 Bathrooms
Free Cancellation Cabin
  • Skiing
  • Fireplace/Heating
  • Parking
£72/Night For 7 Nights £501
9.2
Exceptional
(17 Reviews)
1500 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • View
£201/Night For 7 Nights £1,404
New
6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£256/Night For 7 Nights £1,790
10.0
Exceptional
(22 Reviews)
2 Guests 2 Bedrooms 1 Bathroom
Ocean View Apartment
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
£123/Night For 7 Nights £859

Glenwood Luxury Rentals

10.0
Exceptional
(22 Reviews)
3600 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
£584/Night For 7 Nights £4,085
9.8
Exceptional
(14 Reviews)
15 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Spa
  • Fireplace/Heating
£447/Night For 7 Nights £3,128
9.8
Exceptional
(17 Reviews)
1900 ft² 6 Guests 3 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
£404/Night For 7 Nights £2,829
New
10 Guests 5 Bedrooms 2 Bathrooms
Pet Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
£400/Night For 7 Nights £2,800
New
10 Guests 4 Bedrooms 3 Bathrooms
Pet Friendly Other
  • Fireplace/Heating
  • Air Conditioner
  • Internet
£365/Night For 7 Nights £2,552
10.0
Exceptional
(24 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£284/Night For 7 Nights £1,988
9.0
Exceptional
(14 Reviews)
7 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£279/Night For 7 Nights £1,954
9.6
Exceptional
(8 Reviews)
1000 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£265/Night For 7 Nights £1,851

Glenwood Pet Friendly Vacation Rentals

9.8
Exceptional
(42 Reviews)
900 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£174/Night For 7 Nights £1,215
9.2
Exceptional
(117 Reviews)
252.95 ft² 1 Bathroom
Family Friendly Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
£152/Night For 7 Nights £1,065
9.8
Exceptional
(11 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£190/Night For 7 Nights £1,331
7.5
Very Good
(156 Reviews)
8 Bathrooms
Family Friendly Hotel
  • Fireplace/Heating
  • Breakfast
  • Pet Friendly
£87/Night For 7 Nights £606
10.0
Exceptional
(1 Review)
750 ft² 5 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
£141/Night For 7 Nights £989
10.0
Exceptional
(10 Reviews)
580 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
£207/Night For 7 Nights £1,451
New
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Ski Chalet
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
£144/Night For 7 Nights £1,010

Glenwood Large Vacation Homes

10.0
Exceptional
(9 Reviews)
10 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£255/Night For 7 Nights £1,784
10.0
Exceptional
(1 Review)
2777 ft² 10 Guests 6 Bedrooms 4 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
£1,089/Night For 7 Nights £7,621
9.6
Exceptional
(15 Reviews)
10 Guests 4 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
£374/Night For 7 Nights £2,616
6.0
Good
(1 Review)
3350 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Child Friendly
£636/Night For 7 Nights £4,451
5.0
Average
(43 Reviews)
10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Child Friendly
£154/Night For 7 Nights £1,077

Why Choose Rent By Owner for your Glenwood Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Glenwood

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as seasonal changes in this destination offer a variety of outdoor and indoor activities suitable for every traveler’s preference.

Peak Season Highlights

summer
Summer (June to August)

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

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn brings vibrant foliage and mild temperatures, attracting visitors seeking picturesque landscapes and pleasant weather.

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

Off-Season Highlights

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Winter (December to February)

In winter, the area offers a peaceful retreat with cooler temperatures, perfect for cozy getaways and enjoying the quiet season.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
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Spring (March to May)

Springtime sees blooming flowers and gradually rising temperatures, providing a serene setting for those avoiding peak crowds.

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

Weekly Weather Forecast for Glenwood

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

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

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 outdoor dining areas or barbecue grills to make the most of your meals under the open sky.
  • Take advantage of spacious patios or decks for relaxing or entertaining during your stay.
  • Make use of private yards or gardens to immerse yourself in the natural surroundings of the region.
  • Benefit from access to hiking trails or scenic pathways nearby, perfect for exploring the area’s outdoor beauty.
  • Relax by outdoor fire pits or fireplaces, ideal for cool evenings and social gatherings.
  • Utilize outdoor recreational equipment such as kayaks, paddleboards, or bikes for active adventures.
  • Have the option of a swimming pool or hot tub to unwind after a day of exploring this destination’s scenic outdoors.
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Family Activities

  • Glenwood State Park: Explore the scenic trails and picnic areas here, offering a perfect outdoor adventure for families visiting the region.
  • The Local Nature Center: Engage with educational exhibits and interactive displays that highlight the area's diverse flora and fauna, ideal for curious young explorers.
  • Family-Friendly River Activities: Enjoy gentle kayaking or paddleboarding on nearby waters, providing fun and safe water experiences in this destination.
  • Community Events and Festivals: Participate in seasonal celebrations and local festivals that bring families together to enjoy entertainment and cultural activities.
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Adult Activities

  • Hiking in the Catskill Mountains: You can immerse yourself in breathtaking views and natural beauty on scenic trails that wind through the nearby mountains.
  • Exploring local art galleries: Discover a vibrant arts scene with galleries featuring regional artists, offering you a unique cultural experience in the area.
  • Enjoying the region's natural hot springs: Relax and unwind at soothing hot springs that provide a perfect escape for those seeking tranquility and wellness.
  • Fishing in nearby lakes and rivers: Cast your line into pristine waters where you can enjoy peaceful fishing experiences amidst stunning surroundings.

Other Places to Stay in Glenwood, NY

Glenwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Spots: Take advantage of the region’s scenic outdoor areas to enjoy peaceful walks and breathtaking views right from your vacation rentals in Glenwood.
  • Plan Your Activities Ahead: Research popular local activities and attractions early to make the most of your time here, ensuring a memorable stay in this inviting destination.
  • Choose Well-Situated Accommodation: Select vacation rentals close to the area's key landmarks and natural beauty to maximize convenience and sightseeing opportunities.
  • Embrace the Local Atmosphere: Engage with the community and experience the authentic charm of the region, enhancing your overall visit and creating lasting memories.

Transportation Options

  • Local Bus Service: A convenient way to explore the area and reach nearby attractions from your vacation rental in Glenwood, New York.
  • Rental Car Services: Easily available for independent travel around the region, offering flexibility during your stay here.
  • Taxi and Ride-Sharing Options: Reliable transportation choices to navigate within the town and access popular destinations effortlessly.
  • Airport Transfers: Professional shuttle services available for seamless arrivals and departures between the regional airports and your vacation rental here.

Local Customs Options

  • Glenwood Family Traditions: Embrace the region's strong emphasis on family gatherings and community celebrations, which are central to local customs here.
  • Seasonal Festivals: Participate in the area’s vibrant seasonal festivals that highlight local culture and heritage throughout the year.
  • Local Culinary Practices: Enjoy traditional dishes prepared with locally sourced ingredients, reflecting the region’s rich culinary heritage.
  • Respect for Nature and Outdoor Activities: Observe a reverence for the natural environment by engaging in outdoor pursuits and respecting conservation efforts prevalent in this destination.

Frequently Asked Questions About Glenwood?

2. Which vacation homes in Glenwood are best for families?

If you are looking for a family-friendly vacation home in Glenwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Glenwood:

3. How many Rentbyowner vacation rentals are available in Glenwood?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 63 in the Glenwood area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Glenwood. 

4. What is the cancellation policy for vacation rentals in Glenwood, New York?

Cancellation policies vary by listing, so it’s important to review the specific terms outlined in the rental listing before booking. You can find detailed information about cancellations and refunds on each property’s page or contact the property owner directly for clarification.

5. Are pets allowed in vacation rentals in the area?

Pet policies differ among properties, with some allowing pets while others do not. To ensure your pet-friendly needs are met, check the individual listing details or reach out to the host for confirmation before completing your reservation.

6. How do I know if the vacation rental has the amenities I need?

Each listing provides a list of amenities available during your stay, including kitchen facilities, Wi-Fi, parking, and more. Review the property description carefully or contact the owner if you have specific requirements to ensure the accommodation suits your needs.

7. What should I do if I encounter issues during my stay?

In case of problems, contact the property owner or manager as soon as possible. Many listings include contact details for support, and timely communication can help resolve issues quickly to ensure a pleasant visit.

8. How close are the vacation rentals to local attractions and transportation options?

Most properties include distance information to popular areas and transportation hubs within the listing. If you're looking for a specific location or transfer service, ask the owner directly to confirm proximity and accessibility for your travel plans.

Glenwood Top Rated Vacation Rentals

9.4
Exceptional
(1001 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Breakfast
£110/Night For 7 Nights £768