Glenwood Holiday Rentals : Search Short-Term Rentals

Q: What are some of the best holiday rentals that Glenwood has to offer?

Home in the Center of the City! : This holiday home rental outside of Glenwood is located in the city centre, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

Check Glenwood holiday rental availability

Holiday Rentals in Glenwood

"We loved the location near the lake and in Glenwood. We enjoyed visiting the businesses downtown and the winery nearby"

"Stayed here for my husbands work and my son and I loved every moment! "

Smart TV, fireplace, video games, DVD player

"10/10 Excellent We had an amazing stay at The Lodge on Maple Island during the week of the 4th of July! The cabin’s decorations and amenities were top-notch, making us feel right at home. The game room was a huge hit with everyone, providing endless entertainment, especially when we had a rainy day. We also loved spending time on the lake, which offered beautiful views and great fishing. Scott and Kathy were fantastic hosts, ensuring we had everything we needed for a perfect vacation....

"Roomy cabin, super clean and quiet. Loved the 8 track player with tapes, it brought back fond memories. Well stocked kitchen and comfy beds. Canoes kayaks and life vests available to use. Sadly it rained so we will have to come back to give those a try."

"Marilyn was great to work with. She was very accommodating and the house was perfect for our last minute Labor Day vacation getaway! I would definitely book this house again for a relaxing stay. "

"The property was a good value for the accomodations. The host was very accommodating to my goof up in reserving the site."

"We stayed for 2 nights in this cozy little cabin. It is a cute little getaway place for a girls weeekend or small family trip. Loved the location, easy to find, and close to shopping, food, and winery. The host was great and quick to respond to any questions. Would stay here again for sure!"

"Great location for our 4 families to gather together for a weekend. Game room was used continuously and was a lot of fun while there was space for others to hang out in a quieter setting. Well supplied, comfortable house! "

"It is cute, clean, and perfect for our "sisters weekend"! "

"House was great. Spacious, well supplied, very clean and well kept, great to have a pontoon. For my wife and I, it was the 3rd time staying here."

"Our niece's wedding was at Carlos Creek Winery. This was a perfect place to stay for the weekend. It was very spacious, very clean and lots of amenities. We had a bonfire Saturday night. We would definitely stay there again. "

"First class all the way!!!"

"We enjoyed taking in the Fall Weather. House was clean and everything was great. No issues!"

"We had a wonderful girls weekend away. The home is beautiful, clean and just as pictured. It’s hard to beat the views from every window along the back of the home. The house is very well stocked with everything you need for a comfortable stay. We all said we would return for another girls weekend or bring our families to enjoy this property. "

"very nice and relaxing"

Smart TV, fireplace, ping pong, computer monitors

"We stayed with a group of friends for our annual gathering. All kids & adults enjoyed the property and the amenities! Good space inside and outside to gather. Our party enjoyed using the kayaks, paddle boards and water trampoline. "

"Easy reservations process. Quick and thorough responses and help from property manager. Went above and beyond our expectations "

"Alexandria is equidistant between 4 families so we met there. This house was perfect with enough bedrooms so the little ones could nap without hearing each other. The lot is gorgeous. The caretakers helpful and friendly. We hope to come back next year!"

"We so enjoyed our stay here! The house was spacious yet cozy. Our group loved the large dining room where we could gather for meals. Everything was provided - the kitchen and pantry were so well stocked. Bedrooms were comfortable - we appreciated each having our own bed. Jana was an excellent host! We hope to come back again!!"

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Other types of properties in Glenwood you may be interested in

"Stayed one night. Nice staff and clean hotel."

includes taxes & fees

30 Dec - 31 Dec

"Very helpful staff"

includes taxes & fees

8 Dec - 9 Dec

"10/10 Excellent We had an amazing stay at The Lodge on Maple Island during the week of the 4th of July! The cabin’s decorations and amenities were top-notch, making us feel right at home. The game room was a huge hit with everyone, providing endless entertainment, especially when we had a rainy day. We also loved spending time on the lake, which offered beautiful views and great fishing. Scott and Kathy were fantastic hosts, ensuring we had everything we needed for a perfect vacation....

Find out more about Glenwood

Everything you need to know about Glenwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Glenwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Glenwood holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Glenwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Glenwood. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Glenwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Glenwood holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Glenwood rentals

At Expedia, we put the best Glenwood holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Glenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Glenwood holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Glenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Glenwood properties

5/5 Excellent

"Stayed one night. Nice staff and clean hotel."

A verified traveller stayed at GrandStay Hotel & Suites

Posted 2 days ago

5/5 Excellent

"I think this place is awesome but at the moment they have some construction goin on. I can smell the drywall dust in the hallway. Walking out of elevator to a paper floor threw me off a little. But i love the welcome sonia on the tv. That was really cool"

A verified traveller stayed at Hampton Inn & Suites Alexandria

Posted 3 days ago

5/5 Excellent

Best western didn’t disappoint

"We came to stay the night before my spouses surgery and then I stayed by myself one more night. Very nice comfortable room. The staff was beyond friendly. Very accommodating. Great location to shopping and restaurants. Hospital was close as well"

A verified traveller stayed at Best Western Alexandria Inn

Posted 11 days ago

Frequently asked questions

Can I find a holiday rental in Glenwood?

Yes, there are holiday rentals close to the most popular sights in Glenwood, or you can select a more secluded option if you're looking for a relaxing stay. Glenwood is known for its lake views and restaurants. Make sure you have time to check out the shopping and forests during your trip.

What are some of the best holiday rentals that Glenwood has to offer?

Home in the Center of the City!: This holiday home rental outside of Glenwood is located in the city centre, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Glenwood?

With 11 Expedia holiday rentals, you're guaranteed to find just the right place for your Glenwood stay.

What’s there to see and do in Glenwood?

Lake Minnewaska and Barsness Park are a couple of scenic spots to enjoy the outdoors, whereas Pope County Historical Museum is one of the cultural attractions. While here, Peter Sunset Beach Resort and Minnewaska Golf Club are other places worth a visit.

What are holiday rentals like in Glenwood?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Glenwood. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for small groups.

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Holiday Rentals in Glenwood

Check Glenwood holiday rental availability

Holiday Rentals in Glenwood

Glenwood Vacation Rental - Walk to Lake Beach!

Steps to Lake Minnewaska, downtown & city Splash Pad!! Lake Minnewaska/Glenwood

The Lodge on Maple Island

Giant Oak Cabin - A perfect lakeside retreat

The Lake House on Pelican Lake

Home in the Center of the City!

Little Dipper, Lovely Lake A-Frame ~ Dock ~ Kayak

New 6 Bedroom Farm House Style Cabin on Nest Lake With Game Room

Reduced Winter Rates! Cabin on gorgeous Lake Ida, near the Carlos Creek Winery!

PRIVATE Luxury Lake Home with 5+ BR and Gourmet Kitchen-22 Foot Pontoon Included

House with Private Lake Access, Fishing, Golf, Water Sports,

Cozy Cabin on Lake Victoria

Cozy lakeside cabin near Alexandria - arcade, boat lift, firepit, pet friendly!

Amazing Sunsets and Lake Quality

Perfect Lake Getaway on Lake Victoria of the Alexandria Chain of Lakes

Family Memories on Victoria Lake!

Perfect retreat for a family summer getaway on the Alexandria chain of lakes!!

Luxury Le Homme Dieu Home With Prime Location And Private Boat Ramp

Year Round Luxurious 6 BR/4 ½ BA Home / 22 Ft. Pontoon Boat Included in Season!

Great For Large Parties! Secluded Executive Cabin near lakes & Spicer activity!

Other types of properties in Glenwood you may be interested in

GrandStay Hotel & Suites

Super 8 by Wyndham Glenwood

The Lodge on Maple Island

Find out more about Glenwood

Recent reviews of Glenwood properties

GrandStay Hotel & Suites

Hampton Inn & Suites Alexandria

AmericInn by Wyndham Alexandria

Quality Inn & Suites

Arrowwood Resort and Conference Center

Super 8 by Wyndham Glenwood

Best Western Alexandria Inn

Holiday Inn Alexandria, an IHG Hotel

AmericInn by Wyndham Sauk Centre

Frequently asked questions