Holiday Rentals Annandale : Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Annandale holiday rentals

A wooden deck with a view of a calm lake and forested hills.

1. Private lake home less than 1 hour from the cities

Maple Lake

Douglas R.

includes taxes & fees

1 Dec - 2 Dec

A lakeside cabin with a sandy path leading to blue Adirondack chairs, surrounded by large rocks and trees.

2. Cozy Lakeside Cabin w/ Fireplace & Great Views

Maple Lake Township

Heidi H.

includes taxes & fees

16 Nov - 17 Nov

A covered patio area with a brick floor, wooden pillars, and a seating arrangement.

3. Cozy 1-bedroom apartment in Monticello with privacy

Monticello

includes taxes & fees

15 Nov - 16 Nov

A living room with a sofa, armchair, coffee table, floor lamp, and a window with curtains.

4. The Grey Cannon Guest House

Downtown St Cloud

Tina M.

includes taxes & fees

9 Nov - 10 Nov

A green house with a porch, surrounded by trees and a red canoe.

5. Tucked-Away Lakefront Cabin with Wood-Fired Sauna

Big Lake

Casey J.

includes taxes & fees

30 Nov - 1 Dec

A bedroom with a large bed, a wooden door, and a balcony.

6. Quiet, remotely located in the country.

Eden Valley

Christopher

includes taxes & fees

17 Nov - 18 Nov

A house with a wooden deck leading to a lake.

7. Westview Getaway: charming 4-bedroom lakeside cabin, 90 min. west of Twin Cities

Litchfield

Carrie H.

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a sofa, a fireplace, and decorative shelves.

8. Valclyde Luxury Home. Spacious 5BR Retreat with outdoor patio, Office & Gym

Big Lake

Douglas D.

includes taxes & fees

17 Nov - 18 Nov

A living room with a sofa, a coffee table, and a lamp. There is a kitchen area in the background with cabinets and a refrigerator.

9. Charming 4-bedroom, two parlor house in lovely St. Cloud welcomes you

St. Cloud

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

10. All you need for your home away from home in MN

Sauk Rapids

Jennifer K.

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a large bed, a fireplace, and a view of trees through the windows.

11. The Shiloh House - a peaceful retreat

Rockford Township

Haley S.

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a sectional sofa, a fireplace, and a large window.

12. 6 beds / close to SCSU, DT, & Lake George

St. Cloud

includes taxes & fees

18 Nov - 19 Nov

A wooden deck leading to a lake with a bench and trees on either side.

13. John & Anne`s Place LLC

Litchfield

Mary C.

includes taxes & fees

18 Nov - 19 Nov

A staircase with wooden railings leading to a landing with two doors.

14. Central MN Escape-near St. Cloud 4 bedroom

Sauk Rapids

includes taxes & fees

1 Dec - 2 Dec

A wooden dock extending into a river, surrounded by lush greenery and a building with a blue roof in the background.

15. Year-round Waterfront Getaway: Lake Access + Dock!

South Haven

"Lovely, cozy cabin. We really enjoyed our stay! Only hiccup we had, was that the driveway is pretty steep and we got stuck leaving one afternoon. Nothing anyone can do about that, except maybe a heads up in the description. (It was dark when we arrived ane we didn't realize how steep the driveway was until we were halfway down) After that, we parked at the top of the driveway and we had no issue! Beds were comfy, it had everything we needed. Hoping to come back in the summer so we can enjoy...

Nicole

16. Year-Round Waterfront Getaway: Lake Access + Dock!

South Haven

zachary m.

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Find out more about Annandale

Everything you need to know about Annandale 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 Annandale 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 Annandale holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Annandale holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Annandale. 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 Annandale 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 Annandale 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 Annandale rentals

At Expedia, we put the best Annandale 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 Annandale 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 Annandale 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 Annandale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find holiday rentals in Annandale?

Yes, there are holiday rentals close to the most popular sights in Annandale, or you can select a more secluded option if you're looking for a relaxing stay. Annandale is known for its golf courses and restaurants.

How many holiday rentals are there in Annandale?

Expedia has 22 holiday rentals for your stay in Annandale.

What’s there to see and do in Annandale?

Clearwater Lake and Sugar Lake are a couple of lovely local spots to get outside and enjoy nature. While here, Pleasant Lake and Lake John are other places worth a visit.

What are holiday rentals like in Annandale?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Annandale. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for families.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Annandale holiday rentals

1. Private lake home less than 1 hour from the cities

2. Cozy Lakeside Cabin w/ Fireplace & Great Views