Oostburg Holiday Homes from £61: Search Holiday Homes in Oostburg

A wooden dock extending into a calm body of water, with boats docked nearby and a building with a red roof in the background.

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Our top choices for Oostburg holiday homes

An indoor water park with multiple slides and play structures.

1. Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Oostburg

Elisabeth D.

includes taxes & fees

1 Sept - 2 Sept

2. Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair

Sheboygan

includes taxes & fees

31 Aug - 1 Sept

A spacious living room with a sofa, armchairs, a coffee table, and a TV mounted on the wall. There is a dining area in the background with a table and chairs.

3. 3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4

Sheboygan

Sylvia L.

includes taxes & fees

31 Aug - 1 Sept

A dining table with a vase of green leaves and a candle.

4. Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Sheboygan

Christine P.

includes taxes & fees

14 Sept - 15 Sept

A living room with a sofa, coffee table, and TV.

5. Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Sheboygan

Nicholas R.

includes taxes & fees

24 Aug - 25 Aug

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

6. The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

Sheboygan

"Really nice place, everything was perfect! The shower downstairs doesn’t get very hot, but the one upstairs makes up for it. Great location and neighborhood. The garage was a huge help since it dumped 6” of snow while we were there (the owners offering to shovel). The fireplace was really awesome, and my teenage daughter really enjoyed having the entire upstairs to herself. Overall, very happy with our stay."

Kevin K.

includes taxes & fees

16 Sept - 17 Sept

A modern kitchen with a central island, stainless steel appliances, and a view to the outdoors.

7. Updated Plymouth Home ~ 5 Mi to Road America!

Plymouth

Patricia V.

includes taxes & fees

20 Sept - 21 Sept

A modern kitchen with a central island, a dining area with a coffee table, a sofa, and a TV mounted on the wall.

8. Sheboygan Riverside Condo

Sheboygan

Tressie J.

A modern kitchen with a large island, dark blue cabinets, and a stainless steel refrigerator.

9. The Links! - Luxury Golf Retreat with Golf Simulator

Sheboygan

Andrea S.

A cabin with a deck, a covered porch, and a paved driveway.

10. The Esker Ridge Chalet, Pristine Elkhart Solitude

Elkhart Lake

Barbara

includes taxes & fees

1 Sept - 2 Sept

A spacious living area with a modern staircase, a fireplace, and a flat-screen TV mounted on the wall.

11. Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

Plymouth

Andrew M.

includes taxes & fees

1 Sept - 2 Sept

A spacious kitchen with a brick accent wall, wooden cabinets, and a bar area with stools.

12. Home Port Vacation Escape, Luxury Historic Home, Walk to Port, Beach, Shops

Port Washington

Linda M.

includes taxes & fees

24 Aug - 25 Aug

A hotel room with two beds, a dining area, and a view of the outdoors.

13. Victorian Inn #241 | 2 Queen Beds

Elkhart Lake

includes taxes & fees

14 Sept - 15 Sept

A patio with a fire pit, outdoor seating, and string lights.

14. 3 Min to Road America, "Amazing Location!!"

Plymouth

Matt W.

includes taxes & fees

15 Sept - 16 Sept

A deck with a hot tub, outdoor seating, and a view of a forested area.

15. Stunning private home hidden in the woods. Can sleep 11 guests

Plymouth

Nic B.

includes taxes & fees

24 Aug - 25 Aug

A two-story house with a front porch, a mailbox, and a small garden with pink flowers.

16. 3 Mi to Road America: Spacious Elkhart Lake Home!

Elkhart Lake

Sam B.

includes taxes & fees

7 Sept - 8 Sept

A modern kitchen with a large island, bar stools, stainless steel appliances, and a view of a lake.

17. Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.

Campbellsport

Kathleen K.

includes taxes & fees

20 Sept - 21 Sept

A grassy outdoor area with a wooden deck, a small shed, and a green hose coiled on the ground.

18. 5 min from Road America. Great yard and plenty of parking

Elkhart Lake

" We enjoyed our stay very much. The house is lovely, spacious, and clean. The property is quite big and provides an excellent space to walk or room for younger children to play. Several family members enjoyed a walk about after our drive on Saturday. The house was perfect for our group, and the living room was our gathering place for Saturday evening as well as Sunday morning. We cooked our evening meal and our morning breakfast in the kitchen. The only minor issue was that our group had 9...

Paul & Jacqleene M.

includes taxes & fees

11 Sept - 12 Sept

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Top Oostburg Hotel Reviews

The Osthoff Resort

10/10 Excellent

"Great"

AmericInn by Wyndham Sheboygan

8/10 Good

"Due to the repairs being made the lobby had a small weird smell. The room was clean and didn't have the smell from the lobby. The breakfast was ok but not really attended well by the staff. The eggs were wierd the bacon and sausage was good. The potatoes also had a weird taste to them. Only one of the 5 days was the food low and running out. over all the staff was freindly, the rooom was great. The parking on the other hand had a few issues. There was some extremly large trucks parking sideways and taking 3 or 4 parking spaces."

Experience Lake Michigan views from your cozy 3-bedroom retreat

10/10 Excellent

"Great little house for our family staycation. Loved the pool and what felt like a private beach just across the street. The house had everything we needed for a relaxing getaway and the host was very responsive when we reached out mid- stay."

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

10/10 Excellent

"This truly was a home away from home! The owners took impeccable care of their home on the inside and outside! Everything was just beautiful, comfortable and thoughtful! The owners were very generous to supply toiletries, coffee, tea, popcorn and more, just to name a few extras!!My daughter, granddaughters and I chose to spend time at the beach from Koehler park, but there was a map at the house with directions to beaches closer to the home. We enjoyed our time at the beach, and at the home. We played in the back yard and played games that were offered in the house! The beds were very comfortable and the home is in a very beautiful, peaceful setting. Thank you for the great stay!"

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room

10/10 Excellent

"Great beach view and sand for the kids. The kitchen was well equipped, and overall the house was clean. The host was attentive with great communication and thorough written instructions. There was lots of parking space in a quiet and private location. Conveniently located close to town."

Find out more about Oostburg

Oostburg Holiday Homes information

Number of reviews	4,786
Accommodation	197 Holiday Homes
Lowest Price	£61
Highest Price	£172

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oostburg holiday homes

1. Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

2. Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair

3. 3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4

4. Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

5. Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

6. The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

7. Updated Plymouth Home ~ 5 Mi to Road America!

8. Sheboygan Riverside Condo

9. The Links! - Luxury Golf Retreat with Golf Simulator

10. The Esker Ridge Chalet, Pristine Elkhart Solitude

11. Charming dome house - 4-bedroom house with WiFi and AC in enjoyable Plymouth

12. Home Port Vacation Escape, Luxury Historic Home, Walk to Port, Beach, Shops

13. Victorian Inn #241 | 2 Queen Beds

14. 3 Min to Road America, "Amazing Location!!"

15. Stunning private home hidden in the woods. Can sleep 11 guests

16. 3 Mi to Road America: Spacious Elkhart Lake Home!

17. Brand new Modern, 6 bedroom waterfront home on a beautiful Long Lake.

18. 5 min from Road America. Great yard and plenty of parking

Find holiday rentals that suit your style

Top Oostburg Hotel Reviews

The Osthoff Resort

La Quinta Inn by Wyndham Sheboygan

The Oasis Hotel & Bar

Grandstay Residential Suites Hotel - Sheboygan

AmericInn by Wyndham Sheboygan

Experience Lake Michigan views from your cozy 3-bedroom retreat

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room

Inviting, Rustic Beach front cottage on Beautiful Lake Michigan

Find out more about Oostburg

Oostburg Holiday Homes information

Explore a world of travel with Expedia