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Compare 34 Cottages in Oostburg with updated reviews, rates, and availability.

Winter dates still available at Beachdaze!
Interior

Winter dates still available at Beachdaze!

10.0 out of 10, Exceptional, (123)
"We had such a wonderful time! The home was just perfect for the 4 of us- and with unexpected summer weather during a short fall weekend. The views and beach were incredible! It was so comfortable and clean, and had all the necessities and some extras. We look forward to coming back!"
Winter dates still available at Beachdaze!
Lake Cottage pet friendly in Kettle Moraine Forest w/ Optional Boat Rental
Your view from the house

Lake Cottage pet friendly in Kettle Moraine Forest w/ Optional Boat Rental

10.0 out of 10, Exceptional, (33)
"Stay was excellent."
Lake Cottage pet friendly in Kettle Moraine Forest w/ Optional Boat Rental
Winter dates still available at Surfdaze!
Interior detail

Winter dates still available at Surfdaze!

10.0 out of 10, Exceptional, (94)
"We had a relaxing weekend on the lake. The bed was comfortable as were the couch and 2 chairs. The deck was a great place to sit and enjoy the sound and closeness of the lake. The windows offered full length views. It was just what we needed."
Winter dates still available at Surfdaze!
NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit
Interior

NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit

10.0 out of 10, Exceptional, (15)
"This was a great property. Secluded enough to have a relaxing weekend, but close enough to cities to not feel like you are out in the middle of nowhere. The house was clean and as advertised, and the hot tub was great to sit in and hear the lake. Beds were comfy, shower was hot, all around a great place to book."
NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit
A-frame on Horseshoe Lake
Exterior

A-frame on Horseshoe Lake

10.0 out of 10, Exceptional, (82)
"From the moment we walked in this property we knew we would love spending our time here. It is roughly 30 minutes from larger towns which was great. The property itself was clean, cozy, and exactly what we hoped for!"
A-frame on Horseshoe Lake
The Pond Cottage - Lake Front on Beautiful Lake Michigan
Beach

The Pond Cottage - Lake Front on Beautiful Lake Michigan

10.0 out of 10, Exceptional, (93)
"We LOVED our stay at the Pond Cottage! The cute old cottage feel and look with plenty of space for everyone to sleep and relax was great! But the outside and beachfront are what seal the deal! The beautiful private beach with amazing water and sand but also the overall privacy of the location was perfect. We enjoyed the beach all days swimming, walking, and paddle boarding. We even ate meals out there because it was just too great to stay away. The girls loved sleeping in the bunk beds and my...
The Pond Cottage - Lake Front on Beautiful Lake Michigan
Pristine Beach Access, Arcade near Kohler-Andrae
Room

Pristine Beach Access, Arcade near Kohler-Andrae

10.0 out of 10, Exceptional, (12)
"We met our extended family here for a long weekend stay on the beach in August. We had a range of kiddos at the VRBO from 3 years to 13. They all loved staying here, playing arcade and ping pong and hanging out with their cousins. Everyone was sad to leave the beach and this amazing home. Thanks for great amenities and an awesome layout for everyone to have fun. "
Pristine Beach Access, Arcade near Kohler-Andrae
Lakefront Plymouth Cottage w/ Private Hot Tub
Plymouth Vacation Rental | 2BR | 2BA | Access Only By Stairs | 1,352 Sq Ft

Lakefront Plymouth Cottage w/ Private Hot Tub

9.8 out of 10, Exceptional, (8)
"Great location near the track. Beautiful lake and fall color views."
Lakefront Plymouth Cottage w/ Private Hot Tub
Bright and Cheerful Lake Front Beach Cottage
Living area

Bright and Cheerful Lake Front Beach Cottage

10.0 out of 10, Exceptional, (4)
"Have stayed here multiple times now and love it every time. Great little place to just stay and relax. Swim. Walk the beach. You can walk for miles! We cook all meals there. We stop at the grocery in oostburg and then the bakery and just hunker down for a relaxing few days. Lovely."
Bright and Cheerful Lake Front Beach Cottage
Dog-friendly Sheboygan Home - 1 Mi to Town!
Living area

Dog-friendly Sheboygan Home - 1 Mi to Town!

3.0 star property
Dog-friendly Sheboygan Home - 1 Mi to Town!
Colorful Cottage w/ Hot Tub - Steps to Long Lake!
Campbellsport Vacation Rental | 3BR | 1BA | 1,140 Sq Ft | 1 Exterior Step

Colorful Cottage w/ Hot Tub - Steps to Long Lake!

9.4 out of 10, Exceptional, (3)
"Just what we wanted and expected."
Colorful Cottage w/ Hot Tub - Steps to Long Lake!
Family-friendly House: Walk to Lake Michigan!
Living area

Family-friendly House: Walk to Lake Michigan!

3.0 star property
10.0 out of 10, Exceptional, (1)
Family-friendly House: Walk to Lake Michigan!
Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan
Living area

Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a great stay. This is a very nice home. BEAUTIFUL home. Would recommend. Only complaint was lack of electrical outlets. I would recommend and electrician come in and upgrade the home just a bit. OTHER WISE THIS PLACE IS AMAZING WITH TONS OF ROOM!"
Pet-friendly Sheboygan Home, 1 Mi to Lake Michigan
Lakefront Plymouth Cottage w/ Private Hot Tub
Terrace/patio

Lakefront Plymouth Cottage w/ Private Hot Tub

3.0 star property
Lakefront Plymouth Cottage w/ Private Hot Tub
Cottage in Campbellsport
Property grounds

Cottage in Campbellsport

Cottage in Campbellsport
Walkable Lake Elkhart Apt: Dine, Shop, Swim!
Living area

Walkable Lake Elkhart Apt: Dine, Shop, Swim!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This apartment is a block from siebkens and the downtown farmers market. Excellent location. Comfortable beds. There are two apartments so if the space in one is not enough consider both "
Walkable Lake Elkhart Apt: Dine, Shop, Swim!
Spacious Sheboygan Home w/ Grill & Fire Pit!
Exterior

Spacious Sheboygan Home w/ Grill & Fire Pit!

3.0 star property
Spacious Sheboygan Home w/ Grill & Fire Pit!
Updated Plymouth Home ~ 5 Mi to Road America!
Living area

Updated Plymouth Home ~ 5 Mi to Road America!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful spot, calm and clean neighborhood, close to the track. A real find."
Updated Plymouth Home ~ 5 Mi to Road America!
Pet-friendly Sheboygan Home: 4 Mi to Lake Michigan
Property grounds

Pet-friendly Sheboygan Home: 4 Mi to Lake Michigan

3.0 star property
Pet-friendly Sheboygan Home: 4 Mi to Lake Michigan
Lakefront Campbellsport Retreat w/ Dock & Yard!
Terrace/patio

Lakefront Campbellsport Retreat w/ Dock & Yard!

3.0 star property
Lakefront Campbellsport Retreat w/ Dock & Yard!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Oostburg

Winter dates still available at Beachdaze!
Interior

Winter dates still available at Beachdaze!

10.0 out of 10, Exceptional, (123)
"We had such a wonderful time! The home was just perfect for the 4 of us- and with unexpected summer weather during a short fall weekend. The views and beach were incredible! It was so comfortable and clean, and had all the necessities and some extras. We look forward to coming back!"
Winter dates still available at Beachdaze!
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
Ultra private lakefront home located on Lake Michigan shoreline.

Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

9.4 out of 10, Exceptional, (183)
"We rented the house for a family trip. The house is large and has plenty of room for all. The house is in a perfect spot to watch the morning sunrise. It was nice to sit outside and use the fire pit. You can't beat the view at this house. The owner answers questions and is nice. We could recommend staying at this house."
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Southeast side of property.

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

10.0 out of 10, Exceptional, (92)
"We absolutely loved our stay at the Sandalwood Cottage. We are a family of 5 (kids ages 5,4&2) and this was the perfect location! The house had everything we needed (kitchen supplies, towels, laundry, etc) it was exceptionally clean and close to all of the main Sheboygan attractions. We loved Bookworm Gardens and Above and Beyond Children’s Museum (both less than 15 minutes away). The yard was absolutely gorgeous and our kids had so much fun exploring the woods and playing on the swing set/tree...
The price is SAR 488
SAR 594 total
includes taxes & fees
1 Dec - 2 Dec
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Oostburg cost?
Prepare to pay between and per night for cottages in Oostburg. No matter your budget, an awesome stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
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