Find the best cottages in Oldsmar - We found 106 exact matches
About Oldsmar Cottage Rentals on Vacation Cottage
For travelers seeking a comfortable and luxurious retreat in Oldsmar, Vacation Cottage has you covered. Opt for a cottage rental, lake house retreat, or summer home resort and enjoy the flexibility of a hotel. With over 106 options available in Oldsmar on Vacation Cottage, we can assist you in finding the perfect accommodation.
Elevate your next vacation with a picturesque cottage rental in Oldsmar, offering top-notch amenities such as swimming pools, fitness centers, Wi-Fi, luxury suites, and fully-equipped kitchens. Discover unbeatable deals on outdoor vacation cottages, lake houses, and summer home retreats. Start planning your trip to Oldsmar today and secure your accommodation in minutes on our website.
Whether it's a short-term getaway or a long-term seasonal stay, find the perfect cottage rental, lake house, or summer home for your favorite travel destinations. Compare options with Vacation Cottage and stay close to nature.
Frequently Asked Questions About Oldsmar Rental Cottages
What are the top rated Cottage Rentals in Oldsmar?
There are a lot of options in Oldsmar. If you plan on staying in the Oldsmar area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Oldsmar:
- Beautiful home in Oldsmar
- EXECUTIVE HOME with RESORT POOL in the heart of Tampa Bay
- 3 bed Villa with lake views within secure gated community
- Shore Drive Sunshine fully furnished home pet friendly
- Spectacular Like New House, Close to Safety Harbor, Dunedin, Beaches & Shopping!
- Vacation Home w HOT TUB, 2 MASTER BEDROOMS, HEATED POOL NEAR BEACHES!
- Hampton Inn & Suites Tampa Northwest/Oldsmar
- Scenic Waterfront Getaway – Private Stay
- Entire House -Private Pool 3 Bedrooms 2 Baths
- Courtyard by Marriott Tampa Oldsmar
How much does it cost to rent a cottage in Oldsmar?
The average cost for a cottage rental in Oldsmar is $283 per night. Vacation Cottage has a wide list of great cottages near Oldsmar that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Oldsmar that allow pets?
Yes, here are the top cottage rentals in Oldsmar that allow you to bring your pet:
- Near Clearwater Serene 3-bedroom house with AC in charming Oldsmar
- 2 Bedroom , 2 Bath , Villa
- Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
- Coastal themed home near beach and airport
See all pet-friendly vacation rentals in Oldsmar on Vacation Cottage
Do you have any rental cottages in Oldsmar that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Oldsmar to find one that works for you.
Are there quality cottages in Oldsmar that have indoor swimming pools?
As of 2026, the data from Vacation Cottage shows that there are Over 106 private swimming pools or cottages with indoor pools in the Oldsmar area along with other great amenities.
Do any cottages in Oldsmar have hot tubs?
About 106 cottages in Oldsmar boast of premium hot tubs. Some of the popular places to stay with hot tubs include:
See all holiday vacation rentals in Oldsmar on Vacation CottageAre there luxury cottages in Oldsmar?
Yes, there are luxury cottages in Oldsmar. Find more luxury, lakefront, winter, & last-minute cottage rentals near Oldsmar.
