Discover Your Ideal Old Towne Montserrat Vacation Rentals for a Memorable Getaway
Discover Your Perfect Old Towne Vacation Homes
Best Vacation Homes in Old Towne
- Pool
- Private Pool
- Bedding/Linens
- Parking
- Security/Safety
- Child Friendly
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pool
- Security/Safety
- Bedding/Linens
- Child Friendly
- Air Conditioner
- Parking
- TV
Old Towne Luxury Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- View
- Child Friendly
- Parking
- View
- Ocean View
- Parking
- Pool
- View
- Air Conditioner
- Pool
- TV
- Air Conditioner
- Pool
- TV
- Pool
- TV
- Private Pool
Old Towne Pet Friendly Vacation Rentals
- Pet Friendly
- Pool
- Private Pool
- Pet Friendly
- Bedding/Linens
- Child Friendly
Old Towne Large Vacation Homes
- Pool
- TV
- Private Pool
- Pool
- TV
- Private Pool
- Air Conditioner
- Pool
- Private Pool
- Air Conditioner
- Pool
- TV
- Pool
- TV
- Wheelchair Accessible
- Pool
- TV
- Private Pool
- Pool
- TV
- Private Pool
- Pool
- View
- Wheelchair Accessible
Why Choose Rent By Owner for your Old Towne Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Old Towne
When should you plan your Vacation Rentals stay?
Timing your visit to this destination can greatly enhance your experience, so consider the regional climate and shoulder seasons when planning your stay in Old Towne and the surrounding area for a truly memorable vacation.
Peak Season Highlights
December to April
During this period, you'll experience the warm and dry weather ideal for enjoying the area's scenic beauty and outdoor activities. It is the peak time when travelers seek comfort in vacation rentals to escape colder climates.
July to September
This summer season attracts visitors seeking a sunny and lively atmosphere. The region offers perfect conditions for exploring the natural landscapes while staying comfortable in well-appointed vacation rentals.
Off-Season Highlights
May to June
As the region transitions into the wetter months, fewer tourists visit, making it an excellent time for those seeking quieter surroundings and more flexible booking options for their vacation rentals.
October to November
During late fall, the weather begins to cool slightly, and visitor numbers decrease. This is an ideal period to enjoy the area's serene environment with more availability in vacation rentals.
Weekly Weather Forecast for Old Towne
How to Book Your Old Towne Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Old Towne
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor seating area where you can relax and take in the scenic views of the region.
- Take advantage of a communal garden or landscaped yard that showcases the natural beauty of the area.
- Make use of an outdoor barbecue or grilling station for preparing meals while enjoying the fresh air.
- Benefit from access to walking trails or pathways that allow you to explore the surrounding landscape.
- Utilize available outdoor dining spaces perfect for al fresco meals with family and friends.
- Relax by a swimming pool or plunge pool, ideal for cooling off under the Caribbean sun.
- Make the most of designated parking areas with easy entry to your vacation rental’s outdoor amenities.
Top Attractions Around Old Towne
What attractions are nearby?
Within this charming destination, you can enjoy exploring local shops and savoring authentic Caribbean cuisine, all while being conveniently close to outdoor activities like hiking and nature walks that showcase the region’s stunning volcanic landscape.

Family Activities
- Exploring Old Towne’s Historic Landmarks: Discover the region’s rich history by visiting the well-preserved landmarks that tell the story of this area’s cultural heritage.
- Hiking the Scenic Trails: Enjoy family-friendly hikes along scenic trails that offer breathtaking views and a chance to experience the natural beauty of this destination.
- Relaxing at Local Beaches: Spend quality time unwinding on nearby beaches, where gentle waves and soft sands create perfect spots for family fun and relaxation.
- Visiting Cultural Heritage Sites: Engage with the local culture by exploring museums and heritage sites that provide educational entertainment for all ages.
Adult Activities
- Hiking in the Montserrat Trails: Explore scenic routes through lush landscapes, offering breathtaking views that showcase the area's natural beauty.
- Visit local art galleries and craft shops: Discover unique Caribbean artistry and handmade souvenirs that reflect the region's rich cultural heritage.
- Enjoy a guided tour of historic sites: Learn about the area's fascinating past by visiting well-preserved landmarks and heritage sites.
- Savor authentic Caribbean cuisine at local eateries: Indulge in flavorful dishes that highlight the region's culinary traditions and fresh ingredients.
Other Places to Stay in Old Towne
Old Towne Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead: Secure your stay early to access the best vacation rentals and enjoy peace of mind during your visit to this Caribbean destination.
- Explore Local Culture: Take time to immerse yourself in the area's unique traditions and local cuisine, enriching your experience here beyond just accommodations.
- Stay Connected to Nature: Make the most of scenic outdoor activities and natural beauty that make this region a truly special place to stay.
- Utilize Reliable Transportation: Arrange convenient transportation options to easily explore the area's attractions and maximize your time here.
Transportation Options
- Public Buses: Affordable and frequent, the local bus service offers a convenient way to explore this destination’s key sites and surrounding areas.
- Taxis: Readily available, taxis provide flexible and direct transportation for your travel needs around the region.
- Car Rentals: Renting a vehicle allows you to freely discover the area at your own pace, with many options accessible nearby.
- Walking: Navigating on foot is an excellent way to experience the charm of this destination while enjoying its scenic streets and local atmosphere.
Local Customs Options
- Respect for the Local Faiths: In this destination, it’s customary to observe local religious practices and dress modestly when visiting places of worship.
- Greeting Etiquette: When engaging with residents, a warm handshake or a friendly nod is a respectful way to acknowledge local customs in the area.
- Celebration of Festivals: Participating in regional festivals offers a unique opportunity to experience traditional music, dance, and local cuisine that are integral to the area's culture.
- Environmental Respect: Visitors are encouraged to honor the region's natural beauty by minimizing waste and supporting conservation efforts during their stay here.
Old Towne Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Old Towne?
There are a lot of options in Old Towne. If you plan on staying in the Old Towne area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Towne:
- Montserrat Mountain View Retreat
- Oceanfront 3 bedrooms, 4beds, AC, WiFi, luxury villa
- Luxury Spacious Villa with Aircon and Pool Table
- Old Town Studio with Separate Affiliated Pool House
- Royal - Chez Mango Villa
- Bananaquit at the beach!
- Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.
- Amazing Villa Tropicasa
- VIP King room
- Soothing apartment with AC in charming Barzeys
2. Which vacation homes in Old Towne are best for families?
If you are looking for a family-friendly vacation home in Old Towne, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Old Towne:
3. How many Rentbyowner vacation rentals are available in Old Towne?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 39 in the Old Towne area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Old Towne.
4. What is the cancellation policy for vacation rentals in Old Towne, Montserrat?
5. How do I find pet-friendly vacation rentals in Old Towne, Montserrat?
6. Are there minimum stay requirements for rentals here?
7. What amenities can I expect at vacation rentals in Old Towne, Montserrat?
8. How do I communicate special requests or questions about the rental during my booking process?
Old Towne Top Rated Vacation Rentals
- Pool
- TV
- Wheelchair Accessible
- Air Conditioner
- Pool
- TV
- Pool
- Private Pool
- Balcony/Terrace
- Pool
- Private Pool
- Balcony/Terrace
- Pool
- Private Pool
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Pool
- Bedding/Linens
- Child Friendly
- Pool
- TV
- Private Pool