Best Vacation Homes in Old Towne
Villa
10.0(1 Review)
3 Bedrooms
3 Baths
4 Guests
Private Pool
Oceanfront
Pool
Ocean View
US $409/Night
7 Nights - US $2,862
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
Parking
Internet
Child Friendly
Security/Safety
US $106/Night
7 Nights - US $742
US $108/Night
7 Nights - US $756
House
10.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
1 ft²
- Private Pool
- Pool
Balcony/Terrace
Kitchen
US $210/Night
7 Nights - US $1,468
House
9.2(7 Reviews)
4 Bedrooms
4 Baths
10 Guests
166.84 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
View
US $61/Night
7 Nights - US $425
House
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1 ft²
- Private Pool
Hot Tub- Pool
- Balcony/Terrace
US $151/Night
7 Nights - US $1,058
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Parking
Air Conditioner
US $150/Night
7 Nights - US $1,050
Villa
9.6(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
2400 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $527/Night
7 Nights - US $3,689
Old Towne Luxury Rentals
New
Villa
4 Bedrooms
6 Baths
8 Guests
1 ft²
- Pool
- Ocean View
- Balcony/Terrace
- View
US $883/Night
7 Nights - US $6,179
New
Villa
3 Bedrooms
1 Bath
6 Guests
6000 ft²
Pet Friendly- Air Conditioner
- Internet
- Child Friendly
US $432/Night
7 Nights - US $3,024
New
Villa
1 Bedroom
4 Baths
8 Guests
3003.13 ft²
- Oceanfront
- Hot Tub
Fireplace/Heating- Pool
US $400/Night
7 Nights - US $2,800
Villa
8.0(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
2200 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $335/Night
7 Nights - US $2,342
Villa
6.0(1 Review)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $302/Night
7 Nights - US $2,114
New
Apartment
4 Bedrooms
1 Bath
3 Guests
904.17 ft²
Private Beach- Oceanfront
Spa- Fireplace/Heating
US $250/Night
7 Nights - US $1,752
Apartment
7 Bedrooms
2 Baths
13 Guests
1614.59 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $230/Night
7 Nights - US $1,610
Villa
9.0(5 Reviews)
4 Bedrooms
3 Baths
7 Guests
1614.59 ft²
- View
- Parking
- Air Conditioner
- Internet
US $210/Night
7 Nights - US $1,468
Old Towne Pet Friendly Vacation Rentals
Apartment
4 Bedrooms
1 Bath
7 Guests
- Pool
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $141/Night
7 Nights - US $986
New
Hotel
1 Bath
4305.56 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $150/Night
7 Nights - US $1,050
Apartment
1 Bedroom
1 Bath
3 Guests
- Pet Friendly
- Child Friendly
Laundry
Bedding/Linens
US $102/Night
7 Nights - US $712
Old Towne Large Vacation Homes
Villa
9.0(16 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $200/Night
7 Nights - US $1,400
New
Villa
2 Bedrooms
2 Baths
6 Guests
2475.7 ft²
- Balcony/Terrace
- Parking
- Air Conditioner
- Internet
US $80/Night
7 Nights - US $560
Villa
5.0(31 Reviews)
5 Bedrooms
6 Baths
10 Guests
6000 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $248/Night
7 Nights - US $1,736
Villa
5.0(13 Reviews)
3 Bedrooms
3 Baths
6 Guests
2000 ft²
- Private Pool
- Pool
- Kitchen
- Laundry
US $304/Night
7 Nights - US $2,128
Villa
5.0(10 Reviews)
4 Bedrooms
5 Baths
8 Guests
5449 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $643/Night
7 Nights - US $4,501
Villa
5.0(3 Reviews)
3 Bedrooms
2 Baths
5 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $225/Night
7 Nights - US $1,575
Villa
5.0(1 Review)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $380/Night
7 Nights - US $2,660
Villa
5.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
3000 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $322/Night
7 Nights - US $2,255
Why Choose Rent By Owner for your Old Towne Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
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.
Average Temperature Daytime: around 27°C - Nighttime: around 20°C
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.
Average Temperature Daytime: around 30°C - Nighttime: around 22°C
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.
Average Temperature Daytime: around 28°C - Nighttime: around 21°C
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.
Average Temperature Daytime: around 26°C - Nighttime: around 19°C
Weekly Weather Forecast for Old Towne
How to Book Your Old Towne Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Old Towne
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
Lime Kiln Beach
Garibaldi Hill
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:
- Caribbean Villa with Spectacular Views
- Bananaquit at the beach!
- Amazing Villa Tropicasa
- Cozy apartment in lovely Olveston with AC, WiFi. Close to Salem and Old town.
- Montserrat Mountain View Retreat
- Oceanfront Luxury. Spectacular Sunsets and Mountain View. HHI Featured. Avalon.
- Lucy's Sunshine Villa Palm Loop, Spacious 3 Bed 2 Bathroom,
- Paradise Villa Rooms
- Luxurious Penthouse with Breathtaking Views
- Luxury Spacious Villa with Aircon and Pool Table
2. How many vacation rentals have private pools in Old Towne?
There are 1 vacation rentals with private pools near Old Towne. Top-rated RBO homes that have access to a swimming pool include:
3. 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:
4. How many Rentbyowner vacation rentals are available in Old Towne?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 45 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.
5. What is the cancellation policy for vacation rentals in Old Towne, Montserrat?
Cancellation policies vary by property owner and listing. You should review the specific policy outlined on the listing page or contact the host directly to understand any fees or restrictions associated with cancellations.
6. How do I find pet-friendly vacation rentals in Old Towne, Montserrat?
To locate pet-friendly options, use the search filters available on the booking platform to specify your need for pet accommodations. Confirm pet policies with the host before finalizing your reservation to ensure a smooth stay.
7. Are there minimum stay requirements for rentals here?
Minimum stay requirements depend on the individual property and seasonality. Details are provided on each listing, so be sure to check this information during your search or reach out to the host if you have specific needs.
8. What amenities can I expect at vacation rentals in Old Towne, Montserrat?
Amenities vary by property but typically include essentials like Wi-Fi, kitchen facilities, and air conditioning. To see what’s included, refer to the property listing details or contact the host directly for additional questions.
9. How do I communicate special requests or questions about the rental during my booking process?
You can contact the property owner or manager through the messaging system on the listing platform. Clear communication helps ensure your needs are met and enhances your overall experience in this destination.
Old Towne Top Rated Vacation Rentals
Apartment
8.3(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pool
- View
- Parking
- Internet
US $97/Night
7 Nights - US $679
House
5.0(1 Review)
2 Bedrooms
3 Baths
8 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $140/Night
7 Nights - US $980
Villa
4.0(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
1830 ft²
- Private Pool
- Pool
- Kitchen
- Child Friendly
US $176/Night
7 Nights - US $1,231
Villa
4.0(3 Reviews)
5 Bedrooms
5 Baths
10 Guests
5000 ft²
- Private Pool
- Pool
- Ocean View
- Balcony/Terrace
US $305/Night
7 Nights - US $2,132
Villa
4.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $143/Night
7 Nights - US $1,001
Villa
1.0(1 Review)
3 Bedrooms
1 Bath
5 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $105/Night
7 Nights - US $737
House
5 Bedrooms
6 Baths
12 Guests
- Private Pool
- Pool
- Ocean View
- View
US $3,600/Night
7 Nights - US $25,200
Villa
3 Bedrooms
4 Baths
6 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $204/Night
7 Nights - US $1,428
