Southampton Cottage Rentals By Owner

Southampton Cottage Rentals

Charming , Comfortable Cottage Near Amenities

Highly Rated

Cottage

Charming , Comfortable Cottage Near Amenities

10.0

Exceptional

(104 Reviews)

1 Bedroom 1 Bath 3 Guests 625 ft²

R3,999/Night 7 Nights - R28,000

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Cottage

PalmSprings Accommodations - 3 Bedroom Cottage Near Horseshoe Bay

9.8

Exceptional

(14 Reviews)

3 Bedrooms 1 Bath 6 Guests 900 ft²

R7,337/Night 7 Nights - R51,361

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Cottage

Coral Suite - close to beaches/kayaks/dock/stunning views/EVcharger

9.4

Exceptional

(13 Reviews)

1 Bedroom 1 Bath 4 Guests

R4,019/Night 7 Nights - R28,130

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Cottage

Private studio cottage with pool near beaches

8.8

Fabulous

(5 Reviews)

1 Bedroom 1 Bath 2 Guests

R4,086/Night 7 Nights - R28,599

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Large studio apartment w/views. Close to beaches

Highly Rated

Apartment

Large studio apartment w/views. Close to beaches

10.0

Exceptional

(119 Reviews)

1 Bedroom 1 Bath 2 Guests 650 ft²

R4,608/Night 7 Nights - R32,252

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Apartment

Wade's Garden Inn

9.9

Exceptional

(9 Reviews)

3 Bedrooms 3 Baths 6 Guests 748.09 ft²

R2,312/Night 7 Nights - R16,183

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Villa

A Charming Bermuda Gem 🌸

10.0

Exceptional

(28 Reviews)

1 Bedroom 1 Bath 2 Guests

R4,850/Night 7 Nights - R33,950

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'RIPPLE WATERS' - More for Less - Great One Bedroom Pool House

Price Dropped

Apartment

'RIPPLE WATERS' - More for Less - Great One Bedroom Pool House

10.0

Exceptional

(8 Reviews)

1 Bedroom 1 Bath 4 Guests

R6,116/Night 7 Nights - R42,809

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Highly Rated

Resort

The Reefs Resort and Club

9.1

Exceptional

(76 Reviews)

2 Baths 6 Guests 215.28 ft²

R13,337/Night 7 Nights - R93,362

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Spacious Beachfront and Private Resort living

Highly Rated

Apartment

Spacious Beachfront and Private Resort living

9.8

Exceptional

(143 Reviews)

1 Bedroom 1 Bath 2 Guests 570 ft²

R6,416/Night 7 Nights - R44,911

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Highly Rated

Resort

Pompano Beach Club

9.0

Exceptional

(129 Reviews)

3 Baths 13 Guests 425.17 ft²

R18,753/Night 7 Nights - R131,272

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Location! Location! SUMMER SAVINGS at 5 Cross Bay Estate, next to Horseshoe Bay

Frequently Viewed

Apartment

Location! Location! SUMMER SAVINGS at 5 Cross Bay Estate, next to Horseshoe Bay

10.0

Exceptional

(160 Reviews)

1 Bedroom 1 Bath 2 Guests 200 ft²

R3,212/Night 7 Nights - R22,488

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More Top-Rated Cottage Rentals in Southampton Area

Why Choose Rent By Owner for your Southampton Cottage Rentals?

What makes our Cottage 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 Southampton

When should you plan your Cottage Rentals stay?

To make the most of your stay in this charming destination, consider planning your vacation during the shoulder seasons when the region experiences pleasant weather and fewer visitors, ensuring a more relaxing experience when choosing cottages here through RentByOwner.com.

Peak Season Highlights

June to August

During the summer months, the area's warm climate makes it an ideal time to explore and enjoy outdoor activities. This period sees a high influx of visitors seeking the perfect escape in Bermuda's scenic surroundings.

Average Temperature Daytime: 28°C - Nighttime: 22°C

December to February

Winter offers a mild climate that appeals to travelers looking to escape colder regions. The cooler daytime temperatures provide comfortable weather for sightseeing and relaxing at cozy cottages.

Average Temperature Daytime: 21°C - Nighttime: 17°C

Off-Season Highlights

March to May

Springtime brings a quieter atmosphere to this destination, perfect for those who prefer less crowded environments while still enjoying pleasant weather and blooming landscapes.

Average Temperature Daytime: 23°C - Nighttime: 19°C

September to November

Autumn features fewer visitors, offering a more relaxed experience. The region’s mild weather and lower rates make it an attractive time to enjoy the natural beauty and tranquility.

Average Temperature Daytime: 26°C - Nighttime: 20°C

Weekly Weather Forecast for Southampton

How to Book Your Southampton Cottage Rentals

What's our booking process?

Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Southampton

More Top-Rated Cottage Rentals in Southampton Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage 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 outdoor dining areas perfect for meals in the fresh air.
Relax by private or shared swimming pools with scenic surroundings.
Take advantage of well-maintained gardens and lush green spaces.
Utilize outdoor barbecue grills for memorable cookouts with family and friends.
Make the most of spacious patios or verandas to unwind while soaking up the sun.
Explore nearby walking trails and nature paths for leisurely strolls.
Benefit from ample parking spaces suited for your vehicle needs during your stay.

Top Attractions Around Southampton

What attractions are nearby?

Within this charming area, you can enjoy a variety of nearby activities such as exploring pristine beaches, engaging in water sports, or discovering scenic walking trails-perfect opportunities to experience the natural beauty and relaxed atmosphere that make this destination a desirable place to stay.

Family Activities

Bermuda Aquarium, Museum and Zoo: Discover marine life and wildlife exhibits that captivate children and adults alike in this family-friendly attraction.
Southampton Beaches: Relax on pristine sands and enjoy safe swimming spots perfect for a day of fun with the whole family by the sea.
Horseshoe Bay Beach: Explore one of the most famous beaches in the area, offering scenic views, calm waters, and plenty of space for picnicking and playing.
Gibb's Hill Lighthouse Park: Climb to the top for panoramic views of the region and learn about local maritime history at the historic lighthouse designed for family exploration.

Adult Activities

Horseback Riding Tours Explore the scenic landscapes on horseback, experiencing the region's natural beauty from a unique perspective.
Sailing and Yacht Charters Enjoy the calm waters with a sailing adventure or private yacht charter, perfect for relaxing days out on the water.
Golfing: Tee off at world-class golf courses in the area, offering stunning views and challenging fairways for enthusiasts of all skill levels.
Beachcombing and Coastal Walks Discover hidden coves and pristine beaches along the coast, ideal for leisurely strolls and collecting seashells.

Other Places to Stay in Southampton

Southampton Travel Tips

How Can You Make the Most of Your Stay?

Plan Your Activities in Advance: Take time to research local beaches and trails to maximize your enjoyment while staying in this region.
Choose a Strategic Location: Select a cottage that offers easy access to the area's main attractions for a more convenient and relaxed experience.
Explore Local Cuisine: Make time to visit nearby eateries or prepare meals in your cottage to truly savor the region's flavors.
Respect the Environment: Practice eco-friendly habits during your stay to help preserve the natural beauty of this destination.

Transportation Options

Rental Cars: Renting a car here offers the flexibility to explore the region at your own pace, with numerous rental agencies available near key transportation hubs.
Public Buses: The local bus service provides an affordable and convenient way to navigate Southampton and nearby areas without the need for private transportation.
Taxis and Rideshare Services: Taxis and rideshare options are readily accessible, offering quick and reliable transportation for short trips within this part of Bermuda.
Ferries: Ferries connect this destination to other parts of Bermuda, providing scenic routes and an enjoyable travel experience across the surrounding waters.

Local Customs Options

Respecting Local Dress Codes: When visiting the region, it is customary to dress modestly and neatly, especially when attending religious or community events.
Celebrating Bermuda Day: Participating in local festivities like Bermuda Day, which includes colorful parades and traditional music, helps you embrace the area's vibrant cultural spirit.
Engaging in Community Hospitality: Visitors are often welcomed warmly into local gatherings, reflecting the area's friendly customs and strong sense of community.
Practicing Environmental Respect: Since preserving the natural beauty is vital here, disposing of waste responsibly and respecting protected areas are important customs for travelers to follow.

Frequently Asked Questions About Southampton Rental Cottages

1. What are the top Cottages in Southampton?

There are a lot of options in Southampton. If you plan on staying in the Southampton area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Southampton:

2. How many Cottages are available in Southampton?

Currently, the total number of properties listed by RBO in 2026 is over 4 in the Southampton area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Southampton. 

3. What is the cancellation policy for cottages in Southampton, Bermuda?

The cancellation policy varies depending on the individual property listing. Please review the specific cancellation terms outlined on the listing page or contact the property owner directly to understand their cancellation and refund procedures.

4. Are there any additional fees when booking a cottage in this destination?

Additional fees such as cleaning charges, service fees, or taxes may apply and are specified during the booking process. Be sure to read the detailed pricing information on the listing to understand all costs involved.

5. How do I confirm my booking for a cottage here?

Booking confirmation typically occurs after completing the online reservation process and receiving a confirmation email from the property owner or manager. If you have questions about your reservation, reaching out directly to the host is recommended.

6. What amenities are included with cottages in this area?

The available amenities vary by property; common features include Wi-Fi, kitchen facilities, air conditioning, and outdoor spaces. Detailed descriptions of amenities are provided on each listing, so reviewing these will help you find the perfect accommodation.

7. Is it possible to modify or extend my stay in a cottage in Southampton, Bermuda?

Modifications or extensions depend on the property's availability and the owner's policies. Contact the property owner directly through the booking platform to request changes to your reservation or inquire about extending your stay.