Little Harbour Cottage Rentals
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $239/Night
For 7 Nights US $1,675
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
US $321/Night
For 7 Nights US $2,250
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Pet Friendly
- Child Friendly
- Bedding/Linens
US $300/Night
For 7 Nights US $2,100
2500 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
US $738/Night
For 7 Nights US $5,166
2497.23 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Ocean View
US $178/Night
For 7 Nights US $1,246
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Villa
- Private Pool
- Spa
- Fireplace/Heating
US $3,915/Night
For 7 Nights US $27,406
2168 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
US $686/Night
For 7 Nights US $4,804
484.38 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Balcony/Terrace
- Parking
- Air Conditioner
US $125/Night
For 7 Nights US $875
6000 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
US $1,217/Night
For 7 Nights US $8,519
753.47 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Balcony/Terrace
- Parking
- Air Conditioner
US $150/Night
For 7 Nights US $1,053
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Private Pool
- Pool
- Ocean View
US $237/Night
For 7 Nights US $1,659
258.33 ft²
3 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Balcony/Terrace
- Pet Friendly
- Parking
US $198/Night
For 7 Nights US $1,386
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Why Choose Rent By Owner for your Little Harbour 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.
Weekly Weather Forecast for Little Harbour
How to Book Your Little Harbour 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
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 Little Harbour
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
Other Places to Stay in Little Harbour
George Hill
Elsie Bay
Frequently Asked Questions About Little Harbour Rental Cottages
1. What are the top Cottages in Little Harbour?
There are a lot of options in Little Harbour. If you plan on staying in the Little Harbour area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Little Harbour:
- Private; one of the best views on Anguilla; heated pool.
- Honeymooners! Romantic Private Anguilla Villa w/Pool, Ocean Views, Beach Access
- Villa Tasha Luxury Seafront Villa in Anguilla on the Caribbean sea AMAZING!
- DragonFly Studio, a charming place dedicated to relaxation
- Lockrum Point Villa: Seaside Villa 3 Bed/3 Bath/Pool
- Anguilla ~ Three Dolphins Villa ~ 2025 Renovation
- Water views, central location and infinity pool
- Villa Bramasole located right on the water has 3BDR close to restaurants & shops
- Lockrum Point Villa: Seaside Villa 4 Bed/4 Bath/Pool
- Champagne Shores Villa Luxurious 5 Bedroom Villa With Views Of Sea & St. Martin
2. How many Cottages are available in Little Harbour?
Currently, the total number of properties listed by RBO in 2026 is over 3 in the Little Harbour area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Little Harbour.
More Rentals You May Like Near Little Harbour
3500 ft²
7 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
US $989/Night
For 7 Nights US $6,921
290.63 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- View
- Pet Friendly
US $89/Night
For 7 Nights US $623
5000 ft²
10 Guests
5 Bedrooms
5 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Pool
US $2,706/Night
For 7 Nights US $18,942
US $1,952/Night
For 7 Nights US $13,664
3500 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
US $705/Night
For 7 Nights US $4,935
6 Guests
3 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
US $1,080/Night
For 7 Nights US $7,559
3500 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Pool
- Ocean View
US $1,074/Night
For 7 Nights US $7,515
4000 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
US $2,523/Night
For 7 Nights US $17,659
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Pool
US $750/Night
For 7 Nights US $5,250
2000 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Ocean View
- Balcony/Terrace
- View
US $428/Night
For 7 Nights US $2,994
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Villa
- Private Pool
- Hot Tub
- Pool
US $2,812/Night
For 7 Nights US $19,683
12 Guests
5 Bedrooms
7 Bathrooms
Ocean View
Villa
- Private Pool
- Hot Tub
- Pool
US $4,705/Night
For 7 Nights US $32,933
