
Vacation rentals near Carpenter's Rock Trailhead
We found 745 vacation rentals — enter your dates for availability
If you want to to stay within easy reach of Carpenter's Rock Trailhead, take a look at vacation rentals to choose your home away from home. Whether you’re staying in a vacation home with friends, family, or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a rental that has what everyone needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Carpenter's Rock Trailhead
Showing deals for:Nov 21 - Nov 28
Image gallery for VILLA DOLCEVITA by KlabHouse-Seafront 7BDRM w/Housekeeper - Pool&Hot Tube

9.89.8 out of 10 rating
Exceptional
(6 reviews)
VILLA DOLCEVITA by KlabHouse-Seafront 7BDRM w/Housekeeper - Pool&Hot Tube
Falmouth Harbour, Saint Paul
7% off
Price is CA $2,298
CA $2,298
CA $17,151 total
CA $17,151 total
includes taxes & fees
Image gallery for Soleil Cottage, Peaceful and Serene, Galleon Beach, Part of Moondance Antigua

1010 out of 10 rating
Exceptional
(15 reviews)
Soleil Cottage, Peaceful and Serene, Galleon Beach, Part of Moondance Antigua
English Harbour, Saint Paul
5% off
Price is CA $368
CA $368
CA $3,247 total
CA $3,247 total
includes taxes & fees
Image gallery for Gorgeous 5 Bedroom House with Pool on Beach in English Harbour

1010 out of 10 rating
Exceptional
(17 reviews)
Gorgeous 5 Bedroom House with Pool on Beach in English Harbour
English Harbour, Saint Paul
5% off
Price is CA $2,269
CA $2,269
CA $19,670 total
CA $19,670 total
includes taxes & fees
Image gallery for Luxury 5-Bedroom Villa with Oceanview Infinity Pool & Spectacular Sunsets

1010 out of 10 rating
Exceptional
(11 reviews)
Luxury 5-Bedroom Villa with Oceanview Infinity Pool & Spectacular Sunsets
Old Road, Saint Mary
10% off
Price is CA $1,119
CA $1,119
CA $9,887 total
CA $9,887 total
includes taxes & fees
Image gallery for Secluded Woodland Cabin with lovely view

1010 out of 10 rating
Exceptional
(13 reviews)
Secluded Woodland Cabin with lovely view
Sawcolts, St. Mary's
7% off
Price is CA $226
CA $226
CA $2,031 total
CA $2,031 total
includes taxes & fees
Image gallery for THE RADCLIFFE - Luxury townhome 7 mins walk to Beach, restaurants, bars.

9.89.8 out of 10 rating
Exceptional
(19 reviews)
THE RADCLIFFE - Luxury townhome 7 mins walk to Beach, restaurants, bars.
St. John's, Saint John
10% off
Price is CA $342
CA $342
CA $2,690 total
CA $2,690 total
includes taxes & fees
Image gallery for Trade Winds Cottages #1

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Trade Winds Cottages #1
St. John's, St Johns
10% off
Price is CA $218
CA $218
CA $1,932 total
CA $1,932 total
includes taxes & fees
Image gallery for Luxurious Bay View One Bed luxury Villa

1010 out of 10 rating
Exceptional
(8 reviews)
Luxurious Bay View One Bed luxury Villa
Freetown, Saint Philip
10% off
Price is CA $413
CA $413
CA $3,357 total
CA $3,357 total
includes taxes & fees
Image gallery for A luxury family retreat near Antigua's top beaches and restaurants

1010 out of 10 rating
Exceptional
(22 reviews)
A luxury family retreat near Antigua's top beaches and restaurants
St. John's, St Johns
9% off
Price is CA $1,516
CA $1,516
CA $13,478 total
CA $13,478 total
includes taxes & fees
Image gallery for Perfect getaway with beautiful beach and sunset Views,, with a Private Pool

8.08.0 out of 10 rating
Very good
(6 reviews)
Perfect getaway with beautiful beach and sunset Views,, with a Private Pool
St. John's, Saint John
5% off
Price is CA $466
CA $466
CA $4,432 total
CA $4,432 total
includes taxes & fees
Image gallery for Alagana House, 3 Bed Private Villa, Falmouth Harbour, Antigua.

1010 out of 10 rating
Exceptional
(11 reviews)
Alagana House, 3 Bed Private Villa, Falmouth Harbour, Antigua.
Falmouth Harbour, Saint Paul
15% off
Price is CA $1,272
CA $1,272
CA $11,619 total
CA $11,619 total
includes taxes & fees
Image gallery for Caribbean Sun, Sand, Sea-Relax In The Peace and Quiet of Tropical Escape Villa!

1010 out of 10 rating
Exceptional
(6 reviews)
Caribbean Sun, Sand, Sea-Relax In The Peace and Quiet of Tropical Escape Villa!
Willikies
10% off
Price is CA $546
CA $546
CA $4,369 total
CA $4,369 total
includes taxes & fees
Image gallery for Exceptional waterfront villa, short walk to beautiful secluded beach.

9.89.8 out of 10 rating
Exceptional
(77 reviews)
Exceptional waterfront villa, short walk to beautiful secluded beach.
Jolly Harbour, Saint Mary
5% off
Price is CA $256
CA $256
CA $2,268 total
CA $2,268 total
includes taxes & fees
Image gallery for K'ai Etoile, Large Cottage, 1-4 guests, Galleon Beach, Part of Moondance Antigua

1010 out of 10 rating
Exceptional
(7 reviews)
K'ai Etoile, Large Cottage, 1-4 guests, Galleon Beach, Part of Moondance Antigua
English Harbour, St Paul's
5% off
Price is CA $466
CA $466
CA $4,129 total
CA $4,129 total
includes taxes & fees
Image gallery for North Finger Private Villa in Paradise

9.09.0 out of 10 rating
Wonderful
(22 reviews)
North Finger Private Villa in Paradise
Jolly Harbour, Saint Mary
10% off
Price is CA $205
CA $205
CA $1,642 total
CA $1,642 total
includes taxes & fees
Image gallery for Eco Cabin in remote Caribbean Woodlands

1010 out of 10 rating
Exceptional
(39 reviews)
Eco Cabin in remote Caribbean Woodlands
John Hughes, St. Mary's Parish
7% off
Price is CA $148
CA $148
CA $1,333 total
CA $1,333 total
includes taxes & fees
Image gallery for ISLAND PARADISE ON THE MARINA

9.29.2 out of 10 rating
Wonderful
(10 reviews)
ISLAND PARADISE ON THE MARINA
Jolly Harbour, Antigua
5% off
Price is CA $318
CA $318
CA $2,871 total
CA $2,871 total
includes taxes & fees
Image gallery for Award-Winning, Charming Cottage in a 6-minute walk from a white sand beach.

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Award-Winning, Charming Cottage in a 6-minute walk from a white sand beach.
St. John's, Antigua
50% off
Price is CA $267
CA $267
CA $2,465 total
CA $2,465 total
includes taxes & fees
Image gallery for The Caribbean's premier vacation villa on the water in Jolly Harbour

9.89.8 out of 10 rating
Exceptional
(58 reviews)
The Caribbean's premier vacation villa on the water in Jolly Harbour
Jolly Harbour, St Marys
9% off
Price is CA $240
CA $240
CA $2,356 total
CA $2,356 total
includes taxes & fees
Image gallery for Ffryes House, 3 Bedroom Villa with Private Pool and Garden

9.69.6 out of 10 rating
Exceptional
(18 reviews)
Ffryes House, 3 Bedroom Villa with Private Pool and Garden
Jolly Harbour, Saint Mary
15% off
Price is CA $615
CA $615
CA $5,595 total
CA $5,595 total
includes taxes & fees
Image gallery for Quaint One Bedroom Apartment with AC

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Quaint One Bedroom Apartment with AC
Jolly Harbour, St Mary's
10% off
Price is CA $199
CA $199
CA $1,910 total
CA $1,910 total
includes taxes & fees
Image gallery for Spacious one bed apartment with stunning views of Nonsuch Bay

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Spacious one bed apartment with stunning views of Nonsuch Bay
Freetown
5% off
Price is CA $356
CA $356
CA $2,720 total
CA $2,720 total
includes taxes & fees
Image gallery for Club Caribbean Luxury Townhouse 7 mins to beach

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Club Caribbean Luxury Townhouse 7 mins to beach
St. John's, Saint John's
10% off
Price is CA $218
CA $218
CA $2,029 total
CA $2,029 total
includes taxes & fees
Image gallery for Ellen Bay Cottages Offers 1 Bedroom Studios And 2 Bedroom Apartments For Rent.

9.69.6 out of 10 rating
Exceptional
(12 reviews)
Ellen Bay Cottages Offers 1 Bedroom Studios And 2 Bedroom Apartments For Rent.
Seatons Village, Saint Philip
5% off
Price is CA $124
CA $124
CA $1,103 total
CA $1,103 total
includes taxes & fees
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Find the best place to stay - Carpenter's Rock Trailhead
Unforgetables, Thats who we are...<br>
Sleeps 14 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
1 review(1 review)
Top rated rentals - Carpenter's Rock Trailhead
Great House
1010 out of 10
Exceptionalexceptional
56 reviews(56 reviews)
This is a beautiful house with a superb location having beach front and very close proximity to jolly harbour grocery store and other facilities. It is well equipped and very comfortable. We loved it!!
Ira B.
Stayed Feb 2025
Absolutely fabulous
1010 out of 10
Exceptionalexceptional
71 reviews(71 reviews)
Driftwood Cottage is a heavenly spot.Beautiful gardens, with a huge variety of plants ,surround Sarah’s inviting and relaxing open air cottage. Birds abound . Every detail has been attended to here. Art and pottery enhance the feeling . The pool is large and lovely. We enjoyed it immensely. A lifetime of TLC has been poured into Driftwood..No casinos or bars in the vicinity, but several lovely restaurants, and of course beaches and hiking all near by.If you enjoy beauty , peace, tranquility and charm then don’t hesitate. We hope to return soon.
Irene S.
Stayed Feb 2025
Stunning west coast stay
1010 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
Amazing views from this property! Set between Jolly Harbour and Hermitage Bay resort it’s close enough to restaurants and beaches but quiet and relaxed. A rental car is a must given the location but it’s a quick drive to most things, particularly Jolly Harbour. Clean and well appointed. Comfortable beds and first class hosts. We stayed for two weeks and it flew by. Would definitely come back.
Dean C.
Stayed Feb 2025
Beautiful views and a Quaint little cottage!
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Soleil cottage is an adorable spot located at the end of Galleon Beach. It has beautiful views and is tastefully decorated in a classic Caribbean style. Everyone we met at Moondance was very friendly and Nathan was helpful in addressing our questions!! The Loose Cannon is a great spot to view the amazing sunsets. Take the water taxi to Nelson’s Dockyard and English Harbour also has many restaurants and shops to check out for island treasures. Shirley Heights on Sundays is a must! Thank you for hosting us!!
Mary C.
Stayed Feb 2025
Views dreams are made of
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Wow the views are incredible. Just a great spot for a relaxing break from work. Has everything you will need to enjoy your holiday. Rent a Jeep or SUV to get around it’s easier. We will be back.
Jason M.
Stayed Nov 2024
Beautiful property
1010 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
Beautiful peaceful property. Views from the pool and gazebo were stunning
valerie d.
Stayed Jul 2024
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value