Holiday Homes near Chaplin's Bay Beach, Bermuda: House Rentals & More

If you want to to stay within easy reach of Chaplin's Bay Beach, take a look at holiday rentals to choose your home away from home. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include a garden and pool. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Chaplin's Bay Beach

Showing deals for:19 Dec - 26 Dec

Gibb's Hill Lighthouse at Night Guiding Guests Back Home to AMOUR AMOUR

Exceptional

(40 reviews)

[A]MOUR AMOUR HEART OF HOSPITALITY!

Southampton Parish

5% off

for 7 nights, 1 apartment

AU$429 per night

includes taxes & fees

Exceptional

(13 reviews)

Exquisite 1-bedroom Apartment is centrally located in Devonshire Parish.........

Devonshire Parish

9% off

for 7 nights, 1 apartment

AU$323 per night

includes taxes & fees

There's a gas grill and charcoal bbq for your use

Exceptional

(122 reviews)

Pool House Studio In A Garden Setting + EV chargers

Smith's Parish

9% off

for 7 nights, 1 cottage

AU$324 per night

includes taxes & fees

Enjoy the pool only steps from the apartment!

Exceptional

(78 reviews)

Las Brisas apartment with pool and walk to beach + EV chargers

Smith's Parish

9% off

for 7 nights, 1 apartment

AU$291 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Chaplin's Bay Beach

Chaplin's Bay Beach

Find the best place to stay - Chaplin's Bay Beach

Multiple family weddings every year. #Cambridgeweddinghouse

Premier Host

Historic 1780’s Beach House with Large Veranda! Nestled on Cambridge Beach!

Sleeps 16 · 8 bedrooms · 5+ bathrooms

Premier Host

Stunning sunsets, turtle watching, longtails wheeling and glow worms ....

Sleeps 4 · 1 bedroom

Relaxing sit down by yourself or with your significant other. Look out to the Atlantic that is just breath taking!

Beautiful Water Front Property - Snorkel, Fish, or RELAX in the BEST LOCATION!

Sleeps 7 · 3 bedrooms · 2 bathrooms

Stunning views from the Moongate believed to be good luck for newlyweds!

Premier Host

Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course

Sleeps 10 · 4 bedrooms · 4+ bathrooms

Premier Host

Location! Location! HALF PRICE SALE @ 100 Nightly, October 1 - 17 and 27- Nov 1

Sleeps 2 · 1 bathroom

Top rated rentals - Chaplin's Bay Beach

Premier Host

Awesome Place

Couldn’t recommend a better place to stay. Clean, modern, and backs right onto the beach.

Galvin P.

Stayed June 2023

Snorkeling 50 feet from the property (photo Aug 2, 2019)

Premier Host

Excellent stay at Sandy's

The property was neat and clean and the views were beautiful. There was no need to go anywhere else. The water was like a swimming pool. My hosts were so kind and thoughtful, constantly making suggestions of places I could go and see while I was there. Everything was explained very well upon arrival and I took advantage of the wonderful taxi driver suggested by the hosts which I prebooked prior to arrival in Bermuda. The whole experience was effortless and I cannot wait to return.

Bonny W.

Stayed Jan 2019

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value