Rentals Near Chaplin's Bay Beach


1 - 33 of 33

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1 / 7

Private Pool Apartment- Walking Distance to Town

  • 2
  • 4
  • 3 nights min

$320

Details

1 / 30

Southern Views on Fairmont Southampton Hotel Property

  • 4
  • 8
  • 5 nights min

$1301

Details

1 / 25

Pirate's Cove

  • 4
  • 8
  • Min stay varies

$749

Details

1 / 14

Standalone Cottage with Stunning Views

  • 2
  • 4
  • 3 nights min

$202

Details

1 / 12

Longtail Cottage

  • 3
  • 6
  • 4 nights min

$300

Details

1 / 8

Quaint Pool Cottage in Garden Setting

  • 1
  • 2
  • Min stay varies

$231

Details

1 / 31

Studio with Breathtaking Views - Southampton

  • 2
  • 2 nights min

$150

Details

1 / 7

Luxury Apartment

  • 1
  • 2
  • 3 nights min

$245

Details

1 / 10

The Cliff

  • 4
  • 10
  • 7 nights min

$1444

Details

1 / 14

Kanga-Rew Cottage

  • 2
  • 4
  • 3 nights min

$197

Details

1 / 5

1 Bedroom Apartment in Pembroke Bermu

  • 1
  • 2
  • 3 nights min

$140

Details

1 / 21

Poolside Cottage Gem on Stately Central Property ★Beach/Ham. 5min★King★Paradise!

  • Studio
  • 2
  • 5 nights min

$180

Details

1 / 6

Hill Top View

  • 1
  • 2
  • 3 nights min

$236

Details

1 / 20

Gorgeous Ocean and Golf Views! Beautiful, Convenient, Spacious.

  • 4
  • 12
  • 3 nights min

$681

Details

1 / 6

Blue Diamond One Bedroom Apartment

  • 1
  • 3
  • 5 nights min

$129

Details

1 / 13

Rising Sun - 2 Bed/2 Bath waterside apartment - fabulous views!

  • 2
  • 4
  • 3 nights min

$376

Details

1 / 4

Airy Studio 5 Minute Walk to Hamilton

  • Studio
  • 2
  • 4 nights min

$150

Details

1 / 12

Beautiful Views over the Great Sound

  • 3
  • 6
  • 3 nights min

$401

Details

1 / 15

Sunscape Bermuda Rentals

  • 1
  • 2
  • 3 nights min

$201

Details

1 / 8

Awesome View

  • 1
  • 2
  • 3 nights min

$201

Details

1 / 4

Offering private bedroom and bathroom with own access

  • 1
  • 2
  • 4 nights min

$125

Details

1 / 12

Lemon and Ginger Vacation Rental

  • 1
  • 4
  • 2 nights min

$135

Details

1 / 8

Fun loft!

  • 1
  • 3
  • 3 nights min

$211

Details

1 / 10

Stunning Waterfront - 4 Bedroom Home

  • 4
  • 10
  • 7 nights min

$1496

Details

1 / 48

Ocean Sounds Main

  • 3
  • 10
  • 3 nights min

$1201

Details

1 / 8

Fairlight Pool Cottage

  • 1
  • 4
  • Min stay varies

$259

Details

1 / 25

4 Bedroom Waterfront Home Minutes to the Beach

  • 4
  • 8
  • 5 nights min

$770

Details

1 / 10

The Quarries

  • 2
  • 4
  • 7 nights min

$300

Details

1 / 10

The Quarries

  • 2
  • 4
  • 7 nights min

$334

Details

1 / 17

Smuggler's Cove - Walk to City of Hamilton

  • 1
  • 2
  • 2 nights min

$300

Details

1 / 23

Narnia

  • 2
  • 4
  • 3 nights min

$401

Details

1 / 17

Studio with Breathtaking Views

  • Studio
  • 2
  • 2 nights min

$150

Details

1 / 25

Quintessential Paget Estate Home

  • 7
  • 14
  • 1 night min

$1275

Details

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