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Browse Select Bailey's Bay Cottages

Magical private estate:3 bed Sage Cottage,big porch near Cambridge Beaches & fun
9.4 out of 10, Exceptional, (17)
"Thanks to Tom, Victoria and family for a great week in Bermuda! The property was as shown in the photos and had plenty of space for our group of four adults. Hosts had great recommendations for beaches and food to try in the area, as well as lots of knowledge about Bermuda and its history. I loved spending my evening after a beach day or day exploring on the porch! I would stay here again and recommend this property to anyone who wants a genuine Bermuda experience."
Magical private estate:3 bed Sage Cottage,big porch near Cambridge Beaches & fun
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
9.8 out of 10, Exceptional, (131)
"Thank you Christine."
Stunning sunsets, turtle watching, longtails wheeling and glow worms ....
Pool House Studio In A Garden Setting + EV chargers
10.0 out of 10, Exceptional, (101)
"This was a beautiful property. The homeowners were very accommodating and friendly. What a beautiful island will definitely be back."
Pool House Studio In A Garden Setting + EV chargers
Dreamscape Cottage POOL*VIEWS*MODERN*ELECTRICCARCHARGE
9.8 out of 10, Exceptional, (68)
"The Dreamscape Cottage was everything we hoped it would be. It was clean, spacious, tastefully decorated, quiet and included the amenities that enhanced our stay. It was like home away from home. The host and her family were warm and kind and we so appreciated that. The responsiveness to my communication leading up to and during our stay was outstanding. We will definitely select this property for a future return to Bermuda!"
Dreamscape Cottage POOL*VIEWS*MODERN*ELECTRICCARCHARGE
Charming , Comfortable Cottage Near Amenities
10.0 out of 10, Exceptional, (74)
"Our stay at Avocado Lane was Perfect! Thomas was an extremely knowledgeable host and provided many recommendations for restaurants and advice for our travels around the island. The bed was also super comfy and the place was gorgeous! We really enjoyed our visit and would definitely stay here again! Thanks Thomas"
Charming , Comfortable Cottage Near Amenities
2 Units Combined - Include private dock and Lovely Water Views
9.6 out of 10, Exceptional, (4)
"This property was the absolute perfect location, size, and set-up for our family's needs. We started with 11 in our party initially, but ended up with only 8 traveling. There still would have been plenty of room had the others ended up coming! Having the upper and lower properties with ample space- inside and outside- and all the bathrooms(!) made this vacation one of the easiest and stress free we've ever had. Cornell was so easy to work with, and very attentive to any of our needs! The...
2 Units Combined - Include private dock and Lovely Water Views
Waterfront 2 Bedroom Cottage, Access to Private Beach
9.6 out of 10, Exceptional, (45)
"Good place right on the water, next to the ferry to Hamilton and walking distance to some beaches. Great for a short trip to get some beach time and see a few of the sites on the island. Place was clean except for dirty floor. Sports club nearby that was advertised appeared closed."
Waterfront 2 Bedroom Cottage, Access to Private Beach
Charming New Waterfront One Bedroom Loft Apartment On Mullet Bay St. George’s
10.0 out of 10, Exceptional, (78)
"Our trip was made amazing by Sonia and Charles. They were reachable, offered the best suggestions before arriving and even suggested us our new driver for when we are back on island, Bobo. Tons of recommendations inside. The furniture was updated. Stocked kitchen with everything you could need for cooking. Washing machine in unit, all soaps provided. It was perfect for my sister and I. The price can’t be beat. You should rent a car though if you want to explore anything. Not a moped, an electric...
Charming New Waterfront One Bedroom Loft Apartment On Mullet Bay St. George’s
Charming 2BR Cottage with Poolside View
10.0 out of 10, Exceptional, (1)
"We had a nice time in St Georges staying at the St Georges Club. The property is beautiful and convenient to the town of St Georges. It has a gym and heated pool as well as a playground for the kids. The apartment itself is large and comfortable with a nice kitchen and the basics to cook a meal. Beds are comfortable. Staff are helpful. We had a good time."
Charming 2BR Cottage with Poolside View
Tranquil Garden Setting, Private Waterfront - Sleeps 6, Twizy charger.
10.0 out of 10, Exceptional, (74)
"What a perfect cottage! Tucked away on a quiet lane, surrounded by a lovely garden and yet just steps from the village, we loved it all. The house was perfect for us as a base of operations for adventuring about in Bermuda. We submit that no one has enjoyed it more than its most recent inhabitants - thank you!"
Tranquil Garden Setting, Private Waterfront - Sleeps 6, Twizy charger.
Experience a Breathtaking Golf Course.
Experience a Breathtaking Golf Course.
Cozy Gombey Cottage
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay very much. Super clean and very cozy and wonderful hospitality. Thank you for making us feel at home."
Cozy Gombey Cottage
Ocean Side Studio Cottage - Breathtaking Views
10.0 out of 10, Exceptional, (15)
"We had an incredible stay at this beautiful place in Bermuda. Even our Hitch driver, a lifelong resident of the island, mentioned she had never seen such a stunning view when she picked us up for dinner. The property offers amazing access to the ocean and is impeccably clean. It’s perfect for a group of 3 to 4 people. The host was excellent, providing clear directions and being readily available to help. We didn't need any assistance because the instructions were so precise. I highly recommend...
Ocean Side Studio Cottage - Breathtaking Views
Sand Dollar 2 Bedrm Beachfront house on private Marley Beach with beach views.
9.8 out of 10, Exceptional, (82)
"We definitely didn’t understand this gem until the morning after we arrived and could see the view. Stephen and Gordon were proactive in communicating with us before our stay and always quick to respond. We look forward to our next stay here. The quiet private beach is definitely a perfect place to relax and recharge. The pictures are accurate. The views are incredible! Our visit was truly a pleasant experience!"
Sand Dollar 2 Bedrm Beachfront house on private Marley Beach with beach views.
"Escape to Serenity: Stunning Harbour View Cottage"
10.0 out of 10, Exceptional, (1)
"Emplacement idéal. Superbe vue. Bein rénové, très beau, confortable. Toutefois, manque certains item de cuisine, dont pas de sel ni poivre. Pas de passoire pour pâtes."
"Escape to Serenity: Stunning Harbour View Cottage"
“Boathouse” Large one Bed cottage the Water (Harrington Sound)
10.0 out of 10, Exceptional, (2)
"Absolutely amazing property with access to the Harrington sound. Susan is a great host - recommend!"
“Boathouse” Large one Bed cottage the Water (Harrington Sound)
Sea Song 3 Bdrm Beachfront house on Marley Beach with great beach and sea views.
9.8 out of 10, Exceptional, (68)
"The Sea Song was perfect for our family getaway. The views and private beach were amazing, the listing pictures didn't do them justice. The cottage was very comfortable for all 7 of us. The location was very convenient and the extra services offered (airport transportation arrangements, food delivery collection, etc.) made for a relaxing arrival and departure. Hope to be back soon!"
Sea Song 3 Bdrm Beachfront house on Marley Beach with great beach and sea views.
PalmSprings Accommodations - 3 Bedroom Cottage Near Horseshoe Bay
10.0 out of 10, Exceptional, (10)
"We enjoy staying in this fine location and appreciate being able to communicate easily with Stacy. We would certainly recommend a new mattress in the main bedroom and some work on the tub that doesn't drain properly, but it is otherwise a comfortable and convenient spot for us."
PalmSprings Accommodations - 3 Bedroom Cottage Near Horseshoe Bay
Your Home away from Home
Your Home away from Home
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Bailey's Bay

Paradise at Limehouse
9.6 out of 10, Exceptional, (25)
"Perfect spot for a quick stopover before flying home. Clean, well appointed and friendly comms. Very close to the airport."
The price is CA $180
CA $281 total
includes taxes & fees
Jul 5 - Jul 6
Paradise at Limehouse
This spacious 2br home offers a comfortable retreat
8.0 out of 10, Very good, (1)
"Very nice property. Space is good in this 2 bedroom home with 3 baths and a den/office. Important to know but not clear upon booking...they have 2 coffee makers. One traditional and a French press. They do have all kitchen conveniences. There is an iron and ironing board. Very convenient to bus stops! Great view at the end of driveway and nice walking bridge. You can also walk down to a small beach across the street. Driveway very steep! And there is a flight of stairs down to get to this home....
This spacious 2br home offers a comfortable retreat
Wyndham Water Views
10.0 out of 10, Exceptional, (2)
"The apartment was clean and everything is exactly as pictured. The host was responsive to all my inquiries and even allowed a flexible check in/out. It is super quiet and you’ll get the privacy you need. Would definitely recommend. "
Wyndham Water Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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