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Chesapeake Bay Golf Vacation Home Rentals(126)

126 Results
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night minimum stay
(26)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
3 night minimum stay
(24)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night minimum stay
(43)
$908 - $1,144
per night
2 - 3 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 22
2 - 3 night minimum stay
(43)
$450 - $550
per night
2 - 3 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(34)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 13
2 - 3 night minimum stay
(25)
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 22
2 - 3 night minimum stay
(18)
$538 - $629
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night minimum stay
(34)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
4 night minimum stay
(13)
$350 - $450
per night
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
3 night minimum stay
(7)
$317 - $571
per night
3 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 7 night minimum stay
(33)
$739 - $892
per night
2 - 3 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
2 - 3 night minimum stay
(9)
$500 - $800
per night
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 16
3 night minimum stay
(9)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 4 night minimum stay
(6)
$350 - $425
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(14)
$750 - $1,500
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
3 - 7 night minimum stay
(9)
$185 - $350
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
2 Reviews
$750 - $785
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(11)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 9
1 Review
$475 - $600
per night
3 - 7 night minimum stay
  • 6 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night minimum stay
(4)
$357 - $400
per night
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
(25)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(27)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
(12)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
2 - 7 night minimum stay
(14)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 4 night minimum stay
(25)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
(8)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(12)
$200 - $250
per night
2 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 4 night minimum stay
 

Recent Chesapeake Bay Reviews

Jewel of St. Michael's. A wonderful home!!!

5 of 5
After hours of searching on VBRO/HomeAway and visiting several rental homes in St. Michael’s and the surrounding area we came upon a jewel. That jewel was Misbayhaven!!! We spent a week there in August 2014 with our extended family which consisted of 5 adults and 4 children ages 7 to 9. The owner Debbie was so accommodating, personable and was truly a pleasure to work with. So much better than working directly with a rental company. The home was beautifully decorated; the kitchen was spacious and had everything we could possibly need. There was enough space for the entire family to spread out (large TV room and plenty of games and videos for the kids). The bedrooms had beautiful views of the water and mattresses were very comfortable. We took the linen package and that made packing much easier. The screened in porch was so spacious and it kept the bugs away. We enjoyed eating our meals out there while we enjoyed the spectacular view of the water. Sunsets were so beautiful. The house was exceptionally clean and we were excited that pets were not allowed because several people in our family are very allergic to dogs. It is a low allergen home!!! Our kids were never bored. They swam in the pool (plenty of pool toys) for hours and the hot tub was a bonus for all. They were so tired that they asked to get to bed early at night. We enjoyed docking our sailboat and crabbing and fishing off the dock. We also enjoyed some pretty fierce ping pong matches in the garage as well. The kids enjoyed the large selection of bikes to ride. So many homes in Cambridge and Oxford that we looked at were so remote and far away from dining or shopping. It is less than a 10 minute ride into St. Michael’s for dinner or an ice cream cone from Misbayhaven. That is a real bonus when you have hungry kids. Misbayhaven was the perfect vacation for our family!! I would highly recommend this home. You will not be disappointed!!!!! You will not want your vacation to end!!
  • Submitted: Sep 5, 2014
  • Stayed: Aug 2014

Wonderful Get-Away

5 of 5
Cranford on the Miles is a wonderful home overlooking the Miles River with spectacular views from every room in the home. It is a close drive from metro DC and is always a wonderful, relaxing get-away. I try to go every year because I so enjoy it. One of my favorite things to do is to walk out the front door and head down to the dock where at the end is a wonderful bench. From this location, I am consumed with the beautiful view of the river in almost all directions and the wonderful shoreline birds flying around. Depending on the day, there may be sailboats, kayaks or other water vehicles cruising around and maybe a jumping fish or crab swimming by. If you are lucky you may be able to catch one. There is also a small beach area by which to access the water. The beautiful, serene and quiet environment is coupled with a wonderful air-conditioned historic home equipped with all of today’s conveniences including those electronic needs we seem to not be able to live without. The home has a beautiful screened porch that includes a dining table and chairs along with sofa and comfy chairs on which to sit back and read a book or take an intended or unintended snooze. The owner has clearly thought of your every need in equipping the kitchen whether preparing a snack or a wonderful full course gourmet dinner with friends. In addition, the beds are incredibly comfortable and the owner provides a full cadre of nice sheets and towels for your use so you only need to pack your personal clothes and items. There is also a washer and dryer available. The home, as you can see from the pictures, is well maintained and has lots of wonderful places to relax and/or get together with family and friends. The home is decorated as you would decorate your own home and has an Eastern Shore motif – try counting the number of items with crabs on them. I’ve enjoyed the home as either a family or friends get-away. It has been perfect for both. It is a quick jaunt into historic downtown St. Michael’s to enjoy shopping, exploring and fun restaurants on the water. Groceries and other needs are only minutes away. In addition to St. Michael’s, there are lots of other towns and places to tour and visit that are a quick drive away and if you need to shop the outlets they are on the way coming or going. The owner clearly wants you to have a wonderful time while you are at Cranford on the Miles and is very accommodating.
  • Submitted: Jul 3, 2014
  • Stayed: Jun 2014

Family vacation at the Claiborne, MD house

5 of 5
We had a wonderful family vacation on the bay in Claiborne, MD. The house was not only beautiful and clean, it supplied everything one could possibly want, such as a fully stocked kitchen, games and towels and linens as well. The children so enjoyed the in ground pool and we all had fun using the kayaks. The sunsets and views of the bay were amazing, not to mention we were steps from our own little beach. Lots of good restaurants and shops in St. Michael's provided our evening entertainment as well as the Maritime Museum and Lighthouse. We made lots of good family memories on this vacation!
  • Submitted: Jun 30, 2014
  • Stayed: Jun 2014