Toddville Vacation Rentals

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Vacation Rentals in Toddville

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Lake
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
9.8 out of 10, Exceptional, (71)
"We stayed at Saddle House during 2024 Ironman Maryland, with 2 Ironmans competing and lots of support traveling to stay. I was concerned choosing a house about 20 minutes from the start/finish but it was an amazing choice with great bike route access. House is secluded and serene, amazing cleanliness, kitchen with everything you could ever need. Pictures are very accurate to the product you get. Jon was a great help finding things to do, house has incredible resources that support you during...
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Deal Island Bay Cottage
Fridge, microwave, oven, stovetop
Deal Island Bay Cottage
9.6 out of 10, Exceptional, (52)
"We had a great stay at the house! We went crabbing and fishing near by. Highly recommend house"
The price is ￥22,327
￥38,138 total
includes taxes & fees
Oct 1 - Oct 2
Deal Island Bay Cottage
Waterfront Cottage in Beautiful Hoopers Island
Property grounds
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (61)
"We can't say enough good things about our long weekend stay! This was our first time in the area, and it was so quiet, peaceful, and beautiful. The views from the home were stunning, and everything was clean, welcoming, and bright—exactly what we needed for a little getaway. My husband and our dogs absolutely loved it. We spent most of our time outdoors, but when we were inside, the home was cozy, warm, and comforting. We slept great every night. The host was communicative and helpful, and we...
Waterfront Cottage in Beautiful Hoopers Island
Soul Oasis - home on the Chesapeake Bay
Sun loungers, beach towels
Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (15)
"The private beach is beautiful. Neighborhood is nice and quiet. Enjoyed our stay."
The price is ￥21,332
￥44,620 total
includes taxes & fees
Sep 29 - Sep 30
Soul Oasis - home on the Chesapeake Bay
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Smart TV, books, printers
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
10.0 out of 10, Exceptional, (7)
"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s a place to buy fresh crabs, oysters, and shrimp very close by, and the house has everything you need for a crab night. The owner was incredibly responsive and kind."
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
The Schultz Estate
Outdoor dining
The Schultz Estate
9.2 out of 10, Wonderful, (13)
"What a wonderful stay we had! The house was so comfortable with plenty of space for everyone to relax and enjoy each other's company. We enjoyed the brisk mornings on the porch and the gorgeous sunsets in the evenings. Very comfortable beds and linens. The scenery and landscape in the area are breathtaking. Every turn provided another incredible view of the water. Fishing Creek is close to so many beautiful, quaint towns along the Chesapeake Bay. Highly recommend!"
The Schultz Estate
The Blackwater refuge country house on a quiet 12 acres
Exterior
The Blackwater refuge country house on a quiet 12 acres
10.0 out of 10, Exceptional, (7)
"Very happy with this place, quiet, clean, all good. "
The Blackwater refuge country house on a quiet 12 acres
Casa Maria heart of downtown Cambridge Maryland
Private kitchen
Casa Maria heart of downtown Cambridge Maryland
9.6 out of 10, Exceptional, (5)
"We wanted an overnight on land after a regatta. I misjudged the availability of Uber In Cambridge. End result was a 50 minute walk from the marina. Early departure meant 50 minutes back. Nice apartment. Didn’t spend much time there but got a great shower and comfortable bed. Host was great with communication."
The price is ￥13,510
￥25,023 total
includes taxes & fees
Oct 1 - Oct 2
Casa Maria heart of downtown Cambridge Maryland
Single family home with screened porch.
Fridge, microwave, oven, stovetop
Single family home with screened porch.
10.0 out of 10, Exceptional, (7)
"This was our 4th stay at Fishing Creek. Kelli's property was by far the most comfortable and well appointed. The kitchen was incredibly well-stocked. There was a complimentary bottle of wine on the kitchen table, drinks, coffee, hot chocolate, everything needed to make s'mores. The game room was a hit with the kids, and my husband and I enjoyed our morning coffee in the screened in sunroom. Wish we could have stayed longer. Would love to stay here again the next time we are on Hoopers...
Single family home with screened porch.
Waterfront Getaway with Dock
Fridge, microwave, oven, stovetop
Waterfront Getaway with Dock
10.0 out of 10, Exceptional, (35)
"Clean and convenient location. Everyone had something to do. From crabbing, fishing, and feeding the chickens. Best relaxing vacation. Thanks for the wonderful small touches like at night with string of lights to light up yard and fresh eggs in morning. Looking forward to our next stay. Thank you."
The price is ￥32,708
￥39,645 total
includes taxes & fees
Oct 15 - Oct 16
Waterfront Getaway with Dock
Waterfront Taylor’s Island Rental w/ Private Dock!
Fridge, microwave, stovetop, dishwasher
Waterfront Taylor’s Island Rental w/ Private Dock!
9.8 out of 10, Exceptional, (10)
"This is a hidden jewel. We had so much fun fishing and crabbing. The home was everything you could ever ask for. We will definitely be back next year for a longer stay. If you are looking for some peace and quiet, this is the place to be. Thank you to the owners for making this a great place. "
Waterfront Taylor’s Island Rental w/ Private Dock!
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Smart TV, fireplace
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (36)
"We had a great time on vacation. Loved everything about the house - had everything we needed and we really enjoyed exploring the area. "
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Cambridge Beach Home on Choptank River w/ Pier!
TV, fireplace, books
Cambridge Beach Home on Choptank River w/ Pier!
10.0 out of 10, Exceptional, (14)
"This place was perfect for our group of 9. Super well equipped. There wasn't a single thing we needed that it didn't have. Lovely!"
Cambridge Beach Home on Choptank River w/ Pier!
Historic Hoopersville Getaway on Chesapeake Bay!
Fridge, microwave, stovetop, dishwasher
Historic Hoopersville Getaway on Chesapeake Bay!
9.6 out of 10, Exceptional, (10)
"Our vacation on Chesapeake Bay was wonderful. The house was clean and comfortable. It is an older home, but we loved the character and charm. There is a very large yard for playing, bikes and some board games/puzzles that we enjoyed. The island was very quiet so made for a relaxing vacation. The home came with kayaks, and we had a blast kayaking with our 2 and 4 year old on the ocean. I would highly recommend this home for a big gathering or small family like our trip. We felt so rested after...
Historic Hoopersville Getaway on Chesapeake Bay!
Luxury Waterfront Retreat with in ground pool and close to town
Beach/ocean view
Luxury Waterfront Retreat with in ground pool and close to town
10.0 out of 10, Exceptional, (28)
"My family stayed here for three nights and only wish we could have stayed longer. They have thought of everything! Many, many details throughout the house, smart-home features, well-stocked kitchen, upscale fixtures, and everything was super clean. Beautiful sunsets (and rabbits!) from the back deck. Great communication from the host as well. Will definitely be staying here again "
Luxury Waterfront Retreat with in ground pool and close to town
Bayfront Gem w/ Amazing Water Views + Pond!
Fridge, microwave, stovetop, dishwasher
Bayfront Gem w/ Amazing Water Views + Pond!
10.0 out of 10, Exceptional, (11)
"It was wonderfully relaxing environment for our family. We loved the sun set sky. We felt nicely at home in the interior and loved talking, reading, watching birds from the gazebo."
Bayfront Gem w/ Amazing Water Views + Pond!
Cottage on the Bay
Outdoor dining
Cottage on the Bay
9.8 out of 10, Exceptional, (6)
"Clean and accommodating host. Has many of the necessities for the home, including washer/dryer , soaps , trash bags , cleaning essentials , plates/bowls/cups, kitchen gadgets , and more. Home feels safe away from predator animals . Couple deers around. Bring insect repellent."
Cottage on the Bay
Short drive to Downtown Cambridge | Private Dock | Guest House | Pool | Hot Tub
Pool
Short drive to Downtown Cambridge | Private Dock | Guest House | Pool | Hot Tub
9.0 out of 10, Wonderful, (4)
"This was our first family vacation in Maryland after many years vacationing in other states, including nine years in the Finger Lakes. We hit the jackpot this year because the property was exactly what we were looking for. We needed room for 12 family members plus two dogs and now that the grandkids are older they wanted a pool because they weren't excited about having to "go jump in a lake." We loved taking our morning coffee and sitting on the dock. The pool, of course, was the main...
Short drive to Downtown Cambridge | Private Dock | Guest House | Pool | Hot Tub
Beautiful Beach Boutique 2 Beaches, 1 lake, mature trees for beauty and privacy
Fridge, microwave, oven, stovetop
Beautiful Beach Boutique 2 Beaches, 1 lake, mature trees for beauty and privacy
9.4 out of 10, Exceptional, (3)
"We were in town for a reunion and this was a nice alternative to the local hotels. Updates to the house were nicely done and I love that checkout was simplified to two to three tasks, not a whole laundry list. If I had two suggestions, one would be that the plug-ins were too many and too strong - we considered opening a window for some relief but did not since we were out at the reunion most of the day. But only one per floor would likely be enough although the house is so clean (five stars!)...
Beautiful Beach Boutique 2 Beaches, 1 lake, mature trees for beauty and privacy
Belle of the Chesapeake Bay
Beach
Belle of the Chesapeake Bay
9.8 out of 10, Exceptional, (7)
"We enjoyed our stay at the Belle of the Chesapeake. The house was very spacious and had a cozy feel. We had a concern & was extremely pleased at how quickly Becky responded to our text and took care of the situation. We look for many things in homes but always appreciate when we get the personal touch. We loved the closeness to Solomon’s Island & Driftwood Beach. I would definitely recommend this house. Thanks , Wanda"
Belle of the Chesapeake Bay
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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.
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Other types of properties in Toddville you may be interested in

Hyatt Regency Chesapeake Bay
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Hyatt Regency Chesapeake Bay
4.0 star property
8.6 out of 10, Excellent, (1002)
"Easy check in and check out! Would like more than one towel at the pool but had a really nice time. The staff was friendly and professional."
The price is ￥28,442
￥39,065 total
includes taxes & fees
Oct 23 - Oct 24
Hyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Cambridge
Premium bedding, desk, iron/ironing board, free cribs/infant beds
Days Inn & Suites by Wyndham Cambridge
2.5 star property
6.6 out of 10, (990)
"Cracked tile in bathroom, old bathroom fixtures, srained grout. Wrinkled and discolored bedding. Otherwise clean, quiet, night staff can be mote welcoming maybe better versed at computer check in system to not generate 5 check in receipts with expedia likely why he was not as welcoming."
The price is ￥9,244
￥10,260 total
includes taxes & fees
Sep 30 - Oct 1
Days Inn & Suites by Wyndham Cambridge
Holiday Inn Express Cambridge, an IHG Hotel
Exterior
Holiday Inn Express Cambridge, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (658)
"I like holiday inn hotels because breakfast is excellent best hotel breakfast I had. Room was clean except the toilet wasn't as clean and the shower head was so poor and water was extremely hot no matter where I put it at. Didn't like the the sink being out of the bathroom and didn't like the adjoining door between the rooms because you can hear people talking next door not much of a privacy. The room wasn't smelly like some of other hotels I've been to. "
The price is ￥16,496
￥18,311 total
includes taxes & fees
Oct 8 - Oct 9
Holiday Inn Express Cambridge, an IHG Hotel
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.

Frequently asked questions

Can I find vacation rentals in Toddville?

Yes, we offer vacation rentals close to well known attractions in Toddville, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Toddville has to offer?

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock: This vacation home rental near Toddville is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Toddville?

While you're exploring the area, Blackwater National Wildlife Refuge and Harriet Tubman Underground Railroad National Historical Park are a couple of picturesque spots to get outside and enjoy nature. Lower Hooper Island and Middle Hooper Island are a couple of places you'll find in the larger area.

What’s a vacation rental in Toddville like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Toddville. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.