Madison Vacation Rentals

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Check prices for these dates

Tonight
Dec 5 - Dec 6
Tomorrow
Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Madison

Sun loungers, beach towels
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

9.8 out of 10, Exceptional, (38)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is ￥19,391
￥43,576 total
includes taxes & fees
Dec 8 - Dec 9
Soul Oasis - home on the Chesapeake Bay
Marina
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Condo in Downtown Cambridge

2.0 star property
9.8 out of 10, Exceptional, (11)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
United States
Lauren V.
The price is ￥21,711
￥53,754 total
includes taxes & fees
Dec 6 - Dec 7
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Marina
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Condo in Downtown Cambridge

2.5 star property
10.0 out of 10, Exceptional, (10)
"Just a beautiful place. I would stay here again. Everything was walking distance. "
United States
Sylvie G.
The price is ￥23,270
￥55,745 total
includes taxes & fees
Dec 9 - Dec 10
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Vacation Home in Cambridge

9.6 out of 10, Exceptional, (20)
"In town for a family wedding. This worked out perfectly. Would stay there again "
United States
Barbara V.
The price is ￥22,494
￥54,758 total
includes taxes & fees
Dec 8 - Dec 9
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina
Station House East: Upscale Loft in the Historic District Cambridge, MD

Condo in Downtown Cambridge

10.0 out of 10, Exceptional, (6)
The price is ￥23,029
￥55,315 total
includes taxes & fees
Dec 8 - Dec 9
Station House East: Upscale Loft in the Historic District Cambridge, MD
Fridge, microwave, stovetop, coffee/tea maker
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

Apartment in Port Republic

9.4 out of 10, Exceptional, (6)
"Great place to stay"
United States
Sherry R.
The price is ￥12,410
￥27,396 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD
Private kitchen
Sailwinds Loft at Cambridge Creek

Apartment in Cambridge

10.0 out of 10, Exceptional, (23)
"What a great place to relax after exploring and enjoying the area. Definitely will visit again "
United States
Chris S.
The price is ￥24,037
￥39,452 total
includes taxes & fees
Dec 7 - Dec 8
Sailwinds Loft at Cambridge Creek
Interior
Beautiful Waterfront Retreat in Cambridge!

Vacation Home in Cambridge

10.0 out of 10, Exceptional, (49)
"Just what we were looking for. Appreciated the little touches such as already baited crab traps and the complimentary smores kit. "
United States
Dan K.
The price is ￥25,123
￥58,685 total
includes taxes & fees
Dec 7 - Dec 8
Beautiful Waterfront Retreat in Cambridge!
Exterior
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Vacation Home in Fishing Creek

10.0 out of 10, Exceptional, (11)
"My best friend and I spent a weekend at the lodge and had a wonderful time. We were welcomed by Debbie and she gave us a nice tour of the place. We love sea glass hunting and there is a great spot not far from the lodge where we found TONS. I also found shark teeth! The lodge was very clean, unique, and in a beautiful location. We can't wait to come back with our husbands!"
United States
Ashley F.
The price is ￥41,885
￥50,482 total
includes taxes & fees
Dec 6 - Dec 7
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Cottage in Lusby

3.0 star property
The price is ￥47,315
￥119,398 total
includes taxes & fees
Dec 6 - Dec 7
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Marina
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Condo in Downtown Cambridge

8.8 out of 10, Excellent, (5)
"Perfectly located in town and well appointed, comfortable quarters. We would stay again."
United States
Richard D.
The price is ￥20,160
￥46,027 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
3 bedrooms, iron/ironing board, travel crib, free WiFi
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Vacation Home in Prince Frederick

9.6 out of 10, Exceptional, (4)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is ￥27,923
￥56,566 total
includes taxes & fees
Dec 17 - Dec 18
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Fridge, microwave, oven, stovetop
Waterfront Getaway with Dock

Vacation Home in Woolford

10.0 out of 10, Exceptional, (51)
"Great place, will stay again"
United States
Matt S.
The price is ￥35,668
￥43,233 total
includes taxes & fees
Dec 7 - Dec 8
Waterfront Getaway with Dock
Interior
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

Vacation Home in Cambridge

8.8 out of 10, Excellent, (9)
"This home was everything we needed and more! It was spacious, clean and a beautiful location! There was a leak in the ceiling and the owners were very responsive and fixed it right away. Definitely recommend this stay."
United States
Priscilla A.
The price is ￥53,582
￥102,331 total
includes taxes & fees
Dec 6 - Dec 7
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Private kitchen
Peaceful tiny home Saltara where you can realx and unwind

Vacation Home in Lexington Park

2.0 star property
The price is ￥22,215
￥27,947 total
includes taxes & fees
Dec 6 - Dec 7
Peaceful tiny home Saltara where you can realx and unwind
Pool
Family Beach House: Spacious Deck, Grill & Views

Vacation Home in Chesapeake Beach

9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is ￥27,768
￥69,413 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Family Beach House: Spacious Deck, Grill & Views
Exterior
Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Vacation Home in Fishing Creek

10.0 out of 10, Exceptional, (1)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
The price is ￥41,872
￥50,467 total
includes taxes & fees
Dec 6 - Dec 7
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Beach
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Vacation Home in Prince Frederick

10.0 out of 10, Exceptional, (8)
"Everything was amazing. "
United States
Lorie S.
The price is ￥31,791
￥61,151 total
includes taxes & fees
Dec 7 - Dec 8
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Interior
4-BR Waterfront Turret Home

Vacation Home in Solomons

2.0 star property
10.0 out of 10, Exceptional, (7)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
United States
Rudy L.
The price is ￥46,539
￥105,066 total
includes taxes & fees
Dec 14 - Dec 15
4-BR Waterfront Turret Home
Marina
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Vacation Home in Lusby

10.0 out of 10, Exceptional, (1)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is ￥47,780
￥124,631 total
includes taxes & fees
Dec 9 - Dec 10
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
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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Top Madison Hotel Reviews

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

10/10 Excellent
"The room was very clean and the staff was very courteous and professional. "
Deidra 2-night trip
Posted 3 days ago
Comfort Inn & Suites Cambridge

Find out more about Madison

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Frequently asked questions

Are there vacation rentals in Madison?

Yes, we offer vacation rentals near top attractions in Madison, or you can go with a more secluded option if you want a relaxing place to stay.

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

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28: This vacation home rental outside of Madison is located on a river 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 selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Madison?

Explore the area and family-friendly sights such as Ruark Boatworks, or get out into nature at a spot like Blackwater National Wildlife Refuge. Harriet Tubman Underground Railroad National Historical Park and Harriet Tubman Museum and Educational Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Madison like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Madison. Vacation rentals feature extras like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family trips.