Madison Vacation Rentals from CA $199: Short-Term Rentals for 2026

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In two weeks

In two months

In three months

In four months

Our top choices for Madison vacation rentals

1. Chalet • Jacuzzi Tub • Nordic Village Pools • Sleeps 7 • Near Storyland & Skiing

Eidelweiss Village

Alexandra B.

CA $667 total

includes taxes & fees

Aug 31 - Sep 1

2. Danforth Bay Camping and RV Resort

Freedom

Jacqui

CA $252 total

includes taxes & fees

Sep 1 - Sep 2

3. Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

Conway

Philip

CA $437 total

includes taxes & fees

Sep 1 - Sep 2

1 bedroom, iron/ironing board, WiFi (free), bed sheets

4. Condo Ideal location. Ski, Shop, Hike.

Settlers Green

CA $294 total

includes taxes & fees

Sep 2 - Sep 3

5. White Mountain Cottages

North Conway

Laura

CA $199 total

includes taxes & fees

Aug 9 - Aug 10

6. Great Conway Location! Shop Eat Hike Swim

Settlers Green

Kelly C.

CA $307 total

includes taxes & fees

Sep 2 - Sep 3

7. The in town cabin

Conway

Zach F.

CA $285 total

includes taxes & fees

Aug 17 - Aug 18

8. Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

Conway

Jonathan B.

CA $649 total

includes taxes & fees

Aug 11 - Aug 12

9. TuckAway Suites at East Branch

Intervale

Helen

CA $284 total

includes taxes & fees

Aug 12 - Aug 13

10. White Mountains Family Retreat Near Echo Lake & Diana's Bath

Conway

Jade D.

CA $551 total

includes taxes & fees

Aug 31 - Sep 1

11. 4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!

Conway

Michael I.

CA $1,133 total

includes taxes & fees

Aug 30 - Aug 31

12. Ava Jade yurt nestled in the woods of Brownfield, Maine

Brownfield

Judy S.

CA $228 total

includes taxes & fees

Aug 10 - Aug 11

13. Rufus III Yurt on the river

Brownfield

Jennifer D.

CA $258 total

includes taxes & fees

Aug 10 - Aug 11

14. Allie Mae Yurt nestled in the woods

Brownfield

Ian M.

CA $243 total

includes taxes & fees

Aug 10 - Aug 11

15. Mountain Views Moon Cottage

Conway

Michael F.

CA $663 total

includes taxes & fees

Sep 7 - Sep 8

16. Unique space? Hot tub? King bed? Games Room?

Conway

Jack B.

CA $898 total

includes taxes & fees

Sep 7 - Sep 8

17. Cozy getaway at Attitash Mountain Village

Bartlett

Kenneth R.

CA $307 total

includes taxes & fees

Aug 9 - Aug 10

18. Hot Tub & Private Beach Access! Conway Home

Conway

Nicole

CA $1,803 total

includes taxes & fees

Aug 9 - Aug 10

19. Attitash Mountain Village

Bartlett

Ashley

CA $256 total

includes taxes & fees

Sep 6 - Sep 7

20. Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature

Chatham

Kyle P.

CA $189 total

includes taxes & fees

Aug 9 - Aug 10

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Top Madison Hotel Reviews

The Lodge At Jackson Village

8/10 Good

"Could have used more space in the breakfast area"

North Conway Grand Hotel

8/10 Good

"We didn't realize how much of a family-friendly place it is and were surprised by the multitude of children running around. There was no room in the pools or even the hot tubs to enjoy a relaxing atmosphere. It was nice that the pool had adult hours; however, it started at 10 pm, which is much too late. So, we were never able to take advantage of the pool/hot tubs, which was the only adult amenity available."

Hampton Inn & Suites North Conway

10/10 Excellent

"We had a fantastic stay at the Hampton Inn & Suites in North Conway! The highlight of our trip was definitely the water slides—they were an absolute hit with our kids. They spent hours having fun, and it made our stay so much more enjoyable as a family. The complimentary breakfast was another standout. There was a great variety of fresh and delicious options, so everyone in our family found something they liked. The breakfast staff were especially friendly, welcoming, and attentive, which made each morning a great start to the day. Overall, this hotel exceeded our expectations with its family-friendly amenities, clean accommodations, and outstanding customer service. We can't wait to come back for another visit!"

The Green Granite North Conway, an Ascend Collection Hotel

10/10 Excellent

"PROS: We liked our room, clean, AC worked great (very important to us), fridge, microwave, TV, bed was comfortable. Property was set up well with plenty of parking, staff was friendly and accommodating. Free Continental breakfast was awesome each day, always some hot item, eggs, sausage, hashbrowns etc along with the usual cereal, bagels, toast, yogurt, fruit, juice etc..can't go wrong there. Close to the areas we wanted to visit. Plenty of restaurants around (although stay away from China Chef, Pu Pu platter was all over cooked or re-heated, dried out, terrible, worst I ever had). We would definitely stay here again. Plenty of clothing outlets nearby, all the brand names if your looking for that. CONS: Our room could have used a little upkeep on simple things. Bulb out in bathroom, door handle on slider was almost falling off. Not a deal breaker, still was happy with our room. Traffic in afternoon can be challenging but that goes with the territory. Bottom line, as I said earlier, would stay here again. Rates are reasonable!"

Find out more about Madison

Everything you need to know about Madison vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Madison vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison vacation rentals we have selected for you start as low as CA $199 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Madison?

Yes, you can find vacation rentals close to popular points of interest in Madison, or you can go with a more remote option if you're looking for relaxation. Madison is known for its shopping and ski areas. Make sure you have time to check out the lake views and restaurants during your trip.

What's the top vacation rental that Madison has to offer?

Perfect Location with Jacuzzi! 10 min. to Storyland, 15 min. to Outlet shopping.: Located near Madison, this vacation home rental is located in the mountains and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 6 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 garden, a library, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Madison?

Expedia has 51 vacation rentals for your stay in Madison.

What’s there to see and do in Madison?

Silver Lake and Pea Porridge Pond are a couple of lovely local spots to get outside and enjoy nature. King Pine Ski Area and Ossipee Pine Barrens Preserve are other places to visit while you're in town.

What’s a vacation rental in Madison like?

Vacation rentals are privately owned properties you can book for several days or longer in Madison. Vacation rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family getaway.

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Check prices for these dates

Our top choices for Madison vacation rentals

1. Chalet • Jacuzzi Tub • Nordic Village Pools • Sleeps 7 • Near Storyland & Skiing

2. Danforth Bay Camping and RV Resort

3. Dog Friendly, Quiet Neighborhood, Cozy lower level cabin

4. Condo Ideal location. Ski, Shop, Hike.

5. White Mountain Cottages

6. Great Conway Location! Shop Eat Hike Swim

7. The in town cabin

8. Couples Villa Retreat w/85” Sony HD 8K TV Pool table New Jacuzzi Spa & Game room

9. TuckAway Suites at East Branch

10. White Mountains Family Retreat Near Echo Lake & Diana's Bath

11. 4BR Mtn Retreat w/ Hot Tub, Game Rm & 2 Kitchens – 15 Mins to North Conway!

12. Ava Jade yurt nestled in the woods of Brownfield, Maine

13. Rufus III Yurt on the river

14. Allie Mae Yurt nestled in the woods

15. Mountain Views Moon Cottage

16. Unique space? Hot tub? King bed? Games Room?

17. Cozy getaway at Attitash Mountain Village

18. Hot Tub & Private Beach Access! Conway Home

19. Attitash Mountain Village

20. Unique lodging in the wilderness. Off the grid location great place to disconnect and enjoy nature

Find vacation rentals that suit your style

Top Madison Hotel Reviews

The Lodge At Jackson Village

North Conway Grand Hotel

Comfort Inn & Suites North Conway

Hampton Inn & Suites North Conway

Grand Summit Hotel at Attitash

North Conway Mountain Inn

Swiss Chalets Village Inn

The Green Granite North Conway, an Ascend Collection Hotel

School House Inn

Find out more about Madison

Frequently asked questions

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