Vacation Rentals & Chalets in Killington

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4,919 chalets

Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

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$206

Sunny Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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$213

Reunion Resort-luxe 3BR/3BA Villa-Water Park

Reunion hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Terrific Property” Dear Stacy and Craig, What a time we had! Expecting, as many Orlando-travelers do, that the theme parks would be our only major attractions, we were so pleased to be able to add our accommodations to this list as well. The Sagers have made it absolutely impossible for their guests not to have a first-class time in their condo on the Reunion property. And what an amazing property it is! Swimming pools galore (to include my daughter and son's favorite water park with a lazy river) and my personal favorite swimming and late-afternoon beverage/snacking pool area, Seven Eagles. It is here that we were able to really let-down after an amusement park day and relax only to go home to Stacy and Craig's little slice of heaven with beds that beacon even the most restless tourists. I loved the beds! So incredibly comfy with just the perfect linens making vacationers want to stay in bed just a little longer before heading back out to Sea World; Animal Kingdom; the Magic Kingdom, and the the like (all of which are not more than 15 minutes away). A true place of luxury, the Reunion four star hotel is always available to the Sager's guests serving up pub and kid fare all day and night; fine dining; and late night cocktails and sushi on the 11th floor where fireworks from local theme parks are a daily occurrence. Will we go back, yes! In fact, we have already booked again with the Sagers so we can dream away some of those cold winter days and nights looking forward to our next tip down. Thanks to you both for a wonderful stay. Jen and Dan Smith

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$206

The Hearts Delight B&B Cottage, at a great cost !

New London cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Awesome getaway!” Hearts Delight and the hosts, Mac and Dar are just that...a delight! The cabin is clean and comfortable with all the amenities of home but in a very relaxed country setting. The grounds are just beautiful and well maintained with a fire pit, swimming and fishing ponds, walking trails through the woods and a shared hot tub. You could not ask for a nicer getaway that is not that far from many of Ohio's highlights.

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$183

Making Waves

Surfside Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Making Waves” Very nice home. Perfect for 4 adults and 4 children. House was clean. Appliances were older, but all in good working condition. Main beds were comfortable. Grandson loved the bunk beds. Golf cart is always a plus and a “must” at Oceanside Villages for easy travel to the beach, pools and playground.

Responds fast! avg. 13 minutes

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$195

⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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$337

LARGE BLUE MOUNTAIN CHALET/COTTAGE

Blue Mountains house

  • 7 bedrooms
  • 2 bathrooms
  • sleeps 18

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$838

Luxury Log Home with View & Privacy! Enjoy Sauna & Hot Tub in The Love Nest

Maggie Valley log cabin

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Beautiful cabin and view” The drive to the cabin was fairly easy since the road is paved. However, the turn in to the private drive was tricky for our Chrysler Town and Country minivan. We couldn't make it in one turn and had to stop and backup a little then put it back in drive to make the turn. Also, any time we left the cabin we had to backup and put it back in drive a couple of times before we could get turned around. Smaller vehicles will probably not have this problem. The cabin is beautiful with all the large windows and so many gorgeous logs! We loved sitting out on the deck looking at the mountains and listening to the nearby creek. We wished a few more trees had been cut down, but were happy for those that had been. We understand the sun could be a problem since there are no blinds in the kitchen or living room and we had the sun in our eyes every morning. I would recommend some of the small pull down blinds for those windows. The decks are awesome and provide a ton of space, but we wish there had been more furniture on both decks (there is none on the lower level where the hot tub is). The hot tub and sauna were amazing. The upstairs guest bathtub is wonderful, as is the shower downstairs. There needs to be more bath/hand towels and washcloths in all bathrooms. I would recommend towels on the lower level specifically for use with the hot tub/sauna. We had fun playing pool and the table is in great shape. As much as we loved the cabin there was one thing that would keep us from going back...the beds. Not everyone slept well and when you are somewhere for a week rest is important. We realize bed preferences are very individualized and others may find them more comfortable than we did. Lastly, the reservation process and picking up/returning keys was very easy.

Responds fast! avg. 1 hour 7 minutes

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$331

The Ever After Estate - 13BR Sleeps 45 People & Has 62 Private Acres

Clermont house

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 43

“Everything you could ever imagine !!!” My new Wife and I just got back from our stay. We held our Wedding there. We had both our immediate families stay with us during 3 days of our 4 day stay. Plenty of room for all, we had 15 adults and 8 kids total. This place is just so amazing. My wife and I toured it prior to our stay and missed so many things because there is so much detail. Our favorite place was the pool area. The day after our wedding some of us hung out at the pool for a couple of hours. The kids all had a blast between the pool slide, video games, ball pit, mini golf, and movie room. This made it easy for us to focus on set up and tear down for the wedding. We had 220 guest during our day and everyone loved the place. Biggest question was how did you find this place. Great photos from our day hit facebook immediately with babies on the Carousels,kids playing mini golf, and people around the tropical pool setting. Andrew, Felicia, and his staff were very helpful. Andrew answered all our questions with fast response times through out the planning. Felicia was there when we checked in and ensured we were settled and answered any last minute questions. The detail andrew put into his Estate is amazing. Every thing out there takes you away from your everyday. We are so lucky that such an awesome place was shared with our family and friends to enjoy. It was the perfect place to hold our special day. The last day I spent an hour taking photos of the Estate in which I noticed the incredible landscape,a touch that just simply takes your breath away on the beauty of life. Andrew thought of it all. The only down fall, which was our fault, is that we did not have enough time to enjoy everything. This was due to a short stay, wedding set up and tear down. Our next stay will be longer. My older Sister from Philly was talking about a family meet up next year. Boy I Hope so. All our Wedding dreams came true. Thank you Ever after Estate and Thank you andrew.

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$1,985

Hilton Head Island - Spa on Port Royal Sound

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Quiet relaxation” We absolutely loved our stay! The condo is on the third floor, so there’s great views of the grounds, and a walking path to the ocean and pier. The Plantation was extremely quiet, and the people we did come across were welcoming and friendly. The condo was clean, cozy, stocked with necessary kitchen and even toiletries for the bathroom! That was a pleasant surprise. We spent most of our time sitting on the screened porch listening to the fountains and birds. The owner is very responsive to texts and emails. We definitely recommend this as a vacation spot, and will be back.

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$115

Awesome Mickey Themed Kids Rooms-bbq in back yard!

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$137

Luxury 3 Bedroom Cottage, Pool&WiFi,Steps to Beach

Myrtle Beach cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

“Gulfstream” We had an amazing stay. The pool was very close to our front door. Jay was accommodating and quick to answer any questions we had.

Responds fast! avg. 1 hour 9 minutes

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$195

Christmas Mountain Village - 3 Bedroom Unit

Wisconsin Dells log cabin

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 24 minutes

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$172

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$337

“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

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$1,032

Great Pocono vacation from the city noise

Bushkill house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$144

Marvelous Panoramic Mountain Views All Year|Private|BMClub Member|Slopes, Resort

Beech Mountain chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$229

Off Season Mid Week $95 per couple / per night

Lake Geneva house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“Super Friendly” Great folks running this place. They really give the home town experience with amenities of a major hotel. This property is right next to a beautiful lake. The options are great for either the relaxed weekend or if you want to water skiing or out on a boat to fish it is all there. Really pleased with vacation this has turned into and relaxation is the key!

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$1,031

Sunny Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Decent place but lacking in some areas” For one week in July 2014, my family from Alabama to Alaska (with us from Canada) all stayed at 928 Solona Circle. Overall we were happy with the house rental but do not stay here if you need assistance with anything. It took my 4 phone calls over 3 days to just find out what the Wi-Fi password had been changed to (the one that we were emailed was incorrect). It may not be the safest neighbourhood as there were police men in the gated area twice during our stay. And the house was filled with broken outlet covers and had very dirty couches, which needed steam cleaning. It was a spacious home and we loved the walk-in closets as well as the ease in which to find it and the easy drive to Disneyworld. But if you want to stray there, you need to supply everything- even your own toilet paper and Kleenex. The jets ion eth hot tub did not work and the game room had a broken foosball table. Overall we were mainly happy with our stay but were disappointed with a few things.

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$190

SNOW BIRDS SPECIAL - BOOK NOW & SAVE - Gulf Shores Secret

Gulf Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 4 minutes

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$144

❤️ Super Cozy Home Minutes to Disney

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Birthday Trip!” I do believe this might have been the funnest trip I've ever taken in my life. Having every single thing just minutes away from you was such a delight and such a pleasure to not have to drive around constantly in the car. This community is gated and seems like a really fun place to actually buy a vacation home. Actually, while we were there we looked into it and might be doing the same thing that this particular person is offering on TripAdvisor as well! First of all, the house was just absolutely amazing... Bigger than my own home even. It was just me, my son and my husband and our house was absolutely humongous. We actually had thought we would have another family with us but it fell through. Everything was clean and perfect. There were many things like dishwasher, laptop, printer, hair dryer, straightener, toiletries, food! When we arrived, we already had some basic needs that were furnished To Us by the owners. It was such a treat to see that they really cared about us to furnish those things! There was a perfect screened in porch out the back over looking a little bit of a water marsh where we got to watch the birds everyday. The wildlife in our particular yard was extremely delightful. From frogs to lizards two birds two cranes we had an amazing time when we were relaxing at home. To my delight, there were also three swimming pools in the complex. One of the pools were in the middle of the community which was right down the street from our home, then there were two others inside the clubhouse which were also fantastic. We really enjoyed the hot tub and sitting underneath the shelter when it started to rain. Since I knew it would be very hot and we would be extremely exhausted, I asked for a maid service halfway through our vacation and I'm so happy I did. It was nice to come home after dinner to a 100% clean house with clean towels and everything perfect. I recommend that you get the service as the cleaning lady does an excellent job! The next time we booked our Walt Disney World vacation I will be using this home again without a doubt. Even though we stayed 7 days, we still did not get to see everything that we wanted to. Next time we come down we are doing 10 to 12 days for sure and cannot wait to come back to Vista Del Lago. I was really surprised on how many friends we made while we were there!! If you are looking for a family home that could easily sleep 7 people, please do yourself a favor and book this, you will be so glad that you did!!

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$253

***HUGE SALE $110N! Ocean View! Ariel Dunes ll Beach 5 Min Walk GYM/Sauna/GRILL

Miramar Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Great location, beautiful views, and nice accomodations” We had a nice stay here at the Ariel Dunes II. The location is great! It is convenient to the beach (a short, but nice walk), and there are also a couple of good beach-side restaurants nearby. There's also a good grocery store nearby within a very short drive, as well as many other shopping possibilities a traveler might need. The unit was nicely furnished and decorated with contemporary furnishings and was quite comfortable. I, for one, appreciate places near the beach that are not decked out with peach and teal walls or seashell sculptures from the eighties. :) The view was also quite nice from the balcony and I spent some nice mornings out there having breakfast while soaking in the sights and sounds of summer.

Responds fast! avg. 2 hours 19 minutes

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$126

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$52

Paradise Point at Bear Lake Idaho/Utah

Fish Haven lodge

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 32

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$1,480

Christmas Mountain Village - 2 Bedroom Unit (1 or 2 Bath)

Wisconsin Dells log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 24 minutes

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$115

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$164

MYRTLE BEACH HOUSE - Close to Ocean - Walk to Private Beach

Murrells Inlet house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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$551

Storytellers Villa

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Truly Amazing” Storytellers the most amazing place to stay. I will definitely return. The owner was always prompt on responding to emails and went above and beyond helping us with our stay. My family and I enjoyed the pool, the cinema, and spa during our stay. We had absolutely no problems with our stay at Storytellers. My 5 year old granddaughter loved the Frozen Room and didn't want to come home. The house is so inviting and beautiful. This house is a must if you are planning a trip to Kissimmee area.

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$395

“Location is awesome, the grounds were well maintained and had something for everyone in the family.” The condo was beautiful and very comfortable. Had everything we needed for the week. There are grocery stores that are close for picking up groceries and preparing your own meals. If you prefer not to drive, you can walk down to the street and the trolley stop is right there. Also on the grounds is a playground for the kids, swimming pool, volleyball court, and a beautiful walking path that has benches to sit and enjoy the beauty of the mountains. There is so much to do in the area, so many attractions all within a mile. The Smokey mountains and Gatlinburg are about 20-30 minutes away.

Responds fast! avg. 30 minutes

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$205

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$77

“Great Condo!!” We recently stayed here for our family vacation. It was the perfect amount of room for my husband and I with all 4 kids! Our girls loved the bunk room. The Master bedroom bed is one of the most comfortable my husband and I have ever slept in!!! It is also close to all attractions. The beach is a pretty good distance when your carrying things needed for six people. My only concern was the lock on the door. There was no way to lock it from the inside and it was easily opened by our 20 month old. It definitely kept this Mom on her toes! Overall, my family had a fabulous time in a wonderfully decorated condo! We felt at home and will definitely try to stay again.

Responds fast! avg. 2 hours 19 minutes

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$146

SALTAIRE OBX Vacation Rentals, Elevator, Pool, Putting Green, pet friendly

Kitty Hawk house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 18

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$946

Surprise Yourself With Unforgettable Deluxe Villa w/ Private Pool+Spa+Baby Gears

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

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$403

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$69

Best Cabin in StoneBridge! Come stay at our Rustic Cabin w/ Private BBQ Area

Branson West log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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$182

MountainView Paradise

Durango Mountain condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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$172

Desert Oasis

Casas Adobes house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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$275

“Very welcoming and worth it !” Me and my family absolutely loved this vacation house everything was so welcoming and near perfect ! This house is definitely something we will never forget and hopefully when we come back we will be able to rent from kim molnar again ! Everything was to a T ! Thank you so much kim !

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$459

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rentals in Killington

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