50 Best Vacation Rentals in Redmond - Holiday Lettings - Cabins

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51 Vacation rentals

32

Vacation home in Redmond

Central Oregon / Redmond

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
You'll be perched above the golf course in this deluxe townhome with resort amenities and modern conveniences for the whole group. Bring family or friends for a summer retreat or plan the perfect ski holiday! The two-story home is located in Eagle Crest Resort, a luxury …see more

from $70 / night

$490 / week

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from $70 / night

25

Vacation home in Redmond

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Escape from reality with a retreat into the beautiful Central Oregon wilderness with a stay in this spacious three bedroom home at Eagle Crest Resort! With an open floor plan, updated amenities, and an ideal location, this home-away-from-home is sure to delight guests o …see more

from $130 / night

$910 / week

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from $130 / night

(1) Excellent 

19

Redmond Vacation home rental

Central Oregon / Redmond

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
With rustic charm, access to the Eagle Crest Resort, and plenty of space for up to six lucky guests, this sprawling, single-level townhouse in the newly-built Creekside community is the perfect home-away-from-home for your next vacation! This cozy home offers luxurious …see more

from $89 / night

$623 / week

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from $89 / night

(2) Excellent 

23

Redmond Vacation apartment rental

Central Oregon / Redmond

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Enjoy this 1871sqft 3 bedroom 2.5 bath condo with a vaulted ceiling in the family room. This home comfortably sleeps 8 to 9 people with 1 king, 1 queen, 2 twin beds (1 w/ trundle), and a twin top/ full bottom bunk bed. The fully equipped kitchen features Granite Counter …see more

from $135 / night

$1055 - $1225 / week

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Responds fast!
avg. 2 hours 17 minutes

from $135 / night

35

Vacation home rental

Central Oregon / Redmond

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
This truly wonderful single level in the Ridge at Eagle Crest offers one of the best vacation locations in Central Oregon. The nearly 3,000 square foot open and air conditioned spacious floor plan is ideal for entertaining or spending time with all your friends and fami …see more

from $225 / night

$1575 / week

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from $225 / night

10

Vacation townhouse with golf nearby in Redmond

Central Oregon / Redmond

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Free access to the 3 Sports Centers at Eagle Crest Master Bedroom: New King Mattress, shower and seperate soaking tub 2nd Bedroom: Queen New Hide-a-bed Queen mattress - self inflates - do not feel bars New Queen double height air mattress Free Wifi Dogs welcome BBQ …see more

from $89 / night

$840 / week

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from $89 / night

(1) Excellent 

24

Redmond Vacation home rental

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Eagle Crest house description ***NEW LISTING!*** Be our guest at our cabin at Eagle Crest Resort near Bend. Featuring 3 bedrooms, 2 bathrooms, fully equipped kitchen w/ dishwasher, laundry and a lovely patio - this place will allow you to experience the great outdoors …see more

from $140 / night

$980 / week

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from $140 / night

44

Vacation home in Redmond

Central Oregon / Redmond

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
This 3,200 square-foot home in Eagle Crest includes a private hot tub and great amenities inside and out, making this a great rental for family and friends alike! Located in the heart of Eagle Crest, this home is less than 20 miles from Sisters and Bend, and 38 miles fr …see more

from $99 / night

$693 / week

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from $99 / night

34

Vacation home in Redmond

Central Oregon / Redmond

6 18 2 nights min

  • 6 bedrooms
  • Sleeps 18
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Welcome to Six D Ranch. This 45 acre horse ranch features 6 bedrooms and 3.5 baths overlooking the majestic Cascade Mountain Range. Come relax and enjoy the sunsets and stunning mountain views from our back deck or around the custom fire pit. A perfect place to gather …see more

from $1195 / night

$8365 / week

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Responds fast!
avg. 3 hours 11 minutes

from $1195 / night

(2) Very Good 

24

Vacation home in Redmond

Central Oregon / Redmond

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
This two-bedroom home in wonderful Eagle Crest is a perfect place to stay while you enjoy a fun-filled vacation to the resort community. With all the comforts of home, including a few extras such as a relaxing jetted bathtub, and access to shared community amenities suc …see more

from $100 / night

$700 / week

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from $100 / night

(1) Excellent 

29

Vacation home in Redmond

Central Oregon / Redmond

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Grab your tennis rackets, pack your swimsuits, and get ready for the trip of a lifetime at this Eagle Crest vacation home. Dog-friendly and with a jetted tub, this is a great place to retire to after a day taking advantage of the resort amenities and beautiful bike trai …see more

from $70 / night

$490 / week

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from $70 / night

27

Vacation home in Redmond

Central Oregon / Redmond

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Plan a fun family getaway at this Central Oregon resort near the majestic Cascade Mountains. You'll have an amazing time at this three bedroom Eagle Crest vacation townhome that overlooks the Ridge Golf Course. There's even a private hot tub on the deck for relaxing aft …see more

from $112 / night

$784 / week

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from $112 / night

37

Vacation home in Redmond

Central Oregon / Redmond

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Come for a relaxing retreat to Eagle Crest at this riverfront cabin, with tranquil scenery and entertainment for up to 10 guests to enjoy! Located on five beautiful acres of Deschutes Riverfront outside of Redmond, you'll appreciate easy access to outdoor activities, wh …see more

from $200 / night

$1400 / week

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from $200 / night

(2) Excellent 

31

Vacation home in Redmond

Central Oregon / Redmond

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Explore the amenities of Eagle Crest Resort and the surrounding region from the comfort of this Eagle Crest vacation rental. Located in the heart of Eagle Crest Resort, this home sits outside the town of Redmond, about 18 miles from Bend and 16 miles from Sisters. This …see more

from $90 / night

$630 / week

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from $90 / night

24

Redmond Vacation home rental

Central Oregon / Redmond

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Poised in a quiet neighborhood, this sage-colored, three-bedroom Eagle Crest vacation rental gem is an elegant townhome on the edge of the rugged juniper and sage filled expanse. This bi-level vacation rental beauty has over 1800 square feet, and plenty of room for up t …see more

from $81 / night

$567 / week

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from $81 / night

35

Vacation home in Redmond

Central Oregon / Redmond

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This cozy home in Eagle Crest is the perfect spot for your next vacation, with a private hot tub and resort amenities such as a shared pool, fitness center, and sports courts for up to eight travelers to enjoy! Located in Central Oregon's luxurious resort of Eagle Crest …see more

from $80 / night

$560 / week

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from $80 / night

38

Vacation home rental

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This lovely cabin in Eagle Crest is a great place to stay while you explore everything Central Oregon has to offer! With a golf course right next door and free passes to the resort's recreation areas, friends and family will have no shortage of fun! The home offers easy …see more

from $88 / night

$616 / week

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from $88 / night

15

Vacation home in Redmond

Central Oregon / Redmond

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Pet friendly
Townhouse at Boulder Brook. Moments from the Dry Canyon Trail. Reverse living floor plan gives you extra privacy. Enjoy territorial views from the upper deck. This lovely Redmond home has vaulted ceilings, bamboo and hardwood flooring and large master suite. Home is loc …see more

from $130 / night

$775 - $1200 / week

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from $130 / night

35

Redmond Vacation home rental

Central Oregon / Redmond

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This two-bedroom home defines mountain chic with a private hot tub and luxury resort amenities for six guests (four adults). Plan a Central Oregon retreat or adventurous family reunion! The Tudor-style home is located in Eagle Crest Resort, boasting two golf courses, ho …see more

from $70 / night

$490 / week

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from $70 / night

15

Vacation home rental

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly
Situated in the high Desert of Central Oregon, this resort community is one of several that offer the guest peace, comfort and the chance to unwind. Eagle Crest has three golf courses, trails for communicating with nature, and a variety of water activities with pool, ho …see more

from $150 / night

$800 - $1170 / week

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from $150 / night

38

Vacation home in Redmond

Central Oregon / Redmond

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Planning a trip to Central Oregon with your family or a large group of friends? Consider staying at this lovely four-bedroom townhouse, which features beautiful valley views, a private outdoor hot tub, and access to resort amenities, including a shared sauna, pool, and …see more

from $118 / night

$826 / week

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from $118 / night

33

Vacation home in Redmond

Central Oregon / Redmond

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
This charming Eagle Crest vacation rental offers plenty of room for eight guests, resort attractions, and classic beauty in the heart of Central Oregon. Plan a ski trip into the Cascade Mountains, or an outdoor adventure by horseback, bicycle, or foot with the whole fam …see more

from $85 / night

$595 / week

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from $85 / night

(1) Very Good 

31

Vacation home in Redmond

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
This lovely three-bedroom, lodge-like retreat boasts luxurious resort attractions for up to six lucky guests. Eagle Crest Resort is the ideal destination to enjoy 300 days of Central Oregon sun and fun outdoor adventure, no matter what time of year! The Red Wing Chalet …see more

from $80 / night

$560 / week

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from $80 / night

(1) Excellent 

36

Redmond Vacation home rental

Central Oregon / Redmond

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Indulge in a memorable vacation with friends or family to this Eagle Crest vacation home. Set right near the golf course, and with access passes to great shared resort amenities, this home is the perfect active getaway. Located within the Eagle Crest Resort, guests are …see more

from $80 / night

$560 / week

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from $80 / night

(2) Very Good 

27

Vacation home in Redmond

Central Oregon / Redmond

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
At this Eagle Crest Resort vacation home, you'll have a number of great amenities like golfing, pools, hot tubs, hiking and biking trails, and three fitness centers right outside your doorstep. From this prime location at the resort, you're close to the cart path and pu …see more

from $74 / night

$518 / week

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from $74 / night

30

Vacation home in Redmond

Central Oregon / Redmond

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Visit one of Central Oregon's most popular resorts when you book a stay at this stylishly-updated Eagle Crest vacation townhome. You'll be right on Golden Pheasant Drive, near amenities like outdoor and indoor pools, golf courses, tennis courts, spas, walking trails, an …see more

from $125 / night

$875 / week

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from $125 / night

34

Vacation home in Redmond

Central Oregon / Redmond

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Experience the natural beauty of Central Oregon at this spacious home located right on the 15th fairway complete with a large back deck, private outdoor hot tub, and access to a number of resort amenities including swimming pools, tennis courts, and a fitness center. Th …see more

from $130 / night

$910 / week

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from $130 / night

27

Vacation home in Redmond

Central Oregon / Redmond

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Nestled in a tree-lined oasis on Oregon's Sagebrush Steppe is this stylish, two-bedroom Eagle Crest vacation rental. This gambrel-roofed beauty is your ticket to comfort and convenience as you kick back in a climate that offers an average 300 days of sunshine a year, su …see more

from $150 / night

$1050 / week

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from $150 / night

28

Vacation home in Redmond

Central Oregon / Redmond

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Ideal for a family vacation in Central Oregon, this pristine, contemporary home has loads of space, modern amenities galore, a fantastic patio and back yard, plus access to pools, golf courses, and more throughout Eagle Crest Resort. This spacious, three-bedroom rental …see more

from $99 / night

$693 / week

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from $99 / night

29

Vacation home in Redmond

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
This dog-friendly Eagle Crest home is the ideal setting for your next family vacation! With a jetted tub, hot tub, shared pool, and on-site golf, a few days here will have you relaxed and rejuvenated. Located in a quiet area nine miles to the west of Redmond, it's an ea …see more

from $70 / night

$490 / week

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from $70 / night

32

Vacation home rental

Central Oregon / Redmond

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
With amazing golf course views, plenty of space to relax, and great amenities, this wonderful dog-friendly Eagle Crest home offers the ultimate family getaway. There's room for everyone in this spacious lodge-style home, where you'll have a private hot tub, a deck with …see more

from $80 / night

$560 / week

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from $80 / night

30

Vacation home rental

Central Oregon / Redmond

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
One of Eagle Crest's most amazing locations! Situated behind the locked gates on Osprey Drive is this bright open contemporary perched right along side the golf course offering unmatched views from Mt. Jefferson to the Ochoco Mountain Range. The large hot tub on large d …see more

from $195 / night

$1365 / week

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from $195 / night

37

Vacation home in Redmond

Central Oregon / Redmond

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
This lovely Eagle Crest riverfront home is surrounded by fairways, offering resort features, and a private hot tub for the ultimate getaway! Whether traveling with golf buddies or family, this beautiful home will pamper guests with an unbelievable location and amenities …see more

from $114 / night

$798 / week

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from $114 / night

(1) Excellent 

31

Vacation home in Redmond

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Escape to golf course views and pure serenity at this three-bedroom Eagle Crest vacation condo! With all the great Eagle Crest amenities (your stay includes six passes with an additional daily guest fee for each guest over), it's the perfect retreat for a high desert va …see more

from $110 / night

$770 / week

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from $110 / night

28

Vacation home in Redmond

Central Oregon / Redmond

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Take a fun-filled trip to Eagle Crest and stay in this spacious and welcoming home! Featuring a private hot tub, access to the resort's varied amenities, plenty of entertainment options, and space for up to eight guests, this wonderful home is the perfect place to plan …see more

from $80 / night

$560 / week

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from $80 / night

43

Vacation home in Redmond

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Plan a golf buddy getaway or family vacation at this three-bedroom Eagle Crest getaway with full resort access and golf course views! The two-story home overlooking the 10th hole of Ridge Golf Course is ideal for active families. Eagle Crest Resort offers shared pools a …see more

from $80 / night

$560 / week

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from $80 / night

32

Vacation home in Redmond

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This charming Eagle Crest Resort townhome offers three bedrooms, two-and-a-half bathrooms, a private hot tub, and access to resort amenities like golf courses, horse stables, pools and sports courts, and even Deschutes River access! The location is just 18 miles from Be …see more

from $80 / night

$560 / week

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from $80 / night

30

Vacation home in Redmond

Central Oregon / Redmond

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Adjacent to three 18-hole golf courses, this warm and welcoming Eagle Crest Resort home offers a private outdoor hot tub, grassy backyard, easy access for guests with limited mobility, and a shared swimming pool, sauna, and tennis courts. This rental is located just six …see more

from $70 / night

$490 / week

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from $70 / night

29

Vacation home in Redmond

Central Oregon / Redmond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
This Central Oregon vacation home, complete with a private hot tub and resort amenities, is a perfect seat for a vacation of outdoor adventures and indoor relaxation. Eagle Crest resort is located 10 miles outside of nearby Redmond. A short day trip of 20 miles away is …see more

from $99 / night

$693 / week

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from $99 / night

27

Vacation apartment with shared pool in Redmond

Central Oregon / Redmond

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Air conditioning
********** Important! ********** This great property is one where we have to send out for availability with each request, which takes up to 24 hours - more if over the weekend. If it is still available for your dates - we would love to book your stay! The Weekly Rate …see more

from $299 / night

$1299 / week

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Responds fast!
avg. 3 hours 39 minutes

from $299 / night