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Cottages, Villas, Apartments in Portland
Holiday Rentals
USA
Missouri (MO)
Cottages, Villas, Apartments in Portland
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Internet or Wifi (44)
Air Conditioning (44)
Washer/Dryer (30)
Other outdoor space (25)
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Suitability
Kid friendly (36)
Pet friendly (9)
Smoking allowed (3)
Wheelchair access (0)
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Holiday Rental House (37)
Condominium/Apartment (10)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (1)
Boat Available (1)
Private Chef (0)
Private Beach (0)
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Distance from
5 mi
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47 rentals
in Portland.
Lake loft Cottage
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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The following properties within 20 miles of Portland match all your filters:
A Charming Home newly remodeled and furnished
5.0 of 5 stars
35
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Restored farmhouse just steps from the Katy Trail
5.0 of 5 stars
39
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Wolke Suite - Himmel Haus Bed & Breakfast
5.0 of 5 stars
38
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Secluded 2 bedroom home close to Hermann
5.0 of 5 stars
24
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
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5 bed 2 Bath in Downtown Hermann, MO
5.0 of 5 stars
31
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 10
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Gipfel Suite - Himmel Haus Bed & Breakfast
5.0 of 5 stars
44
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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The Bittersweet Inn: Brand new 6 bed 5 bath house
5.0 of 5 stars
22
Holiday Rental House
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6 bedrooms
5 bathrooms
Sleeps 14
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Converted grain bin/silo guest house right on the Katy Trail.
5.0 of 5 stars
4
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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A Stunning Home, newly constructed & furnished
5.0 of 5 stars
32
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 8
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Gray Stone Guest House- Whole House Rental
5.0 of 5 stars
33
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
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White Wolf Inn - Apartment
5.0 of 5 stars
18
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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White Wolf Inn - House
5.0 of 5 stars
22
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Just Renovated 2021 Home! Free Breakfasts $20 Shuttle Perfect Location Downtown
4.5 of 5 stars
14
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Katy Trail lodging 1 bedroom
5.0 of 5 stars
3
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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The Artists Suites, Vincent Van Gogh Suites
5.0 of 5 stars
7
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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Private Two Bedroom Full bath suite
5.0 of 5 stars
8
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Das Zimmer Suite - Himmel Haus Bed & Breakfast
4.5 of 5 stars
27
Holiday Rental House
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1 bedroom
2 bathrooms
Sleeps 2
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Brick Bungalow
5.0 of 5 stars
19
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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In town -2 bedroom + 2 sofa beds + game room/common area -fits 8 people
4.5 of 5 stars
7
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 8
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Whole House Rental - Private Cottage near Historic Hermann, Missouri
5.0 of 5 stars
3
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
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Hillside Cottage in Beautiful Downtown Hermann
5.0 of 5 stars
2
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
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4K Ranch - 10 acre property & home near Hermann
5.0 of 5 stars
8
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 11
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Privacy!!! Hobby farm in the woods
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
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Magnolia Inn
5.0 of 5 stars
16
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
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Himmel Haus Bed & Breakfast - Your Slice of Heaven in Hermann, Mo
5.0 of 5 stars
10
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Modern Farmhouse with Glam Room and Bunk Room
5.0 of 5 stars
4
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 12
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DeFlorin Stone Cottage, Hermann's Popular Downtown Home, Free Wine $20 Shuttle
5.0 of 5 stars
94
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 8
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7th Heaven Guesthouse
5.0 of 5 stars
24
Holiday Rental House
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5 bedrooms
5 bathrooms
Sleeps 12
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Spacious Five Bedroom Country Home Near Hermann MO
5.0 of 5 stars
25
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 13
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Newly remodeled home in Historic Hermann Wine Counrtry.
5.0 of 5 stars
16
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 12
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Relaxing and cozy farmhouse a few miles from the town of Hermann!
5.0 of 5 stars
3
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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The Venue at Hermann
5.0 of 5 stars
2
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Mansion on market street! Downtown Hermann MO
4.5 of 5 stars
6
Holiday Rental House
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7 bedrooms
3 bathrooms
Sleeps 14
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Fantastic Fishing in City of Gasconade, MO, cozy relaxing cabin ready for you!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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The Venue at Hermann
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Brand New!Perfect for large groups, dog friendly and ADA accessible.
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 8
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Looking for Quaint Getaway .... We have just the location for you!
4.5 of 5 stars
6
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Ranch House at Edelweiss Winery & Events
4.5 of 5 stars
7
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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The Venue at Hermann
5.0 of 5 stars
1
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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The Bloom Suite
4.5 of 5 stars
10
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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The Venue at Hermann
5.0 of 5 stars
2
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Historic Mercantile on the Katy Trail -Vaudeville Suite. 4 minutes from Hermann.
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
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The Venue at Hermann
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Sleeps
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As seen on
The Venue at Hermann
5.0 of 5 stars
4
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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McKittrick Suite -Historic Mercantile on the Katy Trail. 4 minutes from Hermann.
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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GUESTHOUSE DOWNTOWN HERMANN HISTORIC DISTRICT
5.0 of 5 stars
21
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 12
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1
Showing results 1-47 of 47
Frequently Asked Questions about Portland
Do any holiday rentals in Portland have a pool?
Yes, here are some popular holiday rentals in Portland that have a pool:
Lake loft Cottage
A Charming Home newly remodeled and furnished
Restored farmhouse just steps from the Katy Trail
See all holiday rentals with a pool in Portland on Tripadvisor
Do any holiday rentals in Portland have internet access?
Yes, here are some popular holiday rentals in Portland that have internet access:
Lake loft Cottage
A Charming Home newly remodeled and furnished
Restored farmhouse just steps from the Katy Trail
See all holiday rentals in Portland on Tripadvisor
What are the best pet friendly rentals in Portland?
The best pet friendly rentals in Portland are:
Lake loft Cottage
Just Renovated 2021 Home! Free Breakfasts $20 Shuttle Perfect Location Downtown
Whole House Rental - Private Cottage near Historic Hermann, Missouri
See all pet friendly holiday rentals in Portland on Tripadvisor
What are some great rentals in Portland that are kid friendly?
Some of the most popular kid friendly rentals in Portland are:
Lake loft Cottage
Restored farmhouse just steps from the Katy Trail
Secluded 2 bedroom home close to Hermann
See all kid friendly holiday rentals in Portland on Tripadvisor
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