Holiday rentals near Pioneer School House
We found 892 holiday rentals — enter your dates for availability
If you'd like to stay close to Pioneer School House, take a look at private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll find the amenities that you need and want, which might include parking and a fireplace. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Pioneer School House
Showing deals for:1 Aug - 8 Aug
Image gallery for Southside Serenity: Your Alaskan Hideaway with a Hot Tub!
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Southside Serenity: Your Alaskan Hideaway with a Hot Tub!
Anchorage, AK
8% off
Price is NZ$6,531
NZ$6,531
NZ$933 per night
includes taxes & fees
Image gallery for Mid-Century Gem by Local Artist. Heart of Downtown Location!
1010 out of 10 rating
Exceptional
(6 reviews)
Mid-Century Gem by Local Artist. Heart of Downtown Location!
Anchorage, AK
6% off
Price is NZ$8,446
NZ$8,446
NZ$1,207 per night
includes taxes & fees
Image gallery for Chugach Foothills Chalet -- a charming, quiet east Anchorage retreat!
1010 out of 10 rating
Exceptional
(39 reviews)
Chugach Foothills Chalet -- a charming, quiet east Anchorage retreat!
Anchorage, AK
8% off
Price is NZ$5,445
NZ$5,445
NZ$778 per night
includes taxes & fees
Image gallery for Residence at Marston
1010 out of 10 rating
Exceptional
(11 reviews)
Residence at Marston
Anchorage, AK
9% off
Price is NZ$9,371
NZ$9,371
NZ$1,339 per night
includes taxes & fees
Image gallery for Home Away From Home
1010 out of 10 rating
Exceptional
(5 reviews)
Home Away From Home
Anchorage, AK
8% off
Price is NZ$2,482
NZ$2,482
NZ$355 per night
includes taxes & fees
Image gallery for 907stay - Alaskan Suite
1010 out of 10 rating
Exceptional
(5 reviews)
907stay - Alaskan Suite
Anchorage, AK
16% off
Price is NZ$2,536
NZ$2,536
NZ$362 per night
includes taxes & fees
Image gallery for Cheerful and Spacious Home //Sleeps 16
8.08.0 out of 10 rating
Very good
(7 reviews)
Cheerful and Spacious Home //Sleeps 16
Anchorage, AK
8% off
Price is NZ$5,426
NZ$5,426
NZ$775 per night
includes taxes & fees
Image gallery for Rustic-modern style Alaskan retreat
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Rustic-modern style Alaskan retreat
Anchorage, AK
6% off
Price is NZ$4,358
NZ$4,358
NZ$623 per night
includes taxes & fees
Image gallery for L'Escale: charming upscale studio in quiet South Anchorage neighborhood.
9.89.8 out of 10 rating
Exceptional
(19 reviews)
L'Escale: charming upscale studio in quiet South Anchorage neighborhood.
Anchorage, AK
8% off
Price is NZ$2,750
NZ$2,750
NZ$393 per night
includes taxes & fees
Image gallery for Airport Aurora - Near Airport, Shopping, and Best Sushi in Town!
1010 out of 10 rating
Exceptional
(11 reviews)
Airport Aurora - Near Airport, Shopping, and Best Sushi in Town!
Anchorage, AK
8% off
Price is NZ$3,938
NZ$3,938
NZ$563 per night
includes taxes & fees
Image gallery for Modern Retreat – All King Beds + Outdoor Firepit
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Modern Retreat – All King Beds + Outdoor Firepit
Anchorage, AK
7% off
Price is NZ$6,776
NZ$6,776
NZ$968 per night
includes taxes & fees
Image gallery for Home in the heart of Eagle River
9.29.2 out of 10 rating
Wonderful
(11 reviews)
Home in the heart of Eagle River
Eagle River, AK
12% off
Price is NZ$2,282
NZ$2,282
NZ$326 per night
includes taxes & fees
Image gallery for Northern Nights your Modern Home Away From Home
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Northern Nights your Modern Home Away From Home
Anchorage, AK
8% off
Price is NZ$2,051
NZ$2,051
NZ$293 per night
includes taxes & fees
Image gallery for Alaskan lodge-like living - 15 min to city - 5 min to great hikes
1010 out of 10 rating
Exceptional
(29 reviews)
Alaskan lodge-like living - 15 min to city - 5 min to great hikes
Anchorage, AK
8% off
Price is NZ$10,581
NZ$10,581
NZ$1,512 per night
includes taxes & fees
Image gallery for Cozy One Bedroom within walking distance of Downtown Attractions
8.68.6 out of 10 rating
Excellent
(9 reviews)
Cozy One Bedroom within walking distance of Downtown Attractions
Anchorage, AK
8% off
Price is NZ$3,132
NZ$3,132
NZ$447 per night
includes taxes & fees
Image gallery for Delightfully Modern Studio/Tiny House 💠 D《Car rental Avlble》
8.88.8 out of 10 rating
Excellent
(5 reviews)
Delightfully Modern Studio/Tiny House 💠 D《Car rental Avlble》
Anchorage, AK
8% off
Price is NZ$2,046
NZ$2,046
NZ$292 per night
includes taxes & fees
Image gallery for Anchorage furnished 2 bed suite w/ Murphy bed/desk, laundry room & free parking.
8.68.6 out of 10 rating
Excellent
(10 reviews)
Anchorage furnished 2 bed suite w/ Murphy bed/desk, laundry room & free parking.
Anchorage, AK
12% off
Price is NZ$2,276
NZ$2,276
NZ$325 per night
includes taxes & fees
Image gallery for The guest house and nature retreat
8.88.8 out of 10 rating
Excellent
(17 reviews)
The guest house and nature retreat
Anchorage, AK
8% off
Price is NZ$3,373
NZ$3,373
NZ$482 per night
includes taxes & fees
Image gallery for O'Malley View- private unit on quiet street near Campbell Creek greenbelt
9.89.8 out of 10 rating
Exceptional
(29 reviews)
O'Malley View- private unit on quiet street near Campbell Creek greenbelt
Anchorage, AK
8% off
Price is NZ$2,174
NZ$2,174
NZ$311 per night
includes taxes & fees
Image gallery for New remodeled unit next to Downtown at Westchester
9.89.8 out of 10 rating
Exceptional
(41 reviews)
New remodeled unit next to Downtown at Westchester
Anchorage, AK
8% off
Price is NZ$3,285
NZ$3,285
NZ$469 per night
includes taxes & fees
Image gallery for 1915 Coastal Historical Log Home #1 Spot Downtown!
1010 out of 10 rating
Exceptional
(16 reviews)
1915 Coastal Historical Log Home #1 Spot Downtown!
Anchorage, AK
8% off
Price is NZ$4,490
NZ$4,490
NZ$641 per night
includes taxes & fees
Image gallery for Happy Bear Cozy Bungalow with Large Back Yard close to Anchorage Wasilla
9.69.6 out of 10 rating
Exceptional
(23 reviews)
Happy Bear Cozy Bungalow with Large Back Yard close to Anchorage Wasilla
Eagle River, AK
6% off
Price is NZ$3,297
NZ$3,297
NZ$471 per night
includes taxes & fees
Image gallery for Sand Lake Jewel - Near Airport, Shopping and the Best Sushi in Town!
9.89.8 out of 10 rating
Exceptional
(22 reviews)
Sand Lake Jewel - Near Airport, Shopping and the Best Sushi in Town!
Anchorage, AK
8% off
Price is NZ$3,418
NZ$3,418
NZ$488 per night
includes taxes & fees
Image gallery for Central Location, Private Yard, Modern and Comfy Furnishings, Family Friendly
9.89.8 out of 10 rating
Exceptional
(37 reviews)
Central Location, Private Yard, Modern and Comfy Furnishings, Family Friendly
Anchorage, AK
8% off
Price is NZ$3,426
NZ$3,426
NZ$489 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Pioneer School House
Have an Authentic Log Cabin Alaskan 5 Star experience at "The Eagles Nest"
Sleeps 4 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
106 reviews(106 reviews)
Cozy 3B/1B Home in Government Hill near Downtown Anchorage with Mountain Views
Sleeps 5 · 3 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
Best Views in Anchorage! Totally Private, Romantic, and Family Friendly Suite!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
1940s Charming Two-Story Downtown Anchorage Home
Sleeps 9 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Forget Me Not Home in South Anchorage
Sleeps 8 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
155 reviews(155 reviews)
Blocks from Downtown at Westchester Lagoon
Sleeps 4 · 2 bedrooms · 1+ bathroom
9.89.8 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value