Book Holiday Homes in Dorchester
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Dorchester

Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region

Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub!

House near Trout Run Trail w/EV charger

Mississippi waterfront vacation home that welcomes dogs! Private dock for boats

Nice Cape Cod home near the Mississippi River (Scenic River Inn)

Majestic View Sleeps 10-HOT TUB

Ridgehaven is a peaceful, secluded cabin on 40 beautiful wooded acres

Exceptional new listing Decorah Craftsman Bungalow

Charming House with Amazing Views! Next to Marina and Tiki Bar
Dorchester Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Dorchester vacation homes are the perfect way for you to wing it.
Holiday houses in Dorchester let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Dorchester in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Dorchester adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Dorchester with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Dorchester vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Dorchester Holiday Homes essential information
Accommodation | 61 Holiday Homes |
---|---|
Lowest Price | NZ$138 |
Highest Price | NZ$551 |
Popular accommodation | Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region, Romantic Get-a-Way!! 1954 Rail Road Caboose!! Relaxing Hot Tub! , House near Trout Run Trail w/EV charger, Mississippi waterfront vacation home that welcomes dogs! Private dock for boats, Nice Cape Cod home near the Mississippi River (Scenic River Inn), Majestic View Sleeps 10-HOT TUB, Ridgehaven is a peaceful, secluded cabin on 40 beautiful wooded acres , Exceptional new listing Decorah Craftsman Bungalow, Charming House with Amazing Views! Next to Marina and Tiki Bar |
More accommodations in Dorchester
Top trending hotels in Dorchester

Sportsmen Motel

Lazy River Cabin

Tiny House on Upper Iowa River w/ hot tub

Hunters Hollow Lodge W/ Outdoor Hot Tub...Pool coming this Spring
More ways to explore Dorchester
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.