Hotels in Osterville
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Chatham Seafarer Inn
Chatham Seafarer InnChatham
9.0 out of 10, Wonderful, (319 reviews)
The price is $171
$196 total
includes taxes & fees
Apr 12 - Apr 13
Chatham Tides
Chatham TidesSouth Chatham
9.4 out of 10, Exceptional, (677 reviews)
The price is $199
$228 total
includes taxes & fees
Apr 8 - Apr 9
Winstead Inn
Winstead InnHarwich
9.4 out of 10, Exceptional, (126 reviews)
- Charming Cape Cod retreat with seasonal pool and complimentary amenities.
The price is $177
$203 total
includes taxes & fees
Apr 14 - Apr 15
Brewster Green Resort
Brewster Green ResortBrewster
9.4 out of 10, Exceptional, (128 reviews)
The price is $229
$262 total
includes taxes & fees
Apr 7 - Apr 8
The Mansion at Ocean Edge
The Mansion at Ocean EdgeBrewster
8.2 out of 10, Very Good, (1,001 reviews)
- Serene seaside escape with luxurious spa services and pristine private beach access.
The price is $192
$278 total
includes taxes & fees
Apr 19 - Apr 20
The Villages at Ocean Edge
The Villages at Ocean EdgeBrewster
8.4 out of 10, Very Good, (1,000 reviews)
The price is $130
$195 total
includes taxes & fees
Apr 8 - Apr 9
Pelham on Earle
Pelham on EarleWest Harwich
9.4 out of 10, Exceptional, (73 reviews)
- Stay at a charming hotel near Earle Road Beach with a seasonal outdoor pool.
The price is $149
$188 total
includes taxes & fees
Apr 15 - Apr 16
A Beach Breeze Inn
A Beach Breeze InnWest Harwich
9.6 out of 10, Exceptional, (272 reviews)
- Coastal sanctuary in charming West Harwich with outdoor pool and beach access.
The price is $129
$148 total
includes taxes & fees
Apr 16 - Apr 17
The Corsair & Cross Rip Oceanfront Resort
The Corsair & Cross Rip Oceanfront ResortDennis Port
8.6 out of 10, Excellent, (222 reviews)
- Take a dip steps away from Cape Cod's sandy shores at this beachfront hotel.
The price is $130
$157 total
includes taxes & fees
Apr 7 - Apr 8
Jonathan Edwards Motel
Jonathan Edwards MotelDennis Port
6.6 out of 10, (50 reviews)
- Dive into relaxation at this Cape Cod escape with a refreshing pool minutes from the harbor.
The price is $109
$125 total
includes taxes & fees
Apr 12 - Apr 13
Love Farms Lodge
Love Farms LodgeWest Dennis
8.6 out of 10, Excellent, (401 reviews)
- Serene beachside escape with seasonal pool and free parking in West Dennis.
The price is $149
$184 total
includes taxes & fees
Apr 10 - Apr 11
GuestLodge
GuestLodgeWest Dennis
8.0 out of 10, Very Good, (506 reviews)
The price is $71
$81 total
includes taxes & fees
Apr 19 - Apr 20
Travelodge by Wyndham Cape Cod Area
Travelodge by Wyndham Cape Cod AreaWest Dennis
7.4 out of 10, Good, (929 reviews)
- Enjoy a serene Cape Cod getaway with a refreshing outdoor pool near Bass River.
The price is $79
$90 total
includes taxes & fees
Apr 7 - Apr 8
Ambassador Inn & Suites
Ambassador Inn & SuitesBass River
8.6 out of 10, Excellent, (651 reviews)
The price is $102
$125 total
includes taxes & fees
Apr 7 - Apr 8
Veranda Cape Cod Family Resort
Veranda Cape Cod Family ResortBass River
9.2 out of 10, Wonderful, (263 reviews)
The price is $149
$171 total
includes taxes & fees
Apr 7 - Apr 8
Sesuit Harbor House
Sesuit Harbor HouseDennis
9.6 out of 10, Exceptional, (178 reviews)
- Coastal Cape Cod retreat with seasonal pool and free bikes near harbor trails.
The price is $182
$208 total
includes taxes & fees
Apr 9 - Apr 10
The Escape Inn
The Escape InnBass River
9.4 out of 10, Exceptional, (678 reviews)
- Seasonal Cape Cod escape with outdoor pool and close to hiking trails.
The price is $80
$92 total
includes taxes & fees
Apr 7 - Apr 8
All Seasons Resort, Trademark Collection by Wyndham
All Seasons Resort, Trademark Collection by WyndhamBass River
8.4 out of 10, Very Good, (332 reviews)
- Escape to Cape Cod beaches with indoor and seasonal outdoor pools for year-round fun.
The price is $90
$115 total
includes taxes & fees
Apr 7 - Apr 8
Ocean Club on Smuggler's Beach
Ocean Club on Smuggler's BeachBass River
9.2 out of 10, Wonderful, (1,000 reviews)
- Beach retreat on Cape Cod with indoor pool and private beach access.
The price is $134
$164 total
includes taxes & fees
Apr 7 - Apr 8
Blue Water Resort
Blue Water ResortBass River
8.2 out of 10, Very Good, (1,000 reviews)
- Beachfront paradise with private loungers, 2 restaurants, and unobstructed views.
The price is $170
$216 total
includes taxes & fees
May 4 - May 5
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Go beyond your typical stay in Osterville
Apart hotel
Top landmarks in Osterville
Learn more about Osterville
A village where old money whispers rather than shouts, with cedar-shingled mansions discreetly tucked behind privet hedges along Nantucket Sound. The Crosby Yacht Yard continues America's oldest wooden boat-building tradition, crafting vessels that define nautical elegance. Main Street offers boutiques where shopkeepers know regular customers by name and favorite oyster preference. Dowses Beach provides perfect swimming without the Cape's usual crowds, while Nantucket Sound's protected waters make sailing feel like gliding across glass. The village center maintains its charm through strict preservation, with not a chain store in sight. For a perfect day, grab morning pastries from a Main Street bakery before heading to Public Beach with a good book and zero agenda.
Check out reviews of Osterville hotels guests love
Margaritaville Resort Cape Cod
10/10 Excellent
