Hot Osterville Cottage Rates

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Featured Cottages in Osterville

Cape Cod Holiday Estates, a VRI resort

Cape Cod Holiday Estates, a VRI resort

3 out of 5
23 Four Seasons Dr., Mashpee, MA
With a stay at this cottage in Mashpee, you'll be within a 15-minute drive of Cape Cod Beaches and Cape Cod Children's Museum.
Cape Cod Holiday Estates, a VRI resort
Martha's Vineyard Getaway Cottage

Martha's Vineyard Getaway Cottage

Tisbury
Located in Vineyard Haven (West Chop), this cottage is within a 5-minute drive of West Chop Light and Tisbury Town Beach.
Martha's Vineyard Getaway Cottage
Steps to the beach with an ocean view,

Steps to the beach with an ocean view,

Barnstable
When you stay at this cottage in Hyannis, you'll be near the beach, just steps from Cape Cod Beaches and 7 minutes by foot from Keyes Beach.
Steps to the beach with an ocean view,
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Cape Cod/Oceanfront on Nantucket Sound w/  Private Beach & Deck, Free Kayaks

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

west Yarmouth, Cape Cod
With a stay at this cottage in South Yarmouth (Bass River), you'll be steps from Cape Cod Beaches and 6 minutes by foot from Thachers Beach.
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Steps to the Ocean! Perfect Location!!!

Steps to the Ocean! Perfect Location!!!

Barnstable
When you stay at this cottage in Hyannis, you'll be by the sea, just steps from Cape Cod Beaches and 7 minutes by foot from Keyes Beach.
Steps to the Ocean! Perfect Location!!!
⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️

⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️

Yarmouth Port
With a stay at this cottage in Yarmouth Port, you'll be on the waterfront, within a 10-minute drive of Cape Cod Beaches and Follins Pond.
⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️
12 VINEYARD VIEW - FULLY RENOVATED

12 VINEYARD VIEW - FULLY RENOVATED

mashpee
When you stay at this cottage in Mashpee, you'll be near the beach and 12 minutes by foot from South Cape Beach.
12 VINEYARD VIEW - FULLY RENOVATED
Cozy beachfront cottage at Chases Ocean Grove

Cozy beachfront cottage at Chases Ocean Grove

Dennis Port
When you stay at this cottage in Dennis Port, you'll be on the beach, just steps from Cape Cod Beaches and Sea Street Beach.
Cozy beachfront cottage at Chases Ocean Grove
Lovely Cape Cottage 2 bedroom with private beach and central air.

Lovely Cape Cottage 2 bedroom with private beach and central air.

Yarmouth
A stay at this cottage places you in the heart of West Yarmouth, within a 10-minute walk of Cape Cod Beaches and Englewood Beach.
Lovely Cape Cottage 2 bedroom with private beach and central air.
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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.

Osterville Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Osterville will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Osterville definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Osterville, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Osterville Cottages essential information

Accommodation
467 Cottages
Lowest Price
AU$132
Highest Price
AU$198
Popular accommodation
Cape Cod Holiday Estates, a VRI resort, Martha's Vineyard Getaway Cottage, Steps to the beach with an ocean view, , Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks , Steps to the Ocean! Perfect Location!!!, ⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️, 12 VINEYARD VIEW - FULLY RENOVATED, Cozy beachfront cottage at Chases Ocean Grove, Lovely Cape Cottage 2 bedroom with private beach and central air.

Top trending hotels in Osterville

Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$132 per night from 18 Nov to 19 Nov
AU$132
includes taxes & fees
18 Nov - 19 Nov
Located in West Yarmouth, Cape Sands Inn is near the bay, within a 5-minute drive of John F. Kennedy Hyannis Museum and Cape Cod Inflatable Park.
Cape Sands Inn
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 21 Nov to 22 Nov
AU$198
includes taxes & fees
21 Nov - 22 Nov
With a stay at Bayside Resort Hotel in West Yarmouth, you'll be near the bay, within a 5-minute drive of Cape Cod Beaches and Main Street.
Bayside Resort Hotel
Holiday Inn Cape Cod-Falmouth, an IHG Hotel

Holiday Inn Cape Cod-Falmouth, an IHG Hotel

3 out of 5
291 Jones Rd, Falmouth, MA
Fully refundable
The price is AU$165 per night from 24 Nov to 25 Nov
AU$165
includes taxes & fees
24 Nov - 25 Nov
When you stay at Holiday Inn Cape Cod-Falmouth, an IHG Hotel in Falmouth, you'll be on a lake, within a 5-minute drive of Island Queen Ferry and Cape Cod ...
Holiday Inn Cape Cod-Falmouth, an IHG Hotel
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Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

3 out of 5
476 Route 28, West Yarmouth, MA
Fully refundableReserve now, pay when you stay
The price is AU$172 per night from 24 Nov to 25 Nov
AU$172
includes taxes & fees
24 Nov - 25 Nov
When you stay at Aiden by Best Western Cape Cod - West Yarmouth in West Yarmouth, you'll be near the beach, within a 5-minute drive of John F. Kennedy Hyannis ...
Aiden by Best Western Cape Cod - West Yarmouth
Don't see what you're looking for?
See all available properties in Osterville
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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.

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^Subject to availability and chosen travel dates.