Book Guest Houses in Osterville, MA

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Top Guest Houses in Osterville

A Beach Breeze Inn

A Beach Breeze Inn

2.5 out of 5
169 Route 28, West Harwich, MA
The price is $154 per night
$154
per night
May 27 - May 28
An outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.
Pool
Parking included
The Lightkeepers Inn

The Lightkeepers Inn

3 out of 5
25 Simpson's Lane, Edgartown, MA
The price is $269 per night
$269
per night
May 28 - May 29
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-out, and luggage storage are also on offer.
Parking included
Free WiFi
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
57 Chase Ave, Dennis Port, MA
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
On private beach
Parking included
Winstead Inn

Winstead Inn

4 out of 5
116 Parallel, Harwich, MA
The price is $198 per night
$198
per night
Jun 6 - Jun 7
A seasonal outdoor pool, free self parking, and concierge services are featured at this guesthouse. Take the free beach shuttle and relax with sun loungers and beach umbrellas. Enjoy freebies like self-serve breakfast and a beach shuttle
Breakfast included
Pool
"Awesome Vacation while staying at "HomeAway" from Home"

"Awesome Vacation while staying at "HomeAway" from Home"

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This guesthouse features an outdoor pool and an indoor pool. Enjoy the spa tub and perks like free WiFi. A garden is also provided.
Hot Tub
Breakfast included
All Seasons Resort

All Seasons Resort

The price is $120 per night
$120
per night
May 28 - May 29
This guesthouse features an outdoor pool and an indoor pool.
Pool
Air conditioning
Sea Breeze Inn

Sea Breeze Inn

2.5 out of 5
270 Ocean Avenue, Hyannis, MA
The price is $90 per night
$90
per night
May 26 - May 27
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, express check-out, and luggage storage are also on offer.
Parking included
Free WiFi
The Mariner Resort on Cape Cod!!

The Mariner Resort on Cape Cod!!

The price is $200 per night
$200
per night
May 25 - May 26
This guesthouse features an outdoor pool and an indoor pool. A garden is also provided.
Pool
Free WiFi
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds

,Artist Guest House on beautiful estate open concept King Sized Bunk Beds

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A garden is available at this guesthouse.
Air conditioning
Spacious Guest House, Falmouth Village

Spacious Guest House, Falmouth Village

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This guesthouse includes a garden and barbecue grills.
Pet friendly
Free WiFi
Mid Island Family retreat

Mid Island Family retreat

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This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
Woods Hole Passage Inn

Woods Hole Passage Inn

3 out of 5
186 Woods Hole Road, Falmouth, MA
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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace and a garden are also provided.
Parking included
Free WiFi
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Top hotels in Osterville

Cape Sands Inn

Cape Sands Inn

149 Main St - RT 28, West Yarmouth, MA
The price is $69 per night from May 27 to May 28
$69
per night
May 27 - May 28
8.4/10 Very Good! (936 reviews)

Osterville Guest Houses essential information

Accommodation
16 Guest Houses
Lowest Price
$69
Highest Price
$425
Popular accommodation
A Beach Breeze Inn, The Lightkeepers Inn, By the Sea Guests Bed & Breakfast & Suites, Winstead Inn, "Awesome Vacation while staying at "HomeAway" from Home", All Seasons Resort, Sea Breeze Inn, The Mariner Resort on Cape Cod!!, ,Artist Guest House on beautiful estate open concept King Sized Bunk Beds , Spacious Guest House, Falmouth Village, Mid Island Family retreat, Woods Hole Passage Inn

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