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Wianno Guest House ~WEEKENDS in Osterville~ a perfect hide-a-way!

Bedrooms 1
Space 350 sq ft
Property type guest house
Minimum Stay 2 nights


About the property

Delightful Seclusion!

Designer's property:



Separate entry to guest house with one gueen bedroom, vaulted ceilings, 3/4 bath , plus the lovely 'summer living room' (screened porch with camel-back sofa, Sheraton Chairs, dining table & 4 chairs… only idiot designers do stuff like that!)

NO kitchen facilities... but delightful eateries are 1/3 mile away in the village.


This is a WEEKEND ONLY rental offering:

*TWO guests are welcome for Friday and Saturday nights.

(and..... I'm sorry, but NO children/infants or pets, tho I totally LOVE both!)

There is a holiday surcharge of $50.....Memorial Day/July 4th/Labor Day

Overlooking formal gardens with reflecting pool & fountain, this location (just off of Wianno Avenue) it is a convenient 1/2 mile each way to a our most charming village with great shops, dining, and two beaches: Dowses or 'Baby Beach' at the end of Wianno Avenue.

Two little Pugs (Merriweather and EmmaDora) are in residence along with the owner in the main house but separated from the guest area.

Since there are no offerings in Osterville in the way of a B&B or short term accommodations, other than the private Wianno Club, I hope this will be a special offering and wonderful memory for you.

Please again note that there are NO KITCHEN facilities …however shops & dining/ take-outs are very nearby, including Dunkin' Doughnuts!

There is a small 4 cup coffee maker , so bring your coffee and enjoy the summer LR in the morning!

More Details

Member since: 2014
Premier Partner

This HomeAway partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
April 16, 2018

About Cynthia

A native of charming little Bridgewater, Connecticut (Litchfield county) & NYC, my heart has long loved the Cape since childhood visits in Osterville- Oyster Harbors. Like so many baby boomers, I returned to my memories!

Interior design is my not only my career but a total passion, along with landscape design. This property, once a tear down and bad news all the way around, reflects my love for the houses 'once loved then forgotten'. In addition to interior renovation, the landscaping efforts have now made a beautiful and very private little haven that is a joy to share with others.

Cynthia purchased this guest house in 1998

Why Cynthia chose Osterville

Too pretty not to share!

What makes this guest house unique

Who could wish for a more charming, upscale village than Osterville….and lovely Cape Cod. Come… Make a memory!

Guestbook comments from the owner


We had a lovely stay in Osterville, made all the more pleasant for your pretty cottage rental and your warm hospitality. Thanks, so much.

Oct 2017
  • 1 of 3


Osterville Guest House Accommodation and Amenities

Property Type:
  • guest house
  • Guests provide their own meals
Floor Area:
  • 350 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 10:30 AM
  • Max. occupancy: 2
  • Min. age of primary renter: 25
  • Not suitable for children
  • Parties/events not allowed
  • Pets not allowed ...
  • Non smoking only
  • weekends only
Location Type:
  • Downtown ...
  • Near The Ocean ...
  • Resort ...
  • Village ...
  • Away From It All
  • Romantic
  • Air Conditioning ...
  • Hair Dryer
  • Internet
  • Living Room ...
  • Parking ...
  • Coffee Maker ...
  • Dining ...
  • Dining Area
  • seating for 4 people
  • 1 Bathroom
  • Bathroom 1 - toilet , shower
  • 1 Bedroom, Sleeps 2
  • Bedroom 1 - 1 queen
  • Suite: BR with armoire & television, queen bed, wicker chair, guest rack. One or two guests only, please. Attached to 'summer living room' (screened porch) Totally delightful! PLEASE.... Let me know about LINENS a week ahead! There is an extra charge because they are sent out for laundering and pressing.
  • Games ...
  • Satellite / Cable ...
  • Television ...
  • Golf ...
  • wheelchair inaccessible
Onsite Services:
  • Chauffeur
  • Concierge
  • churches
  • festivals
  • library
  • marina
  • restaurants
Leisure Activities:
  • beachcombing
  • boating
  • paddle boating
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • pier fishing
  • sound/bay fishing
  • swimming
Services: Limo services can be arranged: about $150 + tip from airports Local information available.


Wonderful! 4.8/5 -
(26 traveler reviews)

84% Complete
11% Complete
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Wianno Guest House ~WEEKENDS in Osterville~ a perfect hide-a-way!
average rating of 4.8076925 based on 29 reviews

Lovely property with a view of the backyard with beautiful foliage & fountain.

  • 5 of 5

Cynthia was the perfect host. If she could have changed the weather I know she would have. We arrived during a topical storm with 35 mph winds and rain which was not ideal for this lovely guest house. Despite the damp conditions the room was warm and charming and the outdoor living room looking out into the garden was a great spot for Morning coffee and afternoon wine and cheese. Cynthia check in unobtrusively, during our stay to make sure we had everything we needed. The sun finally emerged on Sunday in time to sit in the garden. Cynthia and I are now forever friends! A 10 minute walk to the ocean, the cape is truly amazing at this time of year (minus the tropical storm).

  • Submitted: Sep 24, 2017
  • Stayed: September 2017
  • Source: HomeAway
Owner's Response: My darling new friend.... thank you so much for your kind words! I cannot wait for you & Tom to return next year for another golf tournament and a coffee with more grand conversation!!! The best thing about VRBO / Home Away is that the most wonderful and unexpected friendships are made ! Aren't we blessed? Xxoo Cynthia
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2 0

Quiet and lovely

  • 5 of 5

We were visiting Osterville for a family wedding. This was the perfect place for us to escape just when we needed a little down time.

The accommodations are comfortable, very comfortable bed, very clean, and the most delightful host, Cynthia.

What this is is a room plus a screened porch with a quaint garden with small fountain (i.e. Flowing water). You are walking distance to the local beach and downtown shopping.


  • Submitted: Oct 5, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
Owner's Response: Carol! Thank you so much!! I loved having you visit! You were wonderful guests who left fond memories to close out the season. Despite some rain I'm so glad you and Martin enjoyed the summer house :) along with the wedding- without the predicted rain Saturday afternoon! AND..... what a most perfect guest you were..... wow, when you left, no one would have known I had visitors! I'll look forward to welcoming you back to Osterville..... Soon, I hope! Fondly, Cynthia
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Perfect little oasis in the heart of Osterville

  • 5 of 5

The Wianno Guest House is a little oasis in the heart of Osterville. My wife and I enjoyed our time away. Cynthia was extremely helpful from our first email, to greeting us upon arrival, to staying our goodbyes. The guest house is nicely decorated. The screened in porch is a nice to sit out on first thing in the morning and night. The scenery is beautiful and landscaped nicely. It's just a short walk with local restaurants and beaches! Also, just a drive to Hyannis. We definitely recommend going to Four Seas ice cream! We look forward to visiting again. Thank you Cynthia for being so accommodating and pleasant! We look forward to seeing you again!

  • Submitted: Sep 1, 2017
  • Stayed: August 2017
  • Source: HomeAway
Owner's Response: Dear Paul and Jessica, How very much I enjoyed having you visit :) AND, Paul, thank you for your continuing service to our country! (Navy) I shall look forward to seeing you again! Enjoy those 3 little girls! Fondly, Cynthia
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2 0

Mini Get Away

  • 5 of 5

Overall great experience. Place was very clean and organized. The backyard was very peaceful with a deck and koi fish pond! Cynthia herself was super friendly. She greeted me and my girlfriend with wine and a nice tour of the lovely town. Her two pugs are super friendly. I highly recommend a weekend getaway at her place. Will be back soon.

  • Submitted: Aug 24, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
Owner's Response: And dear Josh.... I can't wait to welcome you back!!!!! Hugs......
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2 0

Felt as though we were in a camp im door / outdoor carpets got soaked and staye

  • 3 of 5

Great location to center and Midcape, very private, tv stations very limited , bathroom was nice and good shower, Cynthia was a good host

  • Submitted: Aug 20, 2017
  • Stayed: August 2017
  • Source: HomeAway
Owner's Response: Keith & Lynn... Sorry that we had a VERY UNUSUAL 4" OF EXTREMELY HEAVY RAIN/FLOODING CONDITIONS the night you arrived!!! I can not control mother nature (or even remember a heavier downfall of rain) for a wet weekend nor a wet floor in the outdoor room- porch/ 'summer LR'!!!!!! Rain will come in thru screens! ....It is out of my control at 2 AM!! A very unusual occurrence. (PS... for those reading this review.... it is only the porch FLOOR that got wet.... the BR is quite dry) Most people love watching the rain while in the summer LR! Be forgiving! But, this, with it's gardens & cocktail pool, is certainly better than some motel balcony! :) At least I saw you enjoying the summer LR in the mornings! And to my joy, the weather lifted and lovely sunshine arrived Saturday afternoon for you. Correction: There are a good number (some #100+) of TV stations available, just not a cable sports station.... BUT you were able to watch the Red Sox and the Pat's game along with your late check out! A least there is a lovely memory of the guest house , quality & Osterville from all that you said. That's what counts!
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2 0

weekend getaway

  • 5 of 5

Cozy little guest house with a lovely screened porch surrounded by a beautifully landscaped setting. Perfect place to sit and enjoy a glass of wine. We enjoyed a fantastic dinner at a local restaurant recommend by Cynthia.

Very enjoyable stay and we will be back!

  • Submitted: Jul 27, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
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Nearest Airport
77 Miles
Lgan-Boston/ TF Green-Providence/ Barnstable
Nearest Barpub
0.5 Miles
1/2 mile
Nearest Ferry
6 Miles
Nearest Train
70 Miles
Providence or Boston (& Hyannis- Cape Cod Flyer
Nearest Motorway
5 Miles
Mid Cape Highway/ Route 6
Nearest Restaurant
0.5 Miles
Five Bay Bistro, Whimpees, The Islander, Crisp
Nearest Beach
0.5 Miles
Dowses Beach or 'Baby Beach' @ end of Wianno Ave
Car: recommended

Cape Cod Melody Tent

Dennis PlayHouse

Nantucket Island, via ferry


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $50
Damage Deposit $135

COUPLES: limited to weekends -Friday & Saturday nights - weekly is unavailable.
SINGLE/SOLO GUEST - welcome for week long visits.
$50 holiday surcharge..... July 4th & Labor Day weekends

Most Cape Cod guests bring their own lines & towels, however,
should you wish, with an additional $25 charge, I can supply them (by Ralph Lauren) PLEASE do give 10 days advance notice because linens are sent out.

*No children.
*Alas, No pets - I'm sorry! just has not worked out well in the past :(

Check in: Friday 4PM...ish! Call me when you are at the bridge/ Mid Cape Highway so I may greet you!
Check out: Sunday 10:15 AM...... it will have been a pleasure having you visit and I so hope it will have been a most happy memory for you!

Owner's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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