Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled
Book Online or call VRBO Booking Assistance: 888-829-7076
Book Online or call VRBO Booking Assistance: 888-829-7076

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 1/2 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) 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, even the infamous 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
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
August 14, 2017

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. 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 Cape Cod

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

As a senior lady traveling alone to Cape Cod, I was so pleased to find Cynthia's little guest house and 'summer LR'! What a total gem in every way! Plus Cynthia is such a gracious hostess (like a good B&B) and honors your privacy to whatever you might need!

I felt SO, SO safe, which is very important to a single lady (a widow after 47 years)… You look out and see greenery or gardens everywhere or just close the plantation shutters and feel so so cozy! And Osterville is the picture perfect village (as Cynthia calls it) with upscale shops etc….walk to town & restaurants- loved Five Fay Bistro!

So, with neighboring little Pugs, designer surroundings, landscaping plus lovely reflecting pool everything makes for a most delightful oasis and warm memory!!!
Jun 2014
  • 1 of 2


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! 4.9/5 -
(21 traveler reviews)

85% Complete
14% Complete
0% Complete
0% Complete
0% Complete
Wianno Guest House ~WEEKENDS in Osterville~ a perfect hide-a-way!
average rating of 4.857143 based on 23 reviews

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: Jul 2017
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

PERFECT Get-A-Way Spot - Hidden Gem

  • 5 of 5

Everything about our stay here was perfect. The guest house was clean, the location was central to many places, and Cynthia is an absolutely wonderful person.

Cynthia - thank you so much for everything, we cannot wait to return.

  • Submitted: Jul 18, 2017
  • Stayed: Jul 2017
  • Source: VRBO, from HomeAway
Owner's Response: Dear Will and Bree.... Thank you for your kind words! It was a delight to have you here from Chicago and am so glad you got to enjoy the Cape & Nantucket! Didn't I tell you, you would???!!!! :) And of course, you were model guests.... so appreciated! Am already looking forward to seeing you again! Cynthia
Did you find this review helpful?
1 0


  • 4 of 5

A great visit to the Cape, a good base to see Falmouth, Hynannis and elsewhere.

  • Submitted: Jul 3, 2017
  • Stayed: Jun 2017
  • Source: HomeAway
Owner's Response: There is a postscript to this review- Always wanting my guests to have the best of memories, I asked Ed what I might do to improve anything.... He wrote back saying: Hi Cynthia Everything was great, I didn't want to leave a 5 star as i think no one trusts reviews if they are all "perfect". Everything was great except the​ ​towels as I mentioned​ (cah: beautiful ones from Neiman Marcus, however, they didn't dry well with the humidity)​. We appreciated the wine and coffee​​ but didn't want to mention that as I wasn't​ sure it was "standard".​​ Ed cah: If I'm around and it's not intrusive, I like to offer little things like that - coffee or wine after a long drive getting here- to make guests feel welcome!
Did you find this review helpful?
0 0

Cozy Bungalow

  • 5 of 5

My husband and I found a perfect weekend hideaway here. The guest house is an oasis tucked away in a fabulous neighborhood and at a short walk to downtown shopping, restaurants and a small quiet private beach. The bungalow looks over a lovely garden and fountain adding to its tranquility. A short drive will get you to Hyannis and to the Melody Tent. You will delight in Cynthia's warm welcome. Christine & Phillip.

  • Submitted: Nov 18, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
Owner's Response: My dear Christine and Phillip, It was a joy having you here and I hope it was a lovely memory for you! You were model houseguests! Visit soon again! Cynthia
Did you find this review helpful?
1 0

Great Host!

  • 4 of 5

Cynthia was very accommodating and kind. Her two pugs were awesome and spent a lot of time out on the porch with us. Her backyard was unbelievable with the landscaping and the koipond. If you wanted to relax and unwind it had the feel of a tranquil environment. The bedroom was nice but was a little small for two people. Cynthia has signs for everything so be sure to look for those. For instance don't leave the air conditioner on after you leave...very smart. The beach is not too far and has a beautiful golf course to look at on the way there. Its better to walk there than drive. Theres no parking pass for your car so good luck finding parking at Wiano Club down the street from thr beach. All in all it was a great location. I would recommend this as a nice place to stay in Osterville.

  • Submitted: Aug 27, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
Washington, D.C.

Perfect little guest house with kindest host

  • 5 of 5

From my first email to Ms. Cynthia to the goodbye that my friend and I shared with her when we left, Ms. Cynthia has been an amazing host. Her emails prior to my trip were sweet and very helpful. Recommended me places to check out and detail directions.

The guest house looked just like it does in the pictures. I would recommend it for a couple or just for one person that needs a getaway. Ms. Cynthia was friendly for the beginning. Kindly offering coffee, water, and a route for my friend to run on. I was there for a wedding and due to a hiccup my date would have to take an Uber to the wedding but Ms. Cynthia was around and kind enough to give her a ride.

With a beach 10 minutes away and the village less than 4 minutes drive, this location can't be beat. I would gladly to stay in the guest house again. Ms. Cynthia is the host you want every time you stay at someone's place.

  • Submitted: Aug 20, 2016
  • Stayed: Aug 2016
  • Source: VRBO, from HomeAway
Owner's Response: Conner..... thank you so much for your kind words..... loved having you and Jessica here! Please come back soon :) And, one little correction, both the village and beach are only a 1 minute DRIVE! You must have meant walking! And, goodness knows, this is a walker's paradise- even as Jessica found out with her 12 mile run!!! Thank you again- you were a model guest!
Did you find this review helpful?
1 0


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

Osterville Guest House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
My Standard Rate
2 night minimum stay

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.
Contact Owner

You might like these similar properties