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StaycationGo Editorial October 11, 2026

Is Sunset Skies Worth It? Inside the Westbrook Rental Featured on Emmy-Winning Staycation

Updated October 11, 2026

Yes. For groups of 8 to 14, Sunset Skies is one of the best values on the Connecticut shoreline. You get a renovated two-floor home, a 5-minute walk to Water's Edge Resort & Spa, and a level of quality strong enough to land it on an Emmy Award-winning TV series.

Here's the full breakdown, so you can decide for yourself.

What Is Sunset Skies?

Sunset Skies is a renovated coastal retreat in Westbrook, Connecticut. It's a two-family home rented in its entirety, which means your group has both floors and the whole yard to itself.

Sunset Skies
LocationWestbrook, CT, about a 5-minute walk to Water's Edge
Sleeps14
Bedrooms and beds6 bedrooms, 8 beds
Bathrooms3
Outdoor spaceDecks with shoreline views, fire pit, grill, backyard games
Pets1 dog or cat under 50 lbs
PriceFrom $1,000 per night
Rating5.0 from 20+ verified reviews

Is the Price Worth It?

Sunset Skies starts at $1,000 per night. That sounds like a lot until you split it.

Group sizeCost per person per night (from)
14 guestsAbout $71
10 guests$100
8 guests$125

Before taxes and fees. Rates vary by date.

Now think about what you'd need to house the same group elsewhere: six or seven hotel rooms, each with its own nightly rate, taxes and possibly resort fees. You'd also lose the shared kitchen, the living space and the deck where everyone actually hangs out.

There are also savings you won't see on the rate:

  • No rideshares or parking. Walk to Water's Edge and back.
  • Fewer restaurant bills. A full kitchen and grill handle breakfast and casual dinners.
  • No pet boarding. Bring your dog or cat along.
  • No platform fee when you book direct on the Sunset Skies website.

Is the Home High Quality?

This is where Sunset Skies stands apart from a typical group rental. Guests consistently mention the same things: clean, comfortable, well furnished and well run.

  • Renovated throughout, with modern, open living spaces across both floors.
  • Real beds for everyone. Eight beds across six bedrooms, so no one is stuck on a couch. One guest, Stella, singled out how comfortable the beds were.
  • A kitchen built for groups. Stella also noted the kitchen worked well for a larger party.
  • Three bathrooms, which makes busy mornings far easier.
  • Two separate floors so early risers and night owls don't clash. Christina, who stayed with her extended family for a wedding, said there was plenty of room for everyone across both floors.

And outside, the decks look out over the water. Rj called out the view from the porch, along with how clean and well furnished the house was.

What Do Guests Say About Sunset Skies?

Sunset Skies holds a 5.0 rating from more than 20 verified reviews. A few highlights:

  • Teresa: Said she had nothing negative to say, describing the house as gorgeous, very clean and close to plenty of places to eat.
  • Becky: Said all her guests loved the house and that everything was easy to find, clean and comfortable.
  • Justin: Stayed for a wedding at Water's Edge and highly recommends it.
  • Taylor: Praised the stay and how responsive Kelly, the host, was.

That last point matters. When you book a big rental, you want a host who answers. Guests repeatedly mention that Kelly responds quickly.

Why Was Sunset Skies Featured on TV?

Sunset Skies was filmed for Season 2, Episode 1 of Staycation, the Emmy Award-winning travel series on the Destination Channel. The episode, titled Connecticut/New Haven, features host Charlie touring the home's dual-level layout, open living spaces, bedrooms on both floors, large backyard, fire pit, decks and views.

Staycation showcases vacation rentals chosen for being luxurious, architecturally unique and closely tied to their surroundings. Being selected is a signal of quality you won't get from a listing photo alone. Before you book, you can watch the full episode and see exactly what you're getting.

The episode streams on Apple TV, Prime Video, Tubi, Pluto TV and Plex, and you can watch it on the Sunset Skies Staycation page.

Who Is Sunset Skies Best For?

Sunset Skies is worth it if you are:

  • A wedding party or wedding guests at Water's Edge who want to walk to the venue.
  • An extended family that wants three generations under one roof with separate floors.
  • A group of friends planning a spa weekend, show night or summer beach trip.
  • Traveling with a pet and need lodging near Water's Edge, where the resort itself doesn't allow pets.

It may not be the right fit if you're a couple traveling alone. In that case, a room at the resort or a local B&B will cost less. See our guide to the best places to stay near Water's Edge for those options.

Sunset Skies FAQ

How much does Sunset Skies cost? Sunset Skies starts at $1,000 per night. Split among 14 guests, that's about $71 per person per night before taxes and fees.

What TV show was Sunset Skies featured on? Sunset Skies appeared on Season 2, Episode 1 of Staycation, the Emmy Award-winning travel series on the Destination Channel.

Where can I watch the Sunset Skies episode? The episode streams on Apple TV, Prime Video, Tubi, Pluto TV and Plex. You can also watch it on the Sunset Skies website.

Is Sunset Skies good for a Water's Edge wedding? Yes. It's about a 5-minute walk from Water's Edge and sleeps 14, so wedding parties and families can stay together and walk to the venue.

Can I bring my dog to Sunset Skies? Yes. One dog or cat under 50 pounds is welcome, and pets stay in the first-floor residence.

How old do you need to be to book Sunset Skies? The main renter must be at least 23 years old.

Is it cheaper to book Sunset Skies direct? Yes. Booking direct on the Sunset Skies website skips the platform fee you'd pay on booking sites.

Is Sunset Skies Worth It? The Verdict

For groups, yes. Sunset Skies combines a renovated, well-reviewed home with a walkable location next to Water's Edge and the credibility of an Emmy-winning TV feature. Split among your group, it often costs less per person than a hotel, with far more space to enjoy together.

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