Rutland Vacation Rentals

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Vacation Rentals in Rutland

VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE
8.0 out of 10, Very Good, (2)
"the hosts were fantastic! They were so welcoming and went out of their way to be take care of our every need even during the Christmas holiday. We were so thankful for how dog friendly they were and the neighborhood was perfect for dog walking. I would definitely stay here again."
VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE
Residences at Solomon Pond
3.5 star property
7.8 out of 10, Good, (98)
"A little noisy."
The price is $104
$117 total
includes taxes & fees
Jun 30 - Jul 1
Residences at Solomon Pond
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
10.0 out of 10, Exceptional, (5)
"Copley Cottage was phenomenal! Our group included family from Los Angeles, Pa and NJ. We wanted to introduce our newest family member to great grandpa who lives in the area. We were impressed with the design and lay out of the house. . High end kitchen and open concept made for easy enjoyable time together. Waking up to the views of the lake and area felt like a bit of paradise. The private beach, dock and sauna were outstanding additions. Overall a stay that will be remembered forever"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
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One Bedroom Queen Suite with sofa bed and fully equipped kitchen
6.0 out of 10, (1)
"Put my and my family of 5 in the wrong room, which they easily changed to a 2x2 as i had rented. Sunday afternoon the "maintence" man let himself in as we are in the room letting our dog outside. He didnt speak much english. Not sure what he was doing but he looked in our electric oven and than left. We didnt feel real safe so when we left we made sure to tske any valubles out and rigged the room to see of people had come in again. "
The price is $131
$159 total
includes taxes & fees
Jun 29 - Jun 30
One Bedroom Queen Suite with sofa bed and fully equipped kitchen
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
9.8 out of 10, Exceptional, (24)
"This property was an exvellent location for my daughter's graduation. "
Beautiful 2 Bedrooms with 2 Beds in Shrewsbury
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON
6.0 out of 10, (1)
"Great house Appreciate the efforts to conserve some of the original features of the home with renovations"
The price is $750
$1,276 total
includes taxes & fees
Jun 19 - Jun 20
Beautiful Renovated CASTLE 5Bedrooms 2bath near BOSTON
Leicester Lake Front Home, Come Relax!
10.0 out of 10, Exceptional, (14)
"Great view. Enjoyed the property. Perfect for seven of us!"
The price is $1,358
$2,163 total
includes taxes & fees
Jul 6 - Jul 7
Leicester Lake Front Home, Come Relax!
BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON
BRAND NEW Designer 2br*SMART TVs*WD*Free Parking*Free Fios Wifi* Close to BOSTON
Bucolic Villa: Private Pool, Playground, King Beds
8.6 out of 10, Excellent, (17)
"I booked this listing for a group of friends who traveling through the area to visit the Treehouse Brewery that is 10 minutes away. We wanted a place to relax, enjoy some good food, and take in the area. The house is really charming for an older house. You can tell there has been quite a bit of work done to renovate and that really comes through. However, I found some of the details lacking. You can tell that the cleaning crew that looks after the house missed quite a bit. - Chairs in the...
The price is $398
$837 total
includes taxes & fees
Jun 24 - Jun 25
Bucolic Villa: Private Pool, Playground, King Beds
Luxury Home, Pool, fireplace
10.0 out of 10, Exceptional, (21)
"The beautiful pictures still don’t tell the full story how amazing the house and property is. Kimberly keeps the house in immaculate condition and had everything teed up for us to have an enjoyable, turn-key stay for folks traveling in from out of town. You literally just needed to show up and everything was taken care of, from linens to ice to the grill, pool accommodations, you name it. My friends and I loved the outdoor seating options and were able to cook breakfast and dinner for all guests...
Luxury Home, Pool, fireplace
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
10.0 out of 10, Exceptional, (74)
"My family and I really enjoyed our stay. The place was exactly what we were looking for. A beautiful house directly on the water with great views from every room. The fishing was great. The swimming from the dock was great fun. The host was fantastic in answering all our questions. I can't wait to go back!"
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
10.0 out of 10, Exceptional, (166)
"Great owner, clean house, everything worked, very enjoyable stay!"
completely renovated 3 bedroom, 2 bath overlooking idyllic lake whittemore
Lake Adjacent Family Home Ready To Host Your Next Trip To Wachusett Mountain!
9.8 out of 10, Exceptional, (78)
"We had a great get-away down to Wachusett Mountain with our two famlies, lots of room for everyone and very comfortable and close to the ski area and restaurants/groceries. Thank you!"
Lake Adjacent Family Home Ready To Host Your Next Trip To Wachusett Mountain!
Relaxing Retreat
9.8 out of 10, Exceptional, (18)
"It was a pleasant stay"
Relaxing Retreat
Spacious Massachusetts Apartment #2
9.2 out of 10, Wonderful, (7)
"When I needed to communicate everything was explained to me. The place was very clean. Every thing was exactly as it was listed"
Spacious Massachusetts Apartment #2
Welcome to your dream lake getaway! Divine views of 150 feet lakefront bliss!
10.0 out of 10, Exceptional, (60)
"Place was perfect for the 4 of us in town for a wedding. All new finishes and furnishings. Not one thing lacking. Want to come back in the summer."
Welcome to your dream lake getaway! Divine views of 150 feet lakefront bliss!
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
9.8 out of 10, Exceptional, (10)
"We had a great time at the cottage and were pleasantly surprised at the quaintness of the pond and surrounding community. Wonderful stay overall! We skied Wachusett. Which was 5 min drive and Wachusett Brewery was amazing! We recommend checking the sauna hookup first and more adult sized towels! Everything else was lovely!"
The price is $600
$1,003 total
includes taxes & fees
Jun 23 - Jun 24
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
A private Attic apartment with everything included.
8.0 out of 10, Very Good, (6)
"A nice property and location! Very clean with and easy to check in and out."
The price is $199
$324 total
includes taxes & fees
Jun 19 - Jun 20
A private Attic apartment with everything included.
1x1 Serenity in the Suburbs: Your Ideal Retreat in Westborough - Boston
8.0 out of 10, Very Good, (1)
The price is $141
$169 total
includes taxes & fees
Jun 19 - Jun 20
1x1 Serenity in the Suburbs: Your Ideal Retreat in Westborough - Boston
Quiet and Cozy Campground Cabin 2 near the lake
The price is $95
$181 total
includes taxes & fees
Jun 19 - Jun 20
Quiet and Cozy Campground Cabin 2 near the lake
Don't see what you're looking for?
See all available properties in Rutland
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.

Rutland Vacation Rental Travel Info

Other types of properties in Rutland you may be interested in

VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE
8.0 out of 10, Very Good, (2)
"the hosts were fantastic! They were so welcoming and went out of their way to be take care of our every need even during the Christmas holiday. We were so thankful for how dog friendly they were and the neighborhood was perfect for dog walking. I would definitely stay here again."
VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE
AVIA Residences on Research - Extended Stay
3.0 star property
8.4 out of 10, Very Good, (503)
"I did not see a person who worked there until a minor issue with the pool closing time on day 2 and check out. They close at 8pm I checked in after. Gold star for the communication through the storm! Check in was easy. Huge mosquitos in elevator area and surrounding the grounds. I was placed in a room next to a room that looked like Jason Voorhees did his best to try to get in. The door had stab marks or wounds not sure. Had a minor issue with the pool but other then being a little...
The price is $125
$140 total
includes taxes & fees
Jun 25 - Jun 26
AVIA Residences on Research - Extended Stay
Wellsworth Hotel
3.0 star property
9.2 out of 10, Wonderful, (1011)
"Great stay. Friendly staff. Excellnt food. Will stay again."
The price is $119
$133 total
includes taxes & fees
Jun 23 - Jun 24
Wellsworth Hotel
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.

Everything you need to know about Rutland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rutland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rutland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Rutland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rutland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Rutland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $95 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Rutland rentals

At Expedia, we put the best Rutland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Rutland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rutland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rutland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Rutland?

Yes, we offer vacation rentals near popular local attractions in Rutland, or you can choose a secluded option if you're looking for relaxation.

What's the top vacation rental in Rutland?

VERY LUXURIOUS QUIET AND PEACEFUL APARTMENT ..PRIVATE ENTRANCE: This Rutland vacation home rental is located on a lake and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a garden.

What’s there to see and do in Rutland?

While exploring the area, visit family-friendly sights like Davis' Farmland & Mega Maze, or get outside and enjoy nature at Rutland State Park. Wachusett Mountain Ski Area and Worcester Polytechnic Institute are a couple of places you'll find in the larger area.

What’s a vacation rental in Rutland like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Rutland. Vacation rentals feature amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips.

Recent reviews of Rutland properties
Expedia verified reviews