Boston STR Management Companies Directory

Top STR Management Companies in Boston, MA

We evaluated 158 short-term rental management companies serving Boston and ranked the top 8 by TrustRank™ — our composite score of AI search visibility, owner reviews, and operational metrics.

Boston's STR market runs 71% annual occupancy, with average daily rates of $323. State room tax 5.7%; up to 6.5% local + 2.75% convention surcharge.

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Updated Q1 2026
By Tania Kozar
158 reviewed, 8 selected
50 prompts tracked
Boston Market Overview

STR Management Companies in Boston

Boston's short-term rental market maintains 71% annual occupancy with an average daily rate of $323. The city has 2,689 active STR listings. Key regulatory context: State room tax 5.7%; up to 6.5% local + 2.75% convention surcharge. Property managers navigating Boston's STR regulations must stay current with local licensing requirements, tax collection obligations, and building-specific HOA rules.

2,689+
Active STR listings in metro
71%
Average annual occupancy rate
$323
Average daily rate
20–30%
Typical management fee range

STR operators in Boston must navigate State room tax 5.7%; up to 6.5% local + 2.75% convention surcharge. Professional STR management associations and the Massachusetts hotel/lodging industry groups provide compliance resources.

ACG BostonCFA Society Boston — 6,000+ members; NE's largest (est. 1946)NAIFA Massachusetts

How TrustRank™ Works

Our independent scoring system for str management companies in Boston

TrustRank™ is not a paid placement. We independently evaluated 158 str management companies serving Boston across three measurable dimensions. No firm can pay to appear or improve its rank.

Component 1 — 55%

AI Visibility Score

We tracked 50 prompts across ChatGPT, Perplexity, Google AI Overviews, and Claude asking about str management companies in Boston. The % of prompts where each firm appears.

Component 2 — 25%

Review Score

Aggregate ratings across Google, Clutch, and the ProCloser.ai verified review system. Weighted by volume and recency of verified client reviews.

Component 3 — 20%

Content Authority

Depth, accuracy, and credibility of published content, case studies, and thought leadership demonstrating sector expertise in Boston.

Top 8 STR Management Companies in Boston, MA

1
Vacasa
Serves Boston, MA
99%
AI Visibility
3.6
Full-Service Est. 2009 Min: Any size

North America's largest vacation rental management company with dedicated Boston operations, offering full-service property management including dynamic pricing, housekeeping, and 24/7 guest support.

Vacasa BostonSTR management Bostonvacation rental manager Boston
Dynamic PricingFull-Service24/7 Support
2
Evolve
Serves Boston, MA
94%
AI Visibility
4.2
Hybrid Est. 2011 Min: Any size

Tech-forward vacation rental platform with Boston coverage, offering a hybrid model where owners handle local tasks while Evolve manages marketing, bookings, and revenue optimization.

Evolve vacation rental BostonSTR platform Bostonshort term rental management Boston
Tech PlatformRevenue OptimizationHybrid Model
3
AvantStay
Serves Boston, MA
88%
AI Visibility
4.4
Full-Service Est. 2017 Min: Premium properties

Premium group travel and vacation rental company with curated Boston properties, offering concierge-level services and dedicated local operations teams.

AvantStay Bostonpremium STR Bostonluxury vacation rental Boston
Premium PropertiesGroup TravelConcierge Services
4
Turnkey Vacation Rentals
Serves Boston, MA
83%
AI Visibility
4.1
Full-Service Est. 2012 Min: Any size

Full-service STR management company now part of Vacasa with established Boston operations, known for strong owner communication and performance reporting.

Turnkey Vacation Rentals Bostonvacation rental manager Bostonproperty management Boston
Owner CommunicationPerformance ReportingLocal Teams
5
Guesty
Serves Boston, MA
80%
AI Visibility
4.3
Software + Services Est. 2013 Min: Any size

Leading property management platform with Boston support, enabling STR operators to manage listings across Airbnb, Vrbo, and Booking.com with automation and analytics.

Guesty BostonSTR software Bostonproperty management software Boston
PMS SoftwareMulti-ChannelAutomation
6
Grand Welcome
Serves Boston, MA
75%
AI Visibility
4.5
Full-Service Est. 2017 Min: Any size

Franchise-based STR management company with local owner-operators in Boston, offering personalized service, transparent fees, and strong local market knowledge.

Grand Welcome Bostonlocal STR manager BostonAirbnb management Boston
Local ExpertiseTransparent FeesPersonalized Service
7
iTrip Vacations
Serves Boston, MA
69%
AI Visibility
4.4
Full-Service Est. 2008 Min: Any size

Franchise vacation rental management brand with local Boston owners who provide hands-on property management, guest services, and revenue optimization.

iTrip Bostonvacation rental franchise BostonAirbnb property manager Boston
Franchise ModelHands-On ManagementLocal Owners
8
Casago
Serves Boston, MA
64%
AI Visibility
4.6
Full-Service Est. 2003 Min: Any size

Owner-first STR management company with growing Boston presence, differentiated by transparent fee structures, real-time owner reporting, and local market expertise.

Casago Bostonowner first STR Bostontransparent property manager Boston
Owner-FirstTransparent FeesLocal Market

Frequently Asked Questions

Common questions about choosing str management companies in Boston, MA.

How do I choose a short-term rental manager in Boston?+
Compare management fees (typically 15–30%), review their average occupancy performance, ask about dynamic pricing tools, verify local licensing compliance, and read owner testimonials. All firms listed have been independently evaluated on AI visibility, owner reviews, and operational transparency.
How is this Boston STR management ranking calculated?+
ProCloser.ai's TrustRank™ score combines AI Visibility Score (55%), Review Score (25%), and Content Authority (20%). Rankings are updated quarterly and cannot be influenced by payment.

Is Your Firm Not Listed?

If you're a str management companies serving Boston and want to improve your AI search visibility, ProCloser.ai can help you appear when prospects ask ChatGPT, Perplexity, and Google AI Overviews for recommendations.